Providing Winchester's Youth with Quality Baseball and Softball Leagues for All Ages

Our mission is to provide a quality baseball program for the youth of Winchester.  The organization strives to provide players with the opportunity to develop their baseball skills within a fun and competitive environment.  We emphasize the values of teamwork, sportsmanship, hard work, competition and community to help develop our children into the leaders of tomorrow.


For players between the ages of 6-15, SYBS offers a competitive and fun atmosphere for children to learn the fundamentals of baseball and good sportsmanship.


For players between the ages of 6-13, our Softball program builds a strong fundamental foundation at an early age, building to more competitive teams as players mature.

Bambino Buddy-Ball

WYBS is excited to announce the creation of the Bambino Buddy-Ball Division, a program for children with disabilities who would like to participate in and learn about the game of baseball.  

The new division is for players aged six and above and will run for six weeks starting on Saturday, May 7th. Bambino is free of charge, with one practice/game per week held Saturday evenings at 6 PM. Registration link for participants and volunteers below.

Volunteers Needed!

WYBS is run by a small, dedicated group of volunteers.
There are many ways to help aside from coaching a team... if you'd like to learn more, contact us today!



Nutile Field is now a LiveBarn Venue.  If you can’t make it to the Field,
you can still stay connected by watching all events Live and On Demand.


Game Recaps

Catch up on all the action from across the league from our team of student reporters.

A Heavenly Performance!

October 23, 2021

Congratulations to the Angels on capturing the Fall Season Majors Championship with a 7-3 win over the Rangers. The season finale lived up to its billing with the top-seeded Angels managed by veteran coach, Steve Boksanki, taking on the second-seeded Rangers, managed by coach, Marc Grimaldi. The Rangers bats were hot as they led off…

Winchester 10U Summer Tournament Team Defends Bay State Title

August 15, 2021

On August 15th, the Winchester 10U Bay State baseball team successfully defended their title as the Bay State Tournament Champions against a fired up Reading Red squad! The hometown fans were wowed by an absolute gem of a game as the Winchester 10s saved their best play of the summer season for the tournament finale…

Winchester 12U Wins Gold in Bay State Trophy Weekend

August 9, 2021

The Winchester 12U team played flawless baseball this weekend to win gold in the second Trophy Weekend of the Bay State Tournament, their second trophy of the summer and first gold trophy ever! The offense scored 17 runs over the two games, while their pitchers gave up no runs and only 4 hits! In Game…

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Show your support for the Winchester Summer Baseball Teams with some custom Winchester Baseball gear!

The Summer Orders have been placed.
If you missed out, stay tuned for the next opportunity to order!

About WYBS

Winchester Youth Baseball & Softball Association (WYBS) provides quality baseball and softball programs for youth in Winchester, Massachusetts.
Click below to learn more about our program and how you can participate.


Winchester Youth Baseball & Softball has partnered with HomeWorks Energy to help Winchester families save money on energy bills and reduce their carbon footprint.  Sign up for a FREE Home Energy Assessment and HomeWorks will donate $50 to WYBS!

Follow Winchester Baseball & Softball on Instagram!

News & Events


By WYBS | June 10, 2022

June 3, 2022

By WYBS | June 4, 2022

June 2, 2022

By WYBS | June 2, 2022

May 31, 2022

By WYBS | May 31, 2022

May 20, 2022

By WYBS | May 20, 2022

May 19, 2022

By WYBS | May 19, 2022

May 15, 2022

By WYBS | May 16, 2022

May 13, 2022

By WYBS | May 14, 2022

May 12, 2022

By WYBS | May 12, 2022

May 10, 2022

By WYBS | May 10, 2022

WYBS "Grand Slam" Sponsors