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  1. Events
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Connecticut Festivals, Craft Shows, Holiday Celebrations, Vendor Events 2026–2027.

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 316 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: Durham Agricultural Fair, Greater Hartford Festival of Jazz and Juried Artisan & Craft Show at Hebron Harvest 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
Holiday Craft Fair

November 14, 2026

(860) 508-0735
Cromwell High School - Cromwell, CT

The CCCWC Annual Holiday Craft Fair is a successful event that has been supported for over 50 years. The Annual Holiday Craft Fair provides a great opportunity for crafters and artists to showcase their original handcrafted work. We take a special interest in ensuring a profitable and worthwhile day for our crafters. Come and join in the fun!

Frosty's Christmas Festival

November 22, 2026

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

Frosty's Christmas Craft Festival is currently sold out but still accepting applications from crafters and vendors who make and sell their own products for our waiting list. Each Booth will be 8 x 7 and vendors may purchase more than one space. Festivals at this venue normally attract over 3000 shoppers. This event will be heavily advertised in area newspapers, radio and tv ads, street signs and on social media.

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308 Connecticut Events | New Search

Fairs & Festivals in Connecticut 2026–2027

On the Green Fine Art and Craft Show
September 2027 (dates not updated)

On the Green Fine Art and Craft Show

Hubbard Green, Glastonbury, CT

Status: Updated 8/19/2026

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This Connecticut Art Show will have fine art and fine craft exhibitors, and 6 food booths. Admission tickets are $5.
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Apple Festival
September 2027 (dates not updated)

Apple Festival

on the Monroe Green, Monroe, CT

Status: Updated 8/19/2026

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This Connecticut Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and 1 food booth. This event will also include: local music, raffle, food tent, mum sale.
4.40/5
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Dinner on the Farm
September 2027 (dates not updated)

Dinner on the Farm

Massaro Community Farm, Woodbridge, CT

Status: Updated 1/13/2026

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This Connecticut Specialty-Theme Event will have homegrown products exhibitors and no food booths. There will be Roving Performers with Local talent and the hours will be Sun 4pm-9pm. Admission tickets are $180.
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Willimantic Third Thursday Street Fest - September
September 2027 (dates not updated)

Willimantic Third Thursday Street Fest - September

Historic Downtown on Main Street, Willimantic, CT

Status: Updated 9/2/2026

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This Connecticut Craft Show will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 20 food booths. There will be 6 stages with Regional and Local talent and the hours will be Thu 6pm-9pm. This event will also include: vendors, children's area.
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Cheshire Fall Festival
September 2027 (dates not updated)

Cheshire Fall Festival

Bartlem Park, Cheshire, CT

Status: Updated 8/25/2026

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This Connecticut Festival will have antique/collectibles, commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and 10 food booths. There will be 2 stages with Regional and Local talent and the hours will be Fri 5pm-9pm; Sat 10am-9pm.
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Outdoor Harvest Craft Festival & Car Show
September 2027 (dates not updated)

Outdoor Harvest Craft Festival & Car Show

St Martha's Church grounds, Enfield, CT

Status: Updated 2/27/2026

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. This event will also include: food trucks, 50/50 raffle, silent autction, teacup raffle 70 unique and talented crafters.
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Connecticut Storytelling Festival
September 2027 (dates not updated)

Connecticut Storytelling Festival

Connecticut College, New London, CT

Status: Updated 9/12/2026

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This Connecticut Storytelling Festival will have antique/collectibles, commercial/retail, crafts, fine art and fine craft exhibitors, and no food booths. There will be 5 stages with International, National, Regional and Local talent and the hours will be Sat 9am-9pm. Admission tickets are $10 - $45.
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Guilford Fair
September 2027 (dates not updated)

Guilford Fair

Guilford Fairgrounds, Guilford, CT

Status: Updated 7/27/2026

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This Connecticut State Fair will have crafts and homegrown products exhibitors, and 27 food booths. There will be 2 stages with National, Regional and Local talent and the hours will be Fri 4pm-11pm; Sat 9am-11pm; Sun 9am-7pm. Admission tickets are $10 - $15. This event will also include: zoo, zoo show, midway rides and games, tractor pull, parade sat 10am guilford green.
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Newtown Arts Festival
September 2027 (dates not updated)

Newtown Arts Festival

Fairfield Hills, Newtown, CT

Status: Updated 9/6/2026

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This Connecticut Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and 10 food booths. There will be 2 stages with Regional and Local talent and the hours will be Fri 7pm-10pm; Sat-Sun 11am-5pm. Admission tickets are $6 - $25.
4.29/5
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Simsbury Arts and Crafts Festival
September 2027 (dates not updated)

Simsbury Arts and Crafts Festival

Simsbury Meadows Performing Art Center, Simsbury, CT

Status: Updated 9/15/2026

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and 10 food booths. There will be 1 stage with National, Regional and Local talent and the hours will be Sat-Sun 10am-4pm.
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Burlington Tavern Day Makers Market
September 2027 (dates not updated)

