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.

Spring 2024 Baseball

Registration is now open for the Spring 2024 Baseball season for all ages. 

Become a WYBS Sponsor!

Participating as a sponsor of WYBS gives you and your organization the opportunity to gain outstanding visibility to the Winchester Community.
Find out how!

Spring 2024 Softball

Registration is now open for the Spring 2024 Softball season. 

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!

Game Recaps

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

Winchester 12U Softball Champs 2021 – A Perfect Season!

June 14, 2021

Winchester Red 12U capped off an undefeated season on Sunday, June 13, 2021, against a tough Arlington team to win the championship. Arlington got off to a great start, jumping out to a commanding 6-1 lead through the top of the third inning. Winchester battled back with three runs in the bottom of the 3rd…

Padres Use Fast Start to Beat Dodgers 11-2

June 14, 2021

By Jack Siciliano The Dodgers and Padres played Thursday night in the second round of the playoffs. The Padres got off to a quick start, with a run in the first on a passed ball. They then continued that momentum into the second, getting four hits to score five runs. Ben Sauerman, Carter Myer, Luke…

Dodgers Battle to Beat Red Sox

June 14, 2021

By Eric Xu This was a very close game between these two teams. The first inning started with an early Red Sox lead with Sean Boyd and Jack Silberhorn getting home by Sam Pandolfo. Sam Pandolfo was also able to get home, a total of three runs for the Red Sox. Dodgers were also able…



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.


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.

Follow Winchester Baseball & Softball on Instagram!


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!
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Show your support for Winchester Baseball & Softball
with some custom Winchester Baseball gear!

The shop is now closed, but will open again before the Spring Season...  Stay tuned!

WYBS "Grand Slam" Sponsors