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.

Register for Spring 2023

Registration is now open for Spring 2023 Baseball at all levels. 

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!

Register for Spring 2023

Registration is now open for Spring 2023 Softball at all levels. 

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!

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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!

Game Recaps

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

Winchester 9U Team Wins Their Second Silver Trophy

August 9, 2021

The Winchester 9u team picked up its second silver cup of the year in Trophy Weekend #2. Needing to save pitching arms for the upcoming Tournament of Champions, the team felt happy to split the weekend action and be in strong position for the coming week. In Game 1 against Concord, Max Wilcken started on…

Winchester 10s Rolling in Bay State Tournament

August 2, 2021

On July 21st the Winchester 10U Bay State team captured first place in Round One of the Bay State Baseball Tournament Champions. The undefeated 8-0 Winchester team faced a fired-up Belmont squad intent on avenging two previous tournament losses to Winchester. Starter Jack Silberhorn threw four strong innings with seven strikeouts. With the score tied…

Mudcats Win AA Championship

June 17, 2021

Anchored by strong pitching from Sean Garrity, Jack Usera, Max Wilcken and Moby Meyers, The AA Mudcats were able to live true to their name and manage a victory amidst some very wet conditions Monday night. Bryce Shaw fired three shut-out innings for the Raptors, while Cooper Statires and Jack Doherty anchored the catching spot amidst…



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!

WYBS "Grand Slam" Sponsors