Windham County Fairs & Festivals
10 events in Windham County, Connecticut for 2026.
★ FeaturedBrooklyn Fair
One of America’s oldest continuously running fairs — ox draws, livestock, and a country midway.
4.5(17)Putnam Fine Arts and Crafts Festival
Putnam Fine Arts and Crafts Festival will be held on June 20-21, 2026.
4.9(210)Woodstock Makers Market
Woodstock Makers Market will be held on June 27, 2026.
Ekonk Community Grange Fair
A one-day Quiet Corner Grange fair — baking and produce contests with a country breakfast.
5(2)The Old Home Day
The Old Home Day will be held on August 15, 2026.
Woodstock Fair
A big Labor Day Quiet Corner fair — livestock, demo derby, midway, and live entertainment.
4.4(915)The Woodstock Fair
The Woodstock Fair will be held on September 3-7, 2026.
The Old Home Day
The Old Home Day will be held on September 26, 2026.
4.5(230)Woodstock Fine Arts and Craft Festival
Woodstock Fine Arts and Craft Festival will be held on October 17-18, 2026.
4.7(156)The Christmas Wishes Holiday Market
The Christmas Wishes Holiday Market will be held on November 21-22, 2026.