Winchester Baseball (WYBS) is affiliated with Cal Ripken Baseball, a division of Babe Ruth League.  The organization offers year round programs for boys & girls to learn and develop their skills.

The Divisions below are broken out by age.
All ages are as of April 30th.


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Baseball Divisions


Babe Ruth (Ages: 13-15)

A more advanced travel league playing against teams from neighboring towns on a 90' diamond with a focus on both development and competition. Games are Saturday mornings, Sunday afternoons and some weekdays, usually at 5:45 PM. Players are organized into teams split into two divisions. The A Division is intended for more experienced players. The B Division is intended for more developmental competitive play.  Both divisions allow players of any age (13, 14, 15).

2020 Majors Champion White Sox

Majors (Ages: 10-12)

An in-town competitive league that plays on the 60' diamond and '50 pitching mound. Players are drafted onto teams based on tryouts held each fall. Teams are comprised of 12, 11 and 10 year-olds, with a limit of three 10 year-olds per team. Games are weekdays at 5:45, with some Saturday and Sunday afternoon games at Westside (Nutile) Field. Teams play with full baseball rules including leading, stealing and pitching from the stretch.

2019 AAA Champions - Gingerbread Construction Co. Royals

Triple A (Ages: 10-12)

This in-town league, while competitive, continues to focus on skill development. Players pitch and games are played using Majors rules. Games are weekdays at 5:45 with some Saturday and Sunday afternoons at Westside, Ginn and MacDonald Fields. Teams play on the 60-foot diamond.

2020 AA Champion Rattlers

Double A (Age: 9)

In-town instructional league that introduces more advanced baseball skills and competitive games with umpires, player pitching and catching.  Games are weekdays at 5:45 and some weekends at various times played primarily on Mullen Field.

8 year old summer team

Single A (Age: 8)

This in-town instructional League reinforces basic skills (throw, hit, catch flies, field grounders, run bases) to small groups of boys and girls. Teams participate in skills stations on Saturdays designed to give players multiple reps and practice fundamentals. Teams play games on Sundays, with players pitching to one another under modified rules intended to encourage pitching development while simultaneously providing opportunities for other players to hit and field.

Baseball Player.extrasmall

Rookie (Age: 7)

The Rookie Division is designed to provide instructional clinics in which players rotate through stations that teach the basic skills of baseball: throwing, hitting, catching fly balls, fielding grounders and base running.  Teams play on Saturdays mornings at Westside Field.

Young baseball player running and smiling during game

Clinic (Age: 6)

This Instructional League is intended to introduce basic skills (throw, hit, catch flies, field grounders, run bases) to small groups of boys and girls. Sessions are devoted to instruction through station training, where players rotate through stations designed to provide as many reps as possible. Saturdays mornings at Westside Field.

WYBS Sponsors