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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

Holidays on Main
December 4, 2025

Holidays on Main

Main Street, Old Wethersfield, Wethersfield, CT

Status: Updated 4/11/2025

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This Connecticut Holiday Celebration will have commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 8 food booths. There will be 1 stage with Local talent and the hours will be Thu 5pm-9pm. This event will also include: caroling, tree lighting, horse & wagon, santa visits.
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Lamplight Stroll
December 5, 2025

Lamplight Stroll

Milford Green, Milford, CT

Status: Updated 8/5/2025

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This Connecticut Holiday Celebration will have commercial/retail, crafts, fine art and fine craft exhibitors, and tba food booths. This event will also include: shopping, singalongs, horse & carriage ride, carolers, santa.
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First Church of South Windsor Holiday Craft Fair
December 5 - 6, 2025

First Church of South Windsor Holiday Craft Fair

Church Basement, South Windsor, CT

Status: Updated 3/11/2025

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This Connecticut Craft Show will have crafts and fine craft exhibitors, and no food booths. There will be Roving Performers with Local talent and the hours will be Fri 5pm-8pm; Sat 9am-2pm.
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Christmas Town Festival
December 5 - 6, 2025

Christmas Town Festival

Junction Route 61 and Route 132, Bethlehem, CT

Status: Updated 8/25/2025

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This Connecticut Holiday Celebration will have crafts exhibitors and 10 food booths. There will be 2 stages with Local talent and the hours will be Fri 5pm-9:30pm; Sat 9:30am-4pm. This event will also include: "santa made me do it" 5k race, scavenger hunt, kids crafts, vehicle decorating.
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Christmas Faire
December 6, 2025

Christmas Faire

Deep River Congregational Church, Deep River, CT

Status: Updated 11/20/2025

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This Connecticut Holiday Celebration will have antique/collectibles, crafts and homegrown products exhibitors, and 3 food booths. This event will also include children's workshop.
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Holiday Fair
December 6, 2025

Holiday Fair

Holy Trinity Lutheran Church, Terryville, CT

Status: Updated 11/24/2025

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This Connecticut Holiday Celebration will have crafts exhibitors and no food booths. This event will also include: crafts, fresh greens, homemade soups, cookie walk.
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Bacon Academy Sleigh Bells Arts & Crafts Fair
December 6, 2025

Bacon Academy Sleigh Bells Arts & Crafts Fair

Bacon Academy High School, Colchester, CT

Status: Updated 4/8/2025

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This Connecticut Craft Show will have antique/collectibles, crafts, fine craft and homegrown products exhibitors, and 2 food booths.
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Cromwell Mayor's Tree Lighting
December 6, 2025

Cromwell Mayor's Tree Lighting

Cromwell Town Green, Cromwell, CT

Status: Updated 11/6/2025

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This Connecticut Family & Kids Festival will have no exhibit booths and 4 food booths. This event will also include: caroling, hot chocolate, cookies, petting zoo, photo booth, food trucks.
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Christmas Bazaar
December 6, 2025

Christmas Bazaar

Somers Congregational Church, Somers, CT

Status: Updated 12/4/2025

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This Connecticut Holiday Celebration will have commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. This event will also include lunch is available.
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Shelton Holiday Craft Festival
December 6, 2025

Shelton Holiday Craft Festival

Hyatt House Hotel, Shelton, CT

Status: Updated 1/14/2025

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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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Christmas Market
December 6, 2025

Christmas Market

School Gym, Torrington, CT

Status: Updated 10/7/2025

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This Connecticut Craft Show will have commercial/retail and crafts exhibitors, and no food booths. There will be Roving Performers with National and Local talent and the hours will be Sat 10am-6am. This event will also include school gingerbread and art contests.
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Scandinavian Club Christmas Market
December 6, 2025

Scandinavian Club Christmas Market

Scandinavian Club, Fairfield, CT

Status: Updated 7/8/2025

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This Connecticut Holiday Celebration will have commercial/retail, 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 Sat 10am-3pm. This event will also include: scandinavian holiday lunch, raffle, santa.
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Christmas Craft Fair and Boutique
December 6, 2025

Christmas Craft Fair and Boutique

Woodbury Middle School, Woodbury, CT

Status: Updated 4/14/2025

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This Connecticut Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. This event will also include festival of wreaths - silent auction for beautifully decorated fresh wreaths.
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Holiday Craft Fair
December 6, 2025

Holiday Craft Fair

Bristol Historical Society, Bristol, CT

Status: Updated 11/4/2025

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This Connecticut Craft Show will have antique/collectibles and crafts exhibitors, and no food booths.
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Knights of Saint Patrick Fifth Winter Craft Fair
December 6, 2025

Knights of Saint Patrick Fifth Winter Craft Fair

Knights of St. Patrick, New Haven, CT

Status: Updated 10/22/2025

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This Connecticut Craft Show will have antique/collectibles, crafts, fine art, fine craft and flea market exhibitors, and no food booths. This event will also include: raffle, specialty cocktails, food for purchase.
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Torrington Holiday Craft and Gift Fair
December 6, 2025

Torrington Holiday Craft and Gift Fair

Historic Armory Building, Torrington, CT

Status: Updated 11/6/2025

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This Connecticut Craft Show will have commercial/retail, crafts, fine art and fine craft exhibitors, and no food booths.
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Short Short Story Film Festival
November 24 - December 7, 2025

Short Short Story Film Festival

Online only at

Status: Updated 11/21/2025

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This Connecticut will have no exhibit booths and no food booths. Admission tickets are $10 - $13.
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Heritage Holiday Church Fair
December 5 - 7, 2025

Heritage Holiday Church Fair

First Congregational Church of South Windsor, South Windsor, CT

Status: Updated 9/9/2025

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This Connecticut Craft Show will have crafts and fine craft exhibitors, and no food booths.
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CraftWestport
December 6 - 7, 2025

CraftWestport

Staples High School, Westport, CT

Status: Updated 10/21/2025

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This Connecticut Art Show will have crafts, fine art and fine craft exhibitors, and 25 food booths. Admission tickets are $6 - $13.
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Holiday Craft Fair & Marketplace
December 2025 (dates not updated)

Holiday Craft Fair & Marketplace

West District School, Unionville, CT

Status: Updated 11/21/2024

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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: cupcake making, ornament making, santa photos, face painting.
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Saint Matthew H.S.A. Craft/Vendor Show
December 2025 (dates not updated)

Saint Matthew H.S.A. Craft/Vendor Show

St. Matthew School, Forestville, CT

Status: Updated 11/22/2024

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This Connecticut Craft Show will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. This event will also include: raffle, lunch served, bake sale.
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Saint Michael's Christmas Bazaar
December 2025 (dates not updated)

Saint Michael's Christmas Bazaar

Church Hall, Naugatuck, CT

Status: Updated 10/28/2024

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This Connecticut Art Show will have crafts and fine craft exhibitors, and no food booths.
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Saint Ann Christmas Fair
December 2025 (dates not updated)

Saint Ann Christmas Fair

Saint Ann Parish Center, Milford, CT

Status: Updated 9/10/2024

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This Connecticut Holiday Celebration will have crafts, fine art and fine craft exhibitors, and no food booths. This event will also include: bakery, vendors, lunch items.
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Haddam Killingworth Holiday Craft Fair
December 2025 (dates not updated)

Haddam Killingworth Holiday Craft Fair

Haddam Killingworth Middle School, Killingworth, CT

Status: Updated 10/9/2024

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This Connecticut Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 4 food booths. This event will also include raffle.
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