Connecticut Music Fairs & Festivals
58 music events across Connecticut for 2026.
★ Featured4.2(196)Milford Oyster Festival
A massive single-day shoreline food festival — fresh oysters, live music, and a car show.
Celebrate! West Hartford Arts & Crafts
A West Hartford arts-and-crafts festival — juried makers, food trucks, and a carnival.
International Festival of Arts & Ideas
A two-week New Haven arts festival — music, theater, dance, and free Green performances.
4.5(337)Connecticut Strawberry Festival
Connecticut Strawberry Festival will be held on June 13-14, 2026.
South Windsor Strawberry Fest
South Windsor Strawberry Fest will be held on June 13, 2026.
Windsor Strawberry Fest
Windsor Strawberry Fest will be held on June 13-14, 2026.
Little Poland Festival
A spring Polish-heritage street festival in New Britain — food, folk dancing, and live music.
4.7(43)Monroe Strawberry Festival
Monroe Strawberry Festival will be held on June 20-21, 2026.
Barnum Festival
A Bridgeport summer celebration of P.T. Barnum — parade, harbor fireworks, and concerts.
Round Hill Highland Games
A Scottish Highland games — caber toss, pipe bands, Highland dancing, and clan tents.
4.5(531)Connecticut Bacon Festival
Connecticut Bacon Festival will be held on June 27-28, 2026.
Downtown Sounds 2026
Event will be held on June 27, 2026.
Sailfest
A huge New London waterfront festival — fireworks, tall ships, rides, and live music.
Hartbeats And Eats Riverfront Music And Food Truck Festival
The Hartbeats and Eats/Riverfront Music and Food Truck Festival will be held on July 16-18, 2026.
4.2(13)Greater Hartford Festival of Jazz
Three free days of live jazz in Hartford’s Bushnell Park beneath the Capitol.
Deep River Ancient Muster
The world’s largest fife-and-drum muster — colonial corps, a tattoo, and a parade.
SoNo Arts Festival
A South Norwalk arts festival — juried art, performances, and a kinetic sculpture race.
3.9(11)Taste of the Caribbean and Jerk Festival
Taste of the Caribbean and Jerk Festival will be held on August 1, 2026.
4.5(2)Podunk Bluegrass Festival
Podunk Bluegrass Festival will be held on August 5-9, 2026.
4.6(370)Riverfront Dragon Boat and Asian Festival
Riverfront Dragon Boat and Asian Festival will be held on August 15, 2026.
5(2)The Old Home Day
The Old Home Day will be held on August 15, 2026.
4.4(314)Windsor Sunflower Festival
Windsor Sunflower Festival will be held on August 16th, 2026.
5(1)Connecticut Pickle Fest
Connecticut Pickle Fest will be held on August 21-23, 2026.
Shoreline Wine Festival
A late-summer Connecticut wine festival in Clinton — local wineries, food trucks, and music.
Southbury Arts And Eats
Event will be held on August 22, 2026.
4.6(468)Bristol End of Summer Festival
Bristol End of Summer Festival will be held on August 29, 2026.
Norwalk Oyster Festival
A three-day harborfront festival — oysters, tall ships, 100+ artisans, and live music.
4.5(10)Norwalk Seaport Oyster Festival
Norwalk Seaport Oyster Festival will be held on September 11-13, 2026.
4.8(101)Killingworth Artisan Market
Killingworth Artisan Market will be held on September 12, 2026.
4.3(6)Newtown Fall Festival
Newtown Fall Festival will be held on September 12, 2026.
The Apple Festival
The Apple Festival will be held on September 12-13, 2026.
The Suffield on the Green Crafts Show
The Suffield on the Green Crafts Show will be held on September 12-13, 2026.
Milford Irish Festival
A shoreline Irish-heritage festival — Celtic music, step dancing, and Irish food.
5(5)Middlefield Transcend Fest
Middlefield Transcend Fest will be held on September 18-20, 2026.
4.5(59)The Food Trucks on the River
The Food Trucks on the River will be held on September 18-19, 2026.
Niantic Bay Oyster Festival
A one-day shoreline shellfish festival in Niantic — raw bars, beer, and live music.
4.5(17)Bethel Bark in the Park
Bethel Bark in the Park will be held on September 19, 2026.
4.9(21)Bristol German Fest
Bristol German Fest will be held on September 19, 2026.
Browns Fall Festival
Brown’s Fall Festival will be held on September 19-20, 2026.
4.6(365)Simsbury Arts and Crafts Festival
Simsbury Arts and Crafts Festival will be held on September 19-20, 2026.
4(137)Windsor Harvest Fall Festival
Windsor Harvest Fall Festival will be held on September 26-27, 2026.
Trumbull Arts Festival
Trumbull Arts Festival will be held on September 27th, 2026.
4.2(51)Southington Apple Harvest Festival
A two-weekend town-green festival — apple fritters, a carnival, a parade, and fireworks.
Madison Pride Fest
Madison Pride Fest will be held on October 3, 2026.
Windsor Fall Festival
Windsor Fall Festival will be held on October 3-4, 2026.
The Head of the Riverfront Regatta
The Head of the Riverfront Regatta will be held on October 4, 2026.
4.5(14)Downtown Southington Apple Harvest Festival
Downtown Southington Apple Harvest Festival will be held on October 9-11, 2026.
Browns Harvest Fall Festival
Brown’s Harvest Fall Festival will be held on October 10-11, 2026.
4.8(38)Gaylordsville Columbus Day Arts and Fine Crafts Show
Gaylordsville Columbus Day Arts and Fine Crafts Show will be held on October 10-12, 2026.
4.4(170)Danbury Pets in the Park
Danbury Pets in the Park will be held on October 11, 2026.
Glastonbury Apple Harvest & Music Festival
A riverside fall festival — apple treats, a carnival, craft vendors, and live music.
Gaylordsville Columbus Day Weekend Arts and Fine Crafts Show
Gaylordsville Columbus Day Weekend Arts and Fine Crafts Show will be held on October 16-18, 2026.
Browns Fall Outdoor Festival
Brown’s Fall Outdoor Festival will be held on October 17-18, 2026.
4(4)Connecticut Food Truck and Wine Festival
Connecticut Food Truck and Wine Festival will be held on October 17-18, 2026.
Milford Fall Artisan Market
Milford Fall Artisan Market will be held on October 17-18, 2026.
4.1(109)Windsor Fall Outdoor Festival
Windsor Fall Outdoor Festival will be held on October 24-25, 2026.
Browns Fall Festival 1
Brown’s Fall Festival will be held on October 31 - November 1, 2026.
4.6(41)Newington Schlachtfest
Newington Schlachtfest will be held on November 7, 2026.