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  1. Events
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Connecticut Festivals, Holiday Celebrations, Craft Shows, Family & Kids Festivals 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 330 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
Whiskers in Wonderland

December 7, 2025

(860) 287-3504
Gales Ferry Volunteer Firehouse - Gales Ferry, CT

We are thrilled to invite you to our 12th annual Whiskers in Wonderland!! We encourage you to come shop with local crafts persons who will be bringing some of their best just for you. For the kids, we have a special table where they can make a magical reindeer food! We will have some great raffles so be sure to get your tickets! And don't forget the star of the show...Santa! Bring the family, kids, pets, and your smiles and get your photos taken with Santa! So please come enjoy some holiday fun and be a part of doing something good for our community. Proceeds will go to the medical fund for the pets at the Ledyard Animal Control.

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329 Connecticut Events | New Search

Fairs & Festivals in Connecticut 2026–2027

Connecticut Food Truck & Wine Festival
October 2026 (dates not updated)

Connecticut Food Truck & Wine Festival

Priam Vineyards, Colchester, CT

Status: Updated 3/16/2025

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This Connecticut Food Festival will have crafts, fine craft and homegrown products exhibitors, and 20 food booths. There will be 1 stage with Local talent and the hours will be Sat-Sun 11am-6pm.
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Milford Artisan Market - October
October 2026 (dates not updated)

Milford Artisan Market - October

Milford Green, Milford, CT

Status: Updated 4/12/2025

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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-Sun 10am-4pm. This event will also include: kid's area, vendor demonstrations.
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Milford Artisan Market
October 2026 (dates not updated)

Milford Artisan Market

Milford Green, Milford, CT

Status: Updated 6/10/2025

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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-Sun 10am-4pm. This event will also include: martial arts demonstrations, artisan demonstrations.
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Stamford Downtown Farmers Market
June - October 2026 (dates not updated)

Stamford Downtown Farmers Market

Veterans Memorial Park, Stamford, CT

Status: Updated 6/9/2025

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This Connecticut Farmers Market will have homegrown products exhibitors and 8 food booths.
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Bethany Lions Flea Market
August - October 2026 (dates not updated)

Bethany Lions Flea Market

Bethany Airport, Bethany, CT

Status: Updated 8/13/2025

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This Connecticut Flea Market will have flea market exhibitors and no food booths.
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Hall-O-Weekend
October 2026 (dates not updated)

Hall-O-Weekend

Milford Green/Downtown Milford, Milford, CT

Status: Updated 6/24/2025

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This Connecticut Family & Kids Festival will have commercial/retail, corp./information, crafts and homegrown products exhibitors, and local food booths.
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Holiday Craft Fair
October 2026 (dates not updated)

Holiday Craft Fair

Saint Thomas Parish Gym, Fairfield, CT

Status: Updated 10/21/2025

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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.
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Eighteenth Pre-Holiday Craft Fair & Tag Sale
October 2026 (dates not updated)

Eighteenth Pre-Holiday Craft Fair & Tag Sale

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

Status: Updated 9/2/2025

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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.
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New Fairfield Craft and Bake Sale
October 2026 (dates not updated)

New Fairfield Craft and Bake Sale

New Fairfield Senior Center, New Fairfield, CT

Status: Updated 8/31/2025

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This Connecticut Craft Show will have crafts exhibitors and no food booths. This event will also include cupcake decorating for the kids.
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Village of Devon Farmers Market - October
October 2026 (dates not updated)

Village of Devon Farmers Market - October

Farmer's Market, Milford, CT

Status: Updated 9/6/2025

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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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Harvest Market on the Lot
October 2026 (dates not updated)

Harvest Market on the Lot

Spectrum parking lot, Milford, CT

Status: Updated 10/22/2025

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This Connecticut Craft Show will have crafts exhibitors and no food booths.
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New England Country Fair
November 2026 (dates not updated)

