Sponsored by the Windham County Agricultural Society, the Brooklyn Fair occurs annually during the last weekend in August. The society’s goal in sponsoring the fair is to promote and preserve the area’s agricultural heritage. Offering a variety of family-friendly entertainment that includes rides, agricultural competitions, and live music, the Brooklyn Fair is one of the oldest, continuously operating agricultural fairs in Connecticut.
In 1809, a group of Windham County residents gathered during the harvest to celebrate the season and share their stories of farming and domestic life. Despite the emerging textile centers in towns such as Putnam and Willimantic, agriculture still dominated the local economy. Once organized as the Pomfret United Agricultural Society, this group of friends, relatives, and neighbors ensured the operation of a fair every year—alternating locations between the towns of Brooklyn, Pomfret, and Woodstock.
Early fairs consisted largely of cattle shows but included exhibits of needlework and household items produced by local women. After 11 years of operating the fair, the group (now numbering over 100) incorporated as the Windham County Agricultural Society. Several decades later, in 1849, the society purchased land at the intersection of what is now Route 169 and Fairground Road. This land became the permanent home of the Brooklyn Fair and is still in use today.
In recent years, the Windham County Agricultural Society has successfully expanded the variety of services it offers to the community, as well as the entertainment available to visitors at the fair. The fair still emphasizes agricultural and domestic manufacture but has expanded its focus far beyond livestock, needlework, and jarred preserves. Recent fairs offered visitors the opportunity to witness chainsaw competitions, dog shows, a pedal tractor pull for children, and live musical performances. The Windham County Agricultural Society uses the proceeds from the fair to fund, among other things, a college scholarship program for local residents.