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 Summer Baseball & Softball is now open.
Sign up today!

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.



Support Winchester Youth Baseball & Softball through our spring 2021 Raffle.
All proceeds got to support the WYBS program.  

Grand Prize of $2,500 in addition to $1,000, $500, $250, and $100 Winners.


Catch up on all the latest action in Baseball's Majors Division.

Tuesday, June 1st

By WYBS | June 2, 2021

In the penultimate night of the 2021 Majors regular season, three games vital for playoff seeding took place at Nutile.  Two playoff seeds (#1 and #8) were settled but the remaining six seeds are all up for grabs on Wednesday in the final night of the regular season. A check of the record books has not…

Monday, May 31st

By WYBS | June 1, 2021

Thanks to the efforts of Joe Lawler’s junior maintenance crew and the coaching staffs of the teams, the C diamond was playable for the Diamondbacks and Padres in a Memorial Day evening game under the lights.  Justin Guidara started for the Dbacks and Michael Condron for the Padres. The Padres struck in the bottom of the…

Saturday, May 29th

By WYBS | May 29, 2021

As the the league rests over the holiday weekend, we can catch you up on the four games last Thursday and Friday below.  But before we do, the regular season is winding down this week and we have eight games left on the schedule.  The playoff seedings are begining to take shape.  The statisticians tell…

May 19 – May 26

By WYBS | May 27, 2021

This TWIB Notes scribe took some time off over the last week to . . . coach and watch baseball.  To catch you up on the league’s happenings we will go team by team over the eight day stretch from May 19 – 26.  But, let’s start with the punchline.  There is NFL style parity in…

Tuesday, May 18th

By WYBS | May 19, 2021

The Diamondbacks edged the A’s in a tight battle (10-9) on the C diamond that featured a two-way bonanza for Brett Daniels. The D’Backs got it going with 2 in the first and 6 more in the second. Will Brown and Cole Cassidy tripled to energize the rally. The A’s battled back with 2 in…

Monday, May 17th

By WYBS | May 18, 2021

At Nutile last night, the Orioles jumped out to an early 5 run lead on the Cardinals thanks to some offensive fire power from Brady Cedrone and River Maclin. Brendan Carson started on the hill for the O’s and went 5 1/3 solid innings. William Beach, Teddy Angel and Eli Krogmeier led a spirited Cardinals…

Friday, May 14th

By WYBS | May 14, 2021

Another three games filled Nutile on Friday night.  The first was a rare Majors low scoring affair between the Athletics and the Orioles.  The A’s used 2 hits from Nate Rotondi and some solid base running to get up 2-0 on the O’s.  Jack Charchaflian went 4 strong innings for the A’s and gave up no runs.  He…

Thursday, May 13th

By WYBS | May 14, 2021

Three games filled the docket on Thursday at Nutile; at the end of the night the Majors had a three way tie at the top of the standings. Game 1 featured the White Sox vs. the Red Sox with young Jack Silberhorn facing off against William Fiorentino on the hill.  The Red Sox struck first with…

Wednesday, May 12th

By WYBS | May 13, 2021

Wednesday night had only one game but it was a highly anticipated match-up between the undefeated (5-0) Dodgers and the talent-laden Padres.  12 year olds Luke Molloy and Brendan Bock started for the Pads and Dodgers, respectively.  The Padres stayed with Molloy for 4 innings and 83 pitches while the Dodgers only kept Bock on…

Tuesday, May 11th

By WYBS | May 12, 2021

On Tuesday night, the White Sox and Cardinals faced off on Nutile C. Mitchell Collins toed the rubber for the Sox and William Beach for the Cards. The Cards jumped out to a 1-0 lead in the first thanks to a two out triple from Beach. The Sox would get going in the second when…



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.

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…


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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