Winchester Little League Winchester Little League Winchester, Kentucky Register
A Winchester Little League softball team lined up on the field at dusk with the lights on, holding their softballs up.

Fall registration open · closes July 31

Come and play. Since 1958.

Winchester Little League is the oldest youth sports organization in Winchester, KY — baseball and softball for ages 4 through 16, March through October. We have Spring/Summer and Fall ball.

Register for Fall 2026 See the divisions

The home of Winchester ball

Under the lights since 1958

1958Est.
4–16Ages
Mar–OctSeason
2Baseball + Softball

Fall Ball 2026

Fall 2026 registration is open

Registration opened 7/1/2026 and closes 7/31/2026. Sign-ups run through the official Little League registration portal.

6Days
00Hrs
00Min
00Sec
Register now

Questions? Who to email

Ages & divisions

Baseball division age changes

The league adjusted its baseball age groups. Tap the chart to see it full size.

Little League Age Chart  →

The official age chart is published by Little League International.

Winchester Little League chart showing the adjusted baseball age groups for the season.

Tap to enlarge.

Two sports, eight divisions

Find your player’s division

A young Winchester Little League baseball player at bat during a game. Baseball
Ages 4–16

Baseball

Tee-Ball, Rookie, Minor, Major and Senior divisions — from the batting tee to player pitch.

See baseball divisions
A Winchester Little League softball player fielding during a game. Softball
Ages 5–16

Softball

Ponytail, Minor and Senior divisions — coach pitch, machine pitch and player pitch.

See softball divisions

From the 2023 season

Make some memories

A few of the wonderful memories from 2023. We will be sharing pictures throughout the 2026 season.

Winchester Little League players together at the field in 2023.
A young player holding up a baseball after a 2023 game.
A Winchester Little League player in uniform during the 2023 season.
A Winchester Little League softball player on the field in 2023.
A young Winchester Little League player with a bat in 2023.
A Winchester Little League player smiling by the fence in 2023.
A Winchester Little League player at the ballpark in 2023.
A Winchester Little League player on the field under the lights in 2023.
A young Winchester Little League player in the dugout in 2023.
A Winchester Little League player holding a ball in 2023.
See the memories

They pay for the lights

Please thank our web sponsors

Home field

Home games at Lykins Park

1601 Mt. Sterling Rd, Winchester, KY 40391

Lighted Little League fields.

Get directions

Winchester Little League teams lined up along the baselines before a game.

Contact

Drop us a line

Please give us a day or two to respond. All of us have jobs and sometimes it is very late by the time we get the opportunity to read this.

ChadPresident / Treasurer JasonBaseball Player Agent VirginiaSoftball Player Agent

Meet the whole board

Register for Fall 2026