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.


Registration for the Spring 2021 Baseball Season is now open for all levels.

Game Recaps

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

Orioles Outlast Cards, Win 8-7

September 13, 2020

By Zachary Yoon-Kim The Orioles faced the Cardinals Tuesday (9/8) in a tight matchup that was close, down to the last out. The Orioles got the scoring started early when Jack Johnson batted both Spencer Thompson and Noah Harley home. In the bottom of the first, the Orioles only allowed one hit. After a scoreless…

Orioles Beat White Sox, 13-11

September 13, 2020

By Zachary Yoon-Kim On Monday (9/7), the Orioles got the scoring started early with 4 runs in the first inning. The inning was highlighted by a double from Peter Alexopoulos that drove in two. The White Sox answered with one run from Adam Fiorentino. The second inning was uneventful, except when Sam Christmas hit an…

Athletics overcome Red Sox 11-8

September 8, 2020

By Jason Fang On Monday afternoon, the Athletics overcame the Red Sox 11-8. In the first inning the Red Sox gained an early 2 run lead when Thomas Casey hit a home run to score Richie Masterpol. The Athletics answered right back when Ronan O’Connell hit a grounder to score Owen Penicaud and Justin Muse…

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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.

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