Two of the trail’s October events fall on the same weekend. The trail has eight Litchfield Hills events from August to December: two in August, two in September, three in October and one in December.
Two August fairs without confirmed dates
The Bridgewater Country Fair, a volunteer-run fair that raises money for the Bridgewater Volunteer Fire Department, was listed with a demolition derby. The Terryville Lions Country Fair, organized by the Terryville Lions Club, was listed with oxen draws and a demolition derby. Both were listed for August, and the 2026 dates for both were not confirmed.
Goshen and Bethlehem, a week apart
The Goshen Fair ran September 5 to 7 at the Goshen Fairgrounds on Route 63, with woodsmen competitions and a midway. The Bethlehem Fair followed on September 11 to 13 at the Bethlehem Fairgrounds, with livestock and 4-H shows and a flower and vegetable hall. The two were on consecutive weekends.
October has three events
The Harwinton Fair ran October 2 to 4, with livestock shows, craft and baking contests and a woodsmen competition.
The Riverton Fair: October 9 to 11, with a flower hall, oxen draws and woodsmen events. The Connecticut Garlic & Harvest Festival: October 10 to 11 at the Bethlehem Fairgrounds. Riverton and the garlic festival overlap on October 10 to 11.
December: Christmas Town in Bethlehem
The Christmas Town Festival: December 4 to 5 in Bethlehem, organized by the Town of Bethlehem, with a tree lighting and the Christmas Town postmark. It is the only event on the trail outside August to October.
Admission
Listed adult admission: $10 at Terryville, Harwinton, Riverton and the garlic festival; $12 at Bridgewater, Goshen and Bethlehem. The Christmas Town Festival: listed as free.