Burlington Tavern Day Makers Market

Burlington Town Green through field across post office, Burlington, CT

Status: Updated 9/6/2026

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This Connecticut Craft Show will have crafts, fine craft and homegrown products exhibitors, and no food booths. Admission tickets are $2.
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Seymour Pumpkin Festival
September 2027 (dates not updated)

Seymour Pumpkin Festival

French Memorial Park, Seymour, CT

Status: Updated 7/28/2026

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This Connecticut Festival will have crafts, fine art and fine craft exhibitors, and 23 food booths. There will be 1 stage with Local talent and the hours will be Sun 10am-5pm.
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Milford Regional Lobster Roll Festival
September 2027 (dates not updated)

Milford Regional Lobster Roll Festival

Walnut Beach, Milford, CT

Status: Updated 5/12/2026

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This Connecticut Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft and homegrown products exhibitors, and 3 food booths. There will be 2 stages with Regional talent and the hours will be Sun 11am-7pm.
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Town of Cromwell Farmers Market - September
September 2027 (dates not updated)

Town of Cromwell Farmers Market - September

Riverport Park at Frisbee Landing, Cromwell, CT

Status: Updated 8/25/2026

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This Connecticut Farmers Market will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and 2 food booths. There will be 1 stage with Local talent and the hours will be . This event will also include: games, contests.
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Bristol Farmer's Market - September
September 2027 (dates not updated)

Bristol Farmer's Market - September

parking lot of Express Kitchens Factory Outlet, Bristol, CT

Status: Updated 6/2/2025

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This Connecticut Farmers Market will have homegrown products exhibitors and no food booths. There will be 1 stage with National, Regional and Local talent and the hours will be .
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Devon Rotary Oktoberfest
September 2027 (dates not updated)

Devon Rotary Oktoberfest

Rotary Pavillion, Fowler Field, Milford, CT

Status: Updated 5/12/2026

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This Connecticut World Music Festival will have no exhibit booths and 7 food booths. There will be 1 stage with International talent and the hours will be Fri 5pm-10pm; Sat 3pm-9pm. Admission tickets are $10. This event will also include: contests - costume, brat eating, stein holding.
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CT Folk Fest & Green Expo
September 2027 (dates not updated)

CT Folk Fest & Green Expo

Edgerton Park, New Haven, CT

Status: Updated 8/18/2026

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This Connecticut Music Festival will have crafts, fine art, fine craft, flea market and homegrown products exhibitors, and tba food booths. There will be 2 stages with National talent and the hours will be Sat 11am-8pm. Admission tickets are $25. This event will also include green expo.
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Waterfall Festival
September 2027 (dates not updated)

Waterfall Festival

Market Square downtown, Newington, CT

Status: Updated 8/22/2026

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This Connecticut Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 5 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-3pm.
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Redding Artisan Fair
September 2027 (dates not updated)

Redding Artisan Fair

Redding Center, Redding, CT

Status: Updated 8/22/2026

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This Connecticut Craft Show will have fine art and fine craft exhibitors, and local food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-4:30pm.
4.14/5
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Sixth New Milford Apple Festival
September 2027 (dates not updated)

Sixth New Milford Apple Festival

Town Green, New Milford, CT

Status: Updated 12/9/2025

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This Connecticut Festival will have antique/collectibles, commercial/retail, crafts, fine craft, flea market and homegrown products exhibitors, and 5 food booths. This event will also include: kid's amusements, entertainment, bake off, contests.
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Apple Festival
September 2027 (dates not updated)

Apple Festival

South Britain Congregational Church, Southbury, CT

Status: Updated 8/23/2026

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This Connecticut Festival will have commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and no food booths.
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Village of Devon Farmers Market - September
September 2027 (dates not updated)

Village of Devon Farmers Market - September

Farmer's Market, Milford, CT

Status: Updated 7/2/2026

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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 .
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Durham Agricultural Fair
September 2027 (dates not updated)

Durham Agricultural Fair

Fairgrounds, Durham, CT

Status: Updated 4/30/2026

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This Connecticut State Fair will have commercial/retail, corp./information, crafts, film, fine art, fine craft and homegrown products exhibitors, and 100 food booths. There will be 4 stages with International, National, Regional and Local talent and the hours will be . Admission tickets are $1 - $13. This event will also include: kids' areas, demonstrations.
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Bristol Mum Festival
September 2027 (dates not updated)

Bristol Mum Festival

Memorial Boulevard, Bristol, CT

Status: Updated 7/28/2026

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This Connecticut Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and 12 food booths. There will be 1 stage with Regional and Local talent and the hours will be Fri 5pm-9pm; Sat 12pm-9pm; Sun 12pm-6pm.
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Connecticut Craft Shows - Connecticut Music Festivals - Connecticut Art Shows - More Shows
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