Our Journey: 71 Seasons of Growth
The spring of 2025 marks the 71st season of Cheshire Youth Baseball. Originally founded as the "Charles Heath Boys' League", CYB played its first season in the spring/summer of 1954. The new league, which later changed its name to "Cheshire Youth Baseball", was sponsored by the "Exchange Club" of Cheshire and was an independent entity not affiliated with any other nationally based youth baseball organization. During its first season, approximately 200 boys were assigned to play on 14 teams divided equally between major and minor divisions. Games were played at the Humiston School and Legion fields.
Over the last seven decades, CYB has grown considerably in its scope, depth, and appeal. At its peak, more than 1,300 players participated across 83 teams in 15 divisions, with both boys and girls playing baseball and softball in town.
Today, CYB continues to be a staple of the community, with over 500 players competing each season and carrying on the tradition of baseball in Cheshire. The highly successful girls softball program is part of CYB. CYB also sponsors, runs, and manages the Reds travel teams, the local Cheshire Comets and Babe Ruth Teams, and has integrated with the Cheshire Challengers Baseball Team. In recent years, our alumni have filled most of the roster spots on the highly successful Cheshire High School Baseball Team. Many of our athletes have gone on to play college baseball, and several have performed at the highest levels of professional sports.
Our Mission
Cheshire Youth Baseball is a non-profit organization whose sole mission is to provide organized, instructional, recreational, and competitive baseball programs to Cheshire’s youth. It is run entirely by volunteers at the Board of Directors, team manager, and coaching levels. League players range from the age of 4 (T-Ball) to 18 (Babe Ruth).
The members of the Board of Directors of Cheshire Youth Baseball take great pleasure in welcoming you to our 71st season of league play with registration activities beginning in early December. We wish you, your children, and our players every success both on and off the field. We pledge our support as you enter into what we hope is a positive experience. For it is ultimately you, the managers, coaches, and parents who will make our program successful and beneficial to Cheshire's youth and Cheshire's future.