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Connecticut Festivals, Holiday Celebrations, Craft Shows, Vendor Events 2025–2026.

Connecticut spans just 110 miles from east to west and 70 from north to south. But the compact Constitution State has everything you need to unplug - and recharge! With 354 festivals celebrating culture, the arts, beer, blues and barbecue, Shakespeare, strawberries, sailing and everything in between, there's something for everyone! These three events are just the beginning: Sailfest, Riverfest Food Truck Festival and Durham Agricultural Fair. Scroll below to view the variety of culture, art, music and entertainment found at Connecticut Festivals, Art Shows, Music Festivals and Craft Shows.

Featured Events

November 24, 2024

(203) 233-3167
Aqua Turf Club - Southington, CT

Christmas Festival. We are seeking crafters and vendors who make and sell their own products. Each Booth will be 8x7 and vendors may purchase more than one space. Festivals at this venue normally attract over 3000 customers. This event will be heavily advertised in area newspapers.

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Fairs & Festivals in Connecticut 2025–2026

The Twenty-Sixth Connecticut Renaissance Faire
August - October 2025 (dates not updated)

The Twenty-Sixth Connecticut Renaissance Faire

Lebanon Lions Fairgrounds, Lebanon, CT

Status: Updated 1/12/2024

This Connecticut Renaissance-Medieval-Pirate Fair will have crafts, fine art and fine craft exhibitors, and 10 food booths. There will be 11 stages with International, National, Regional and Local talent and the hours will be Sat 10:30am-6pm, Sun 10:30am-6pm, Mon 10:30am-6pm, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10:30am-6pm, Sun 10:30am-6pm, Mon closed, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10:30am-6pm, Sun 10:30am-6pm, Mon closed, Tue closed, Wed closed, Thu closed, Fri 10:30am-6pm, Sat 10:30am-6pm, Sun 10:30am-6pm, Mon closed, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10:30am-6pm, Sun 10:30am-6pm, Mon 10:30am-6pm. Admission tickets are $10 - $15. This event will also include: parades, jousting, armored combat, magic, comedy, kids area.
Columbus Weekend Arts & Fine Crafts Show
October 2025 (dates not updated)

Columbus Weekend Arts & Fine Crafts Show

Merwinsville Hotel Restoration, Inc., New Milford, CT

Status: Updated 8/13/2024

This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. Admission tickets are $2 - $30.
Buells' Orchard Harvest Festival
October 2025 (dates not updated)

Buells' Orchard Harvest Festival

Buell's Orchard, Eastford, CT

Status: Updated 5/14/2024

This Connecticut Festival will have no exhibit booths and no food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-4pm, Sun 1pm-4pm, Mon 10am-4pm. This event will also include hayrides.
Roseland Cottage Fine Arts & Crafts Festival
October 2025 (dates not updated)

Roseland Cottage Fine Arts & Crafts Festival

Roseland Cottage, Woodstock, CT

Status: Updated 8/11/2024

This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and Tbd food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-4pm. Admission tickets are $5.
Fairfield Harvest Market
October 2025 (dates not updated)

Fairfield Harvest Market

Old Town Hall Green, Fairfield, CT

Status: Updated 4/11/2024

This Connecticut Holiday Celebration will have antique/collectibles, commercial/retail, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and 8 food booths.
The Blessing Pantry Fall Fair
October 2025 (dates not updated)

The Blessing Pantry Fall Fair

Seymour, Seymour, CT

Status: Updated 6/24/2024

This Connecticut Craft Show will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and no food booths.
Scarecrow Festival
October 2025 (dates not updated)

Scarecrow Festival

Zion Lutheran Church, Wallingford, CT

Status: Updated 9/5/2024

This Connecticut Festival will have antique/collectibles, commercial/retail, crafts, flea market and homegrown products exhibitors, and tba food booths. There will be Roving Performers with Local talent and the hours will be Sat 10am-3pm. This event will also include: fun and games for the kids, bounce house, face painting, hay ride.
Smoke in the Valley
October 2025 (dates not updated)

Smoke in the Valley

Bad Sons Beer Co., Derby, CT

Status: Updated 8/21/2024

This Connecticut Wine-Beer Event will have no exhibit booths and tba food booths. There will be 2 stages with International, National, Regional and Local talent and the hours will be Sat 1pm-4:30pm. Admission tickets are $22 - $50.
Newtown United Methodist Church Fall Arts & Craft Fair
October 2025 (dates not updated)

Newtown United Methodist Church Fall Arts & Craft Fair

Reed Intermediate School, Newtown, CT

Status: Updated 8/15/2024

This Connecticut Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths.
Glastonbury Apple Harvest & Music Festival
October 2025 (dates not updated)

