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Sunday August 31, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
9:00 AM - 1:00 PM	Winthrop Farmers Market
9:00 AM - 8:00 PM	Senior League Baseball Ages 12-15 - Senior League Baseball ages 12-15 Please register here ( free of charge) if you are interested in a six week summer baseball program for children ages 12-15.  Price will depend on number of registrations.Any questions please contact Jack Wallace617 821-7477  or wallacejoh@myeasternct.edu

Monday September 1, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
9:00 AM - 8:00 PM	Senior League Baseball Ages 12-15 - Senior League Baseball ages 12-15 Please register here ( free of charge) if you are interested in a six week summer baseball program for children ages 12-15.  Price will depend on number of registrations.Any questions please contact Jack Wallace617 821-7477  or wallacejoh@myeasternct.edu

Tuesday September 2, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
9:00 AM - 8:00 PM	Senior League Baseball Ages 12-15 - Senior League Baseball ages 12-15 Please register here ( free of charge) if you are interested in a six week summer baseball program for children ages 12-15.  Price will depend on number of registrations.Any questions please contact Jack Wallace617 821-7477  or wallacejoh@myeasternct.edu

Wednesday September 3, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
9:00 AM - 8:00 PM	Senior League Baseball Ages 12-15 - Senior League Baseball ages 12-15 Please register here ( free of charge) if you are interested in a six week summer baseball program for children ages 12-15.  Price will depend on number of registrations.Any questions please contact Jack Wallace617 821-7477  or wallacejoh@myeasternct.edu

Thursday September 4, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
9:00 AM - 8:00 PM	Senior League Baseball Ages 12-15 - Senior League Baseball ages 12-15 Please register here ( free of charge) if you are interested in a six week summer baseball program for children ages 12-15.  Price will depend on number of registrations.Any questions please contact Jack Wallace617 821-7477  or wallacejoh@myeasternct.edu

Friday September 5, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
9:00 AM - 8:00 PM	Senior League Baseball Ages 12-15 - Senior League Baseball ages 12-15 Please register here ( free of charge) if you are interested in a six week summer baseball program for children ages 12-15.  Price will depend on number of registrations.Any questions please contact Jack Wallace617 821-7477  or wallacejoh@myeasternct.edu
5:00 PM - 8:00 PM	Meet and Greet

Saturday September 6, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
9:00 AM - 8:00 PM	Senior League Baseball Ages 12-15 - Senior League Baseball ages 12-15 Please register here ( free of charge) if you are interested in a six week summer baseball program for children ages 12-15.  Price will depend on number of registrations.Any questions please contact Jack Wallace617 821-7477  or wallacejoh@myeasternct.edu
1:00 PM - 6:00 PM	Cristy De La Roca birthday party
2:00 PM - 5:00 PM	Colgiano Birthday Party

Sunday September 7, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
9:00 AM - 1:00 PM	Winthrop Farmers Market
9:00 AM - 8:00 PM	Senior League Baseball Ages 12-15 - Senior League Baseball ages 12-15 Please register here ( free of charge) if you are interested in a six week summer baseball program for children ages 12-15.  Price will depend on number of registrations.Any questions please contact Jack Wallace617 821-7477  or wallacejoh@myeasternct.edu

Monday September 8, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Tuesday September 9, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Wednesday September 10, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!
5:00 PM - 8:00 PM	Meet and Greet

Thursday September 11, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Friday September 12, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!
9:00 AM - 4:00 PM	DCF Staff Outing
9:00 AM - 4:00 PM	DCF Staff Outing

Saturday September 13, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Sunday September 14, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!
9:00 AM - 11:00 AM	Soccer Shots
9:00 AM - 1:00 PM	Winthrop Farmers Market

Monday September 15, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Tuesday September 16, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Wednesday September 17, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Thursday September 18, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Friday September 19, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Saturday September 20, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Sunday September 21, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!
9:00 AM - 11:00 AM	Soccer Shots

Monday September 22, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Tuesday September 23, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Wednesday September 24, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Thursday September 25, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Friday September 26, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Saturday September 27, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!
12:00 PM - 2:00 PM	Birthday Sara Soper-Stevens

Sunday September 28, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!
9:00 AM - 11:00 AM	Soccer Shots

Monday September 29, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!

Tuesday September 30, 2025
6:00 AM - 11:59 PM	TENNIS/PICKLE BALL COURT KEY - Tennis/ Pickleball Court Key for Ingleside Park and High School Courts TENNIS/PICKLEBALL COURT KEYS FOR INGLESIDE PARK COURTS and HIGH SCHOOL COURTS ON MAIN STREETPickleball courts located at Ingleside ParkKEYS ARE FOR WINTHROP RESIDENTS!Quickest way to obtain key is to purchase online now and then come by the office to pick it up!Proof of residency is required. Court keys are required  to enter into the Ingleside Park and High School Courts. This policy has been designed to keep the bike riders, skate boarders, roller bladders, dogs, etc. out of the tennis area as well as non residents not accompanied by a Winthrop resident with a key.Tennis keys can be purchased Monday - Friday between 10:0am to 5:30pm at the Winthrop Recreation office located in the rear of 151 Pauline St. (the old middle school/ high school -enter driveway off of Brookfield Rd).If you cannot make these hours please call the office at 617 846-8243 to make other arrangements.The cost of the key is $15.00.
8:00 AM - 8:00 PM	WINTHROP FALL PICKLEBALL LEAGUE - Winthrop Fall Pickleball League WINTHROP FALL PICKLEBALL LEAGUEJoin Our Exciting New Pickleball FALL Tournament League – All Levels Welcome! SEPTEMBER 8TH - OCTOBER 13TH$40 PER TEAMIngleside Park________________________________________________________________________________________We are thrilled to invite you to join our upcoming Winthrop Pickleball Tournament League! Whether you’re a seasoned player or just starting, this is a fantastic opportunity to enjoy the game, improve your skills, and meet new friends in our vibrant community. ________________________________________________________________________________________HOW DO I SIGN UP?You must read and review all information in the below attached PDF under forms before signing up. Each team must have at least two players (with at least one player being a Winthrop Resident)  Upon registration and payment below please email parksandrecreation@winthropma.gov the attached form with your teams information. Each team cost $40 dollars and each individual may only participant on 1 team.________________________________________________________Each team (with at least one Winthrop Resident) must obtain a Winthrop Parks and Recreation Tennis/Pickleball key to gain access to the courtsKeys can be purchased online or at the Recreation office for a fee of $15 Please contact the Winthrop Recreation Department by telephone or email with any questions!