Connecticut Fairs, Festivals & Art Shows
Music Festivals 2026–2027
Cities / Towns
Ansonia Bethel Bethlehem Branford Bridgewater Bristol Brooklyn Canaan Colebrook Cromwell Durham Eastford Fairfield Farmington Glastonbury Goshen Guilford Haddam Neck Hartford Hebron Lebanon Milford North Haven Norwalk Norwich Oxford Seymour Southbury Stonington Suffield Terryville Waterbury Wethersfield Wolcott Woodbridge Woodstock

Music Festivals 2026–2027

Connecticut Cities and Towns

Ansonia, Bethel, Bethlehem, Branford, Bridgewater, Bristol, Brooklyn, Canaan, Colebrook, Cromwell, Durham, Eastford, Fairfield, Farmington, Glastonbury, Goshen, Guilford, Haddam Neck, Hartford, Hebron, Lebanon, Milford, North Haven, Norwalk, Norwich, Oxford, Seymour, Southbury, Stonington, Suffield, Terryville, Waterbury, Wethersfield, Wolcott, Woodbridge, Woodstock

Attend Your Favorite Music Festivals in Canaan, CT

 
Old Railroad Days
August 6 - 9, 2026

Old Railroad Days

Canaan Union Station, Canaan, CT

Status: Updated 5/15/2026

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A Festival organized by North Canaan Events Committee.
This Connecticut Festival will have antique/collectibles, commercial/retail, corp./information, crafts and homegrown products exhibitors, and 2 food booths. There will be 1 stage with Local talent and the hours will be Sat-Sun, Thu 10am-7pm; Fri 10am-9pm.
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Pumpkin Fest
October 18, 2026

Pumpkin Fest

Bunny McGuire Park, Canaan, CT

Status: Updated 4/29/2026

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A Vendor Event organized by North Canaan Events Committee.
This Connecticut Vendor Event will have antique/collectibles, commercial/retail, crafts, film, fine art, fine craft and homegrown products exhibitors, and 5 food booths. There will be 1 stage with Local talent and the hours will be Sun 10am-3pm. This event will also include kids' activities.
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