16
May, 2026
WLL will be marching in the Shad Derby Parade and will also have a dunk tank on the town green throughout the event. Have your player march with their team and make sure they come try to dunk their favorite coaches!
14
May, 2026
Windsor Little League's May Board Meeting is scheduled for Thursday May 14, 2026 @ 7 PM @ the Wilson Fire House (50 Pine Lane). All are welcome to attend.
26
Apr, 2026
Free Player Clinic open to Windsor Little League Players at Loomis Chaffee School baseball field (inside the hockey rink if raining)
2-3pm Tee ball and Single A players
3-4pm AA and above
CLICK FOR DETAILS
26
Apr, 2026
Open to League-Age 9 & 10 year old baseball and softball players.
Starts at 12pm at Welch Park
The top two baseball and softball players will move on to compete in the contest finals on the field at Dunkin' Park before a Yard Goats game.
25
Apr, 2026
Windsor Little League is excited to announce that Opening Day will be on Saturday, April 25th (rain date 4/26) at Welch Park (Niles Road in Windsor)!!
CLICK FOR DETAILS
2
Apr, 2026
Windsor Little League's April Board Meeting is scheduled for 6:00PM on Thursday, April 2, 2026 at Thomas Hooker Brewery (16 Tobey Rd., Bloomfield) in their back room.
All are welcome to attend.
8
Mar, 2026
- Ages 10-12 will be evaluated from 3:00 pm to 4:00 pm
- Ages 8-9 will be evaluated from 4:00 pm to 5:00 pm
***Age indicated is Little League Age and may not align to the player’s current age
Location: Loomis Chaffee School, Erickson Gymnasium
Parent Meeting to occur at both sessions
5
Mar, 2026
Windsor Little League's March Board Meeting is scheduled for 6:00PM on Thursday, March 5, 2026 at Thomas Hooker Brewery (16 Tobey Rd., Bloomfield) in their back room
All are welcome to attend.
21
Feb, 2026
FREE PLAYER CLINIC this Sunday 3-5pm at Erickson Gym at Loomis Chaffee School! Open to all current and prospective WLL players of all ages. No registration required.