Connecticut Seasonal Fairs & Festivals
53 seasonal events across Connecticut for 2026.
★ FeaturedBrooklyn Fair
One of America’s oldest continuously running fairs — ox draws, livestock, and a country midway.
★ FeaturedGoshen Fair
A Labor Day Litchfield Hills classic — woodsmen shows, oxen draws, and a full midway.
★ FeaturedDurham Fair
Connecticut’s largest agricultural fair — livestock, giant vegetables, midway, and concerts.
Wooster Square Cherry Blossom Festival
A spring bloom celebration in New Haven’s Wooster Square — food, music, and cherry trees.
North Stonington Agricultural Fair
An early-July Mystic Country fair — livestock, 4-H, oxen draws, and a midway.
Willimantic Christmas in July Vendor Fair
Willimantic Christmas in July Vendor Fair will be held on July 11, 2026.
Lebanon Country Fair
A summer farm-town fair — livestock, truck pulls, and a community midway.
Wolcott Country Fair
An early-August Lions fair — animals, a midway, crafts, and live music for charity.
5(1)Madison Summer Craft Fair
Madison Summer Craft Fair will be held on August 8, 2026.
Willimantic Back to School Vendor Fair
Willimantic Back to School Vendor Fair will be held on August 8, 2026.
4.6(144)Bridgewater Country Fair
A volunteer-run Litchfield Hills fair benefiting the fire department — midway and demo derby.
Hamburg Fair
A Grange-run August fair in Lyme — agricultural exhibits, draws, and a midway.
Willimantic Spooktober Vendor Fair
Willimantic Spooktober Vendor Fair will be held on August 24, 2026.
Chester Fair
A River Valley late-summer fair — 4-H shows, a famous pie contest, and tractor pulls.
4.5(54)Terryville Lions Country Fair
A late-August Lions country fair — oxen draws, demolition derby, and a midway.
Woodstock Fair
A big Labor Day Quiet Corner fair — livestock, demo derby, midway, and live entertainment.
4.6(290)Haddam Neck Fair
A Labor Day River Valley fair — livestock, oxen draws, a midway, and live entertainment.
4.3(9)Bethel Holiday Weekend Craft Festival
Bethel Holiday Weekend Craft Festival will be held on September 5th, 2026.
4.5(684)Hebron Harvest Fair
A four-day harvest fair with a big midway, tractor pulls, and demolition derby.
North Haven Fair
A south-central CT fair with livestock barns, antique engines, rides, and a big food court.
Wapping Fair
A South Windsor community fair — 4-H exhibits, a carnival, a car show, and live music.
Bethlehem Fair
A three-day Litchfield Hills harvest fair — livestock, antique tractors, and a midway.
4.5(13)Willimantic Fall Vendor Fair
Willimantic Fall Vendor Fair will be held on September 12, 2026.
4.4(249)Thomaston Clocktown Fair
Thomaston Clocktown Fair will be held on September 13, 2026.
Berlin Fair
A large central-CT Lions fair — 4-H exhibits, draws, a midway, and live music.
Four Town Fair
A historic four-town fair in Somers — livestock, demo derby, and grandstand shows.
4.5(306)Guilford Fair
A historic shoreline fair since 1859 — livestock, oxen draws, home arts, and a midway.
Orange Country Fair
A two-day shoreline-area country fair — antique engines, oxen pulls, and a country kitchen.
Bristol Mum Festival
A fall celebration of Bristol’s “Mum City” heritage — a big parade, carnival, and craft fair.
5(1)Harwinton Fair
An early-October Litchfield Hills fair — woodsmen shows, antique tractors, and a midway.
Portland Agricultural Fair
A River Valley October fair — livestock, tractor pulls, and farm competitions.
4.2(51)Southington Apple Harvest Festival
A two-weekend town-green festival — apple fritters, a carnival, a parade, and fireworks.
4.3(440)Berlin Craft Fair
Berlin Craft Fair will be held on October 3, 2026.
Riverton Fair
The season-ending October country fair — oxen draws, woodsmen events, and home cooking.
4.6(698)Wethersfield Craft Fair
Wethersfield Craft Fair will be held on October 10, 2026.
Glastonbury Apple Harvest & Music Festival
A riverside fall festival — apple treats, a carnival, craft vendors, and live music.
5(1)Newtown Fall Arts and Craft Fair
Newtown Fall Arts and Craft Fair will be held on October 17, 2026.
3.8(949)Norwich Holiday Marketplace
Norwich Holiday Marketplace will be held on November 7, 2026.
5(3)The Christmas Craft Fair
The Christmas Craft Fair will be held on November 7, 2026.
North Haven Holiday Welcome Craft Festival
North Haven Holiday Welcome Craft Festival will be held on November 15th, 2026.
Rockville Holiday Craft Fair
Rockville Holiday Craft Fair will be held on November 15, 2026.
4.7(156)The Christmas Wishes Holiday Market
The Christmas Wishes Holiday Market will be held on November 21-22, 2026.
Frostys Christmas Craft Festival
Frostys Christmas Craft Festival will be held on November 22, 2026.
Gaylordsville Christmas and Holiday Show
Gaylordsville Christmas and Holiday Show will be held on November 27-29, 2026.
Northford Holiday Artisan Market
Northford Holiday Artisan Market will be held on November 29, 2026.
Southington Holiday Craft Fair
Southington Holiday Craft Fair will be held on November 29, 2026.
Christmas Town Festival
Bethlehem’s holiday kickoff — the famous Christmas Town postmark, craft vendors, and a tree lighting.
The 2nd Weekend Christmas and Holiday Show
The 2nd Weekend Christmas and Holiday Show will be held on December 4-6, 2026.
4.8(10)Oakville Christmas Craft Bazaar
Oakville Christmas Craft Bazaar will be held on December 5, 2026.
Shelton Holiday Craft Festival
Shelton Holiday Craft Festival will be held on December 5th, 2026.
4.1(149)Woodbury Christmas Craft Fair and Boutique
Woodbury Christmas Craft Fair and Boutique will be held on December 5, 2026.
4.1(1184)New London Holiday Shop by the Sea
New London Holiday Shop by the Sea will be held on December 13th, 2026.
Southington Craft Fair
Southington Craft Fair will be held on March 21, 2027.