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Connecticut Festivals, Family & Kids Festivals, Craft Shows, Art Shows 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 327 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, Durham Agricultural Fair and Greater Hartford Festival of Jazz. 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

September 11 - 13, 2026

seaport.org

(203) 838-9444
Veterans Memorial Park - Norwalk, CT

Three days of fun, food, and dazzling free entertainment on multiple stages, plus a myriad of special events for families and friends, from nine to ninety marks just some of the activities planned for the 2026 Norwalk Oyster Festival hosted by the Norwalk Seaport Association at the 35-acre Veteran's Memorial Park in Norwalk. Year 2025 attendance reflects a 2 day event.

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!

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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316 Connecticut Events | New Search

Fairs & Festivals in Connecticut 2026–2027

Willimantic Third Thursday Street Fest - September
September 2026 (dates not updated)

Willimantic Third Thursday Street Fest - September

Historic Downtown on Main Street, Willimantic, CT

Status: Updated 3/14/2025

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.
September 19, 2026

Outdoor Harvest Craft Festival & Car Show

St Martha's Church grounds, Enfield, CT

Status: Updated 2/27/2026

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.
Arts & Crafts on Bedford - September
September 2026 (dates not updated)

Arts & Crafts on Bedford - September

Downtown, Stamford, CT

Status: Updated 6/10/2025

This Connecticut Craft Show will have antique/collectibles, crafts, fine art and fine craft exhibitors, and closed food booths. This event will also include: imagination station--area for kids including arts & crafts, face painting and petting zoo.
Connecticut Storytelling Festival
September 2026 (dates not updated)

Connecticut Storytelling Festival

Connecticut College, New London, CT

Status: Updated 1/29/2025

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. This event will also include: workshops, story concerts.
September 20, 2026

Milford Regional Lobster Roll Festival

Walnut Beach, Milford, CT

Status: Updated 5/12/2026

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.
Guilford Fair
September 2026 (dates not updated)

Guilford Fair

Guilford Fairgrounds, Guilford, CT

Status: Updated 8/19/2025

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.
Simsbury Arts and Crafts Festival
September 2026 (dates not updated)

Simsbury Arts and Crafts Festival

Simsbury Meadows Performing Art Center, Simsbury, CT

Status: Updated 8/12/2025

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.
Burlington Tavern Day Makers Market
September 2026 (dates not updated)

Burlington Tavern Day Makers Market

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

Status: Updated 6/10/2025

This Connecticut Craft Show will have crafts, fine craft and homegrown products exhibitors, and no food booths. Admission tickets are $2. This event will also include: music, food, local beer and cider, car show, fun zone, disk golf, business expo.
Seymour Pumpkin Festival
September 2026 (dates not updated)

Seymour Pumpkin Festival

French Memorial Park, Seymour, CT

Status: Updated 8/31/2025

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.
September 25 - 26, 2026

Devon Rotary Oktoberfest

Rotary Pavillion, Fowler Field, Milford, CT

Status: Updated 5/12/2026

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.
September 26, 2026

Sixth New Milford Apple Festival

Town Green, New Milford, CT

Status: Updated 12/9/2025

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.
Bristol Farmer's Market - September
September 2026 (dates not updated)

Bristol Farmer's Market - September

10 Main Street Parking Lot, Bristol, CT

Status: Updated 6/2/2025

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 .
September 24 - 27, 2026

Durham Agricultural Fair

Fairgrounds, Durham, CT

Status: Updated 4/30/2026

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.
Chalk Walk/Waterfall Festival
September 2026 (dates not updated)

Chalk Walk/Waterfall Festival

Market Square downtown, Newington, CT

Status: Updated 5/9/2025

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. This event will also include children's activities.
Redding Artisan Fair
September 2026 (dates not updated)

Redding Artisan Fair

Redding Center, Redding, CT

Status: Updated 9/11/2025

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.
Apple Festival
September 2026 (dates not updated)

Apple Festival

South Britain Congregational Church, Southbury, CT

Status: Updated 9/11/2025

This Connecticut Festival will have commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. This event will also include: pies, mums, apple tasting and sales, kids' activities, photo shoot area.
Village of Devon Farmers Market - September
September 2026 (dates not updated)

Village of Devon Farmers Market - September

Farmer's Market, Milford, CT

Status: Updated 7/25/2025

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 .
Bristol Mum Festival
September 2026 (dates not updated)

Bristol Mum Festival

Memorial Boulevard, Bristol, CT

Status: Updated 9/4/2025

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.
West Haven Apple Festival
September 2026 (dates not updated)

West Haven Apple Festival

Church grounds, West Haven, CT

Status: Updated 9/4/2025

This Connecticut Festival will have crafts and fine craft exhibitors, and tba food booths.
Newtown Arts Festival
September 2026 (dates not updated)

Newtown Arts Festival

Fairfield Hills, Newtown, CT

Status: Updated 8/19/2025

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 $5 - $25. This event will also include: dance performances, make and take activities, beer and wine garden.
Waveny Park Arts Fest
September 2026 (dates not updated)

Waveny Park Arts Fest

Waveny Park, New Canaan, CT

Status: Updated 8/2/2025

This Connecticut Festival will have fine art and fine craft exhibitors, and 4 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sun 10am-4pm.
Festival on the Green Craft Show
September 2026 (dates not updated)

Festival on the Green Craft Show

Colchester Town Green, Colchester, CT

Status: Updated 9/16/2025

This Connecticut Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and tba food booths.
Waveny Park Arts Festival
September 2026 (dates not updated)

Waveny Park Arts Festival

Waveny Park, New Canaan, CT

Status: Updated 8/12/2025

This Connecticut Festival will have fine art and fine craft exhibitors, and 5 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sun 10am-4pm.
October 3, 2026

10th Annual NICE Festival

Oyster Shell Park, Norwalk, CT

Status: Updated 4/14/2026

This Connecticut Festival will have antique/collectibles, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 20 food booths. There will be 2 stages with International, National, Regional and Local talent and the hours will be Sat 12pm-8pm. This event will also include child of the world - children & family interactive games and education.