Connecticut hosts 139 fall fairs and festivals from September through November 2026, including Woodstock Fair, Brignole Vineyards End of Summer Makers Market and Orange End of Summer Farmers Market. Autumn is prime fair season here — harvest fairs, agricultural shows, apple and pumpkin festivals, and the last big country fairs of the year.
Highest-rated fall events in Connecticut
- Glastonbury Fine Art and Craft Show — Glastonbury · Sep 12–13 · 5★ (7 reviews)
- Middlefield Transcend Fest — Middlefield · Sep 18–20 · 5★ (5 reviews)
- The Old Wethersfield Arts and Crafts Fair — Wethersfield · Oct 3 · 5★ (5 reviews)
- The Christmas Craft Fair — Stratford · Nov 7 · 5★ (3 reviews)
- Manchester Pop-up Market — Manchester · Sep 12–13 · 5★ (1 reviews)
September (71)
- Woodstock Fair — Woodstock · Sep 3–7
- Brignole Vineyards End of Summer Makers Market — East Granby · Sep 3
- Orange End of Summer Farmers Market — Orange · Sep 3 · 4.8★ (32 reviews)
- The Woodstock Fair — South Woodstock · Sep 3–7 · 4.4★ (915 reviews)
- Tony Inzero End of Summer Farmers Market — West Haven · Sep 3
- Haddam Neck Fair — Haddam Neck · Sep 4–7 · 4.6★ (290 reviews)
- Goshen Fair — Goshen · Sep 5–7
- Bethel Holiday Weekend Craft Festival — Bethel · Sep 5 · 4.3★ (9 reviews)
- Litchfield End of Summer Farmers Market — Litchfield · Sep 5
- Madison Outdoor Market — Madison · Sep 5 · 4.8★ (65 reviews)
- Norwich End of Summer Marketplace — Norwich · Sep 5
- Tony Inzero End of Summer Saturday Farmers Market — West Haven · Sep 5
…and 59 more — see all September events.
October (48)
- Wethersfield Fall Thursday Farmers Market — Wethersfield · Oct 1
- Harwinton Fair — Harwinton · Oct 2–4 · 5★ (1 reviews)
- Portland Agricultural Fair — Portland · Oct 2–4
- Southington Apple Harvest Festival — Southington · Oct 2–11 · 4.2★ (51 reviews)
- Berlin Craft Fair — Berlin · Oct 3 · 4.3★ (440 reviews)
- Bethel Autumn Craft Festival — Bethel · Oct 3 · 4.5★ (233 reviews)
- Litchfield Autumn Farmers Farmers Market — Litchfield · Oct 3
- Madison Pride Fest — Madison · Oct 3
- North Branford Fall Craft Fair — North Branford · Oct 3 · 4.2★ (344 reviews)
- Norwich Fall Marketplace — Norwich · Oct 3 · 4.2★ (1,098 reviews)
- Old Saybrook Arts and Crafts Festival — Old Saybrook · Oct 3–4 · 4.8★ (830 reviews)
- The Old Wethersfield Arts and Crafts Fair — Wethersfield · Oct 3 · 5★ (5 reviews)
…and 36 more — see all October events.
November (20)
- Uncasville Christmas Festival — Uncasville · Nov 6–8 · 4.4★ (48 reviews)
- Brookfield Festival of Crafts — Brookfield · Nov 7 · 4.4★ (33 reviews)
- Hamden Honor and Tribute Event — Hamden · Nov 7–8
- Newington Schlachtfest — Newington · Nov 7 · 4.6★ (41 reviews)
- Norwich Holiday Marketplace — Norwich · Nov 7 · 3.8★ (949 reviews)
- Orange Holiday Craft Fair — Orange · Nov 7 · 4★ (69 reviews)
- Shelton Autumn Craft Festival — Shelton · Nov 7
- The Christmas Craft Fair — Stratford · Nov 7 · 5★ (3 reviews)
- New London Falliday Crafter Showcase — New London · Nov 8 · 4.6★ (486 reviews)
- Norwich Artisan Craft Show — Norwich · Nov 14
- North Haven Holiday Welcome Craft Festival — North Haven · Nov 15
- Rockville Holiday Craft Fair — Rockville · Nov 15
…and 8 more — see all November events.
Frequently asked questions
How many fall festivals are in Connecticut?
139 fall fairs and festivals take place across Connecticut from September through November 2026.
What is the best fall fair in Connecticut?
By Google reviews, Glastonbury Fine Art and Craft Show in Glastonbury is among the best-rated, holding a 5★ rating from 7 reviews.