New England Country Fair

Second Congregation Church, Manchester, CT

Status: Updated 10/28/2025

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This Connecticut Craft Show will have crafts exhibitors and no food booths.
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Craft Fair
November 2026 (dates not updated)

Craft Fair

High Plains Community Center (indoors), Orange, CT

Status: Updated 7/4/2025

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This Connecticut Festival will have crafts and fine craft exhibitors, and no food booths. Admission tickets are $3. This event will also include raffle.
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Cornerstone PTFA Craft & Vendor Fair
November 2026 (dates not updated)

Cornerstone PTFA Craft & Vendor Fair

The Cornerstone Christian School, Manchester, CT

Status: Updated 7/16/2025

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This Connecticut Vendor Event will have antique/collectibles, commercial/retail, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and no food booths.
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Shelton Autumn Craft Festival
November 2026 (dates not updated)

Shelton Autumn Craft Festival

Hyatt House Hotel, Shelton, CT

Status: Updated 1/2/2025

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This Connecticut Craft Show will have corp./information, crafts, fine art and fine craft exhibitors, and no food booths.
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Festival of Crafts
November 2026 (dates not updated)

Festival of Crafts

Whisconnier Middle School, Brookfield, CT

Status: Updated 10/29/2025

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This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. Admission tickets are $5.
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Oxford Handmade Arts and Crafts Show
November 2026 (dates not updated)

Oxford Handmade Arts and Crafts Show

Oxford Municipal Annex (Former Oxford Center School), Oxford, CT

Status: Updated 3/11/2025

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This Connecticut Craft Show will have crafts, 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 Sat 10am-4pm.
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National Exhibition of Traditional Realism
October - November 2026 (dates not updated)

National Exhibition of Traditional Realism

Arts Center East, Vernon, CT

Status: Updated 4/30/2025

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This Connecticut Gallery-Exhibition Event will have fine art exhibitors and no food booths.
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Connecticut Fall Home Show
November 2026 (dates not updated)

Connecticut Fall Home Show

Connecticut Convention Center, Hartford, CT

Status: Updated 4/8/2025

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This Connecticut Home and Garden Show will have commercial/retail, corp./information, crafts and fine art exhibitors, and no food booths. Admission tickets are $10.
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Twelfth New Age & Craft Expo
November 2026 (dates not updated)

Twelfth New Age & Craft Expo

Wyndam Southbury, Southbury, CT

Status: Updated 2/8/2025

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This Connecticut Festival will have crafts exhibitors and no food booths. Admission tickets are $5 - $6. This event will also include: intuitive readers & healers, health, speakers.
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Southington Psychic Fair
November 2026 (dates not updated)

Southington Psychic Fair

Southington Homewood Suites by Hilton, Southington, CT

Status: Updated 10/3/2025

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This Connecticut Trade Show will have corp./information, crafts and fine art exhibitors, and no food booths.
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Wapping Community Church Craft Fair
November 2026 (dates not updated)

Wapping Community Church Craft Fair

Wapping Community Church, Community Room, South Windsor, CT

Status: Updated 2/11/2025

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This Connecticut Craft Show will have commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and 1 food booth. This event will also include: baked potatoes, baked goods, book sale, snacks & beverage, baked goods sale, book sale.
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CRHS Music Department Craft & Artisan Fair
November 2026 (dates not updated)

CRHS Music Department Craft & Artisan Fair

Coginchaug Regional High School Gymnasium, Durham, CT

Status: Updated 10/28/2025

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This Connecticut Craft Show will have crafts, fine craft and homegrown products exhibitors, and no food booths.
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Holiday Wreath Festival and Marketplace
November 2026 (dates not updated)

Holiday Wreath Festival and Marketplace

Watertown United Methodist Church, Watertown, CT

Status: Updated 11/6/2025

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This Connecticut Festival will have antique/collectibles, crafts, fine art, fine craft and flea market exhibitors, and no food booths.
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