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Curfew is sundown

Westport Little League would like to take this opportunity to congratulate the 2025 Perrin Delorey Sportsmanship award nominees and winners that were announced prior to the A, AA, AAA & Majors Championship games on Saturday June 7th.

2025 Delorey Sportsmanship Award Winners

Majors - Sam Katz
AAA - Benjamin Gionfriddo
AA - Rivington Hall
A - Finnegan McDuffie

For those of you that don’t know his story, June 2025 marks the seven-year anniversary of the tragic passing of Perrin, a kind and enthusiastic Little League baseball player. Perrin worked hard to be a better player and teammate. He always supported his teammates and treated opponents, coaches and umpires with the utmost respect. He was extremely coachable and a player whom coaches wanted to draft because of his dedication and team-first attitude. He truly embraced the team player concept by lifting other players’ spirits when needed and always cheering on his teammates.

Perrin exhibited the hallmark of sportsmanship and embodied the character and spirit of Little League baseball. Westport Little League is proud to honor the players that best exemplifies these attributes on the field and in the dugout.

AA Divison nominees with members of Perrin’s family

Cubs coach Brendan Sheedy presenting AA division winner Rivington Hall with the Delorey Sportsmanship award.

AAA Division award ceremony

Majors Division award ceremony

A Division ceremony with friend of Perrin; Harrison Sydor who attended to share some words about Perrin

Perrin’s Cubs team dedicating a game to him. Coaches Jeff Brill & Steve Lupinacci attended the Majors division ceremony this year.

Plaque on a bench on Kowalsky field dedicated in honor of Perrin  

Westport Little League is pleased to announce the rosters for its 2025 District (All Star) teams. There was strong competition to make these teams, which led to difficult decisions made by the respective Managers.   

The 10U, 11U and 12U teams will participate in the Little League International Tournament that culminates in the Little League World Series in Williamsport. The District round of games against opponents in District 2, which is historically the most competitive District in the state, will begin on June 21 at Unity Park in Trumbull. The 9U team will participate in the Monroe Tournament, which also commences on June 21, at Beardsley Field in Monroe. Managers will communicate with parents about the schedule once it is finalized.

Please join us in congratulating the players on these rosters. It is a great accomplishment. Thank you to the parents for the support during this busy time of year. We hope you and your family and friends will show up in droves in fanwear to support the players at these games and cheer on the other Westport baseball and softball teams as well. It is especially beneficial and eye opening for the 9U players and families to observe the 10U or older teams for a glimpse of what awaits. Westport fans are often outnumbered at these games so we hope you will show your support in person. You can also enjoy a tasty burger or bacon, egg and cheese while watching the games.  

-Westport Little League Baseball District Selection Committee

12U (Manager "Big Hoss" Scott Mastocciolo)

 11U (Manager "Baby Hoss" Jon Ellis)

10U (Manager "Little Hoss" James Kingsley)

9U (Manager Tom Dziekonski)

Hi Parents,

Registration for the Westport Little League summer Tournament-Friendly teams is open.  The deadline to register your child for a Tournament/Friendship Team is June 7.  If you registered your child for a District team, and he was not selected, you do not need to do anything as he will automatically be registered for a Tournament team. Otherwise:

Click Here to Register

The Tournament/Friendship Teams' season begins approximately at the end of school and ends in late July. The 10U, 11U, and 12U Tournament teams typically have 3 to 4 activities a week (Practice or game). The 8-9 Friendly team typically has 2 to 3 activities per week (Practice or game). Games are against similar teams from the area (Darien, Norwalk, Wilton, Weston, Ridgefield, Fairfield, and Trumbull).  The weekday events usually start around 5 pm. Many of the players attend day camp. The kids sleep well after a day of camp, and an evening of baseball!

Players are assigned to teams based on the Little League International Age Chart. Click HERE to see the 2025 Age Chart.

We expect to field the following teams (assuming sufficient players registered and volunteer coaches):

• 8/9 Friendship
• 10U Tournament
• 11U Tournament
• 12U Tournament

Westport Little League Baseball will once again look for parent volunteer coaches to coach its Tournament/Friendship summer baseball teams. If you are interested in managing or coaching a team, please contact Steve Lupinacci at SLupinacci@westportbaseballandsoftball.com.

Depending on registration numbers, evaluations for these Tournament/Friendship teams may be held the second week of June, and details will follow. If a player participates in one of the earlier evaluations and is not selected for the roster of such team, he or she is not required to be evaluated a second time unless requested by a Manager. Rosters for these 8U-12U teams will be announced on or around June 14 via outreach from a coach of the team. 

The cost per player is currently indeterminable, as it depends on a variety of factors, including level of participation, number of games to be played and tournaments entered (each tournament sets different registration costs). Registration fees will cover umpire fees, team equipment, tournament fees, balls, insurance, field maintenance and administration fees. A sub-committee of the WLLB Board is designing a uniform kit (Jersey & hat) for which players will need to be fitted. Parents will be responsible for paying for their children's uniform kits at the time of pick-up at ASF.  Managers will notify parents of players on their teams when to bring their children into ASF to be fitted for uniforms.

If you have any questions, please contact Steve Lupinacci, Summer Commissioner, at Slupinacci@westportbaseballandsoftball.com.