Glastonbury Apple Harvest & Music Festival

Riverfront Park, Glastonbury, CT

Status: Updated 2/13/2024

This Connecticut Festival will have antique/collectibles, commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and 25 food booths. There will be 3 stages with International, National, Regional and Local talent and the hours will be Fri 5pm-10pm, Sat 10am-10pm, Sun 11am-5pm. Admission tickets are $3 - $5. This event will also include: 5k road race, apple harvest pub, amusement rides, kids zone.
Milford Artisan Market - October
October 2025 (dates not updated)

Milford Artisan Market - October

Milford Green, Milford, CT

Status: Updated 8/13/2024

This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and 4 food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat 10am-4pm, Sun 10am-4pm.
Stonington Halloween Vendor Fair
October 2025 (dates not updated)

Stonington Halloween Vendor Fair

The Velvet Mill, Stonington, CT

Status: Updated 7/27/2024

This Connecticut Craft Show will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft and homegrown products exhibitors, and no food booths.
Milford Artisan Market
October 2025 (dates not updated)

Milford Artisan Market

Milford Green, Milford, CT

Status: Updated 5/22/2024

This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and 5 food booths. There will be 2 stages with Local talent and the hours will be Sat 10am-4pm, Sun 10am-4pm. This event will also include: martial arts demonstrations, artisan demonstrations.
Bethany Lions Flea Market
May - October 2025 (dates not updated)

Bethany Lions Flea Market

Bethany Airport, Bethany, CT

Status: Updated 4/3/2024

This Connecticut Flea Market will have flea market exhibitors and no food booths.
Stamford Downtown Farmers Market
June - October 2025 (dates not updated)

Stamford Downtown Farmers Market

Veterans Memorial Park, Stamford, CT

Status: Updated 6/19/2024

This Connecticut Farmers Market will have homegrown products exhibitors and 8 food booths.
Hall-O-Weekend
October 2025 (dates not updated)

Hall-O-Weekend

Milford Green/Downtown Milford, Milford, CT

Status: Updated 9/13/2024

This Connecticut Family & Kids Festival will have commercial/retail, corp./information, crafts and homegrown products exhibitors, and local food booths.
Holiday Craft Fair
October 2025 (dates not updated)

Holiday Craft Fair

Saint Thomas Parish Gym, Fairfield, CT

Status: Updated 10/7/2024

This Connecticut Holiday Celebration will have antique/collectibles, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and no food booths. This event will also include raffles.
Seventeenth Pre-Holiday Fundraising Craft & Tag Sale
October 2025 (dates not updated)

Seventeenth Pre-Holiday Fundraising Craft & Tag Sale

St. Thomas Aquinas Parish Center (GYM), Fairfield, CT

Status: Updated 9/4/2024

This Connecticut Festival will have antique/collectibles, corp./information, crafts, film, fine craft and homegrown products exhibitors, and no food booths. This event will also include raffles.
Village of Devon Farmers Market - October
October 2025 (dates not updated)

Village of Devon Farmers Market - October

Farmer's Market, Milford, CT

Status: Updated 7/2/2024

This Connecticut Farmers Market will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. There will be 1 stage with Local talent and the hours will be .
Faber Birren National Color Show
September - October 2025 (dates not updated)

Faber Birren National Color Show

Stamford Art Association, Stamford, CT

Status: Updated 9/11/2024

This Connecticut Gallery-Exhibition Event will have fine art exhibitors and no food booths.
Holiday Expo at Guilford Art Center
November 2025 (dates not updated)

Holiday Expo at Guilford Art Center

Guilford Art Center, Guilford, CT

Status: Updated 9/10/2024

This Connecticut Gallery-Exhibition Event will have crafts, fine art and fine craft exhibitors, and no food booths.
Bristol Farmer's Market - October/November
October - November 2025 (dates not updated)

Bristol Farmer's Market - October/November

10 Main Street Parking Lot, Bristol, CT

Status: Updated 4/9/2024

This Connecticut Farmers Market will have homegrown products exhibitors and 10 food booths. There will be 1 stage with National, Regional and Local talent and the hours will be .
Carosel Museum Gala
November 2025 (dates not updated)

Carosel Museum Gala

The New England Carousel Museum, Bristol, CT

Status: Updated 10/7/2024

This Connecticut Specialty-Theme Event will have no exhibit booths and no food booths. There will be 1 stage with Local talent and the hours will be Sat 7pm-11pm. Admission tickets are $100.
Fall Into the Holidays Fair
November 2025 (dates not updated)

Fall Into the Holidays Fair

Assumption Church Hall, Ansonia, CT

Status: Updated 10/22/2024

This Connecticut Festival will have crafts exhibitors and no food booths.

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