The club was established in 2013 to develop
Berkshire County players and prep school athletes of all ages from grassroots programs through its U19 Academy team. For its first two seasons in USL League Two, home matches were played at the
Hotchkiss School fields in
Lakeville, Connecticut. As of February 2020, its primary USL2 venue is AppleJack Stadium in Manchester, Vermont. Other facilities include
Berkshire Community College in
Pittsfield, Massachusetts, indoor fields at Premier Sports Complex in
Winsted, Connecticut and The Fieldhouse in
Canaan, New York. ==Year-by-year==