The circuit has seven events in Windham and New London counties between July 9 and September 19: four agricultural fairs (North Stonington, Lebanon, Brooklyn and Woodstock) and three shoreline festivals (Sailfest, the Mystic Outdoor Art Festival and the Niantic Bay Oyster Festival) held on town streets and waterfronts. The dates below are the listed 2026 dates. Sailfest and the Brooklyn Fair were not confirmed.
July: North Stonington, Sailfest and Lebanon
The North Stonington Agricultural Fair ran July 9 to 12 near the Rhode Island border, with 4-H shows and oxen and horse draws.
Sailfest was listed for downtown New London and its waterfront, with tall ships, fireworks and live music on multiple stages. Its 2026 dates (listed as July 10 to 12) were not confirmed.
The Lebanon Country Fair ran July 24 to 26 on the Lebanon town green and adjacent grounds, with tractor and truck pulls and community food booths.
August: art in Mystic, then Brooklyn
The Mystic Outdoor Art Festival was listed for August 8 to 9 on the streets and sidewalks of downtown Mystic, with thousands of original works from artists across the country. Admission was free.
The Brooklyn Fair, with ox draws and horse pulls, was listed for August 27 to 30, though those 2026 dates were not confirmed.
September: Woodstock, then Niantic
The Woodstock Fair ran September 3 to 7 over Labor Day weekend in the northeastern Quiet Corner, and its program included a demolition derby and headline entertainment.
The Niantic Bay Oyster Festival, September 19, was the last event on the circuit, with free admission. East Lyme Parks & Recreation runs it.
Which weekends collide
The dates of the North Stonington fair (July 9 to 12) and Sailfest (listed for July 10 to 12, not confirmed) overlap. Brooklyn (listed for August 27 to 30, not confirmed) and Woodstock (September 3 to 7) fall within a week of each other.
