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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

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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303 Connecticut Events | New Search

Fairs & Festivals in Connecticut 2026–2027

November 5 - 7, 2027

New England Christmas Festival

Mohegan Sun Resort, Uncasville, CT

Status: Updated 3/25/2026

This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. Admission tickets are $17 - $23.
November 7, 2026

New England Country Fair

Second Congregation Church, Manchester, CT

Status: Updated 10/22/2026

This Connecticut Craft Show will have crafts exhibitors and no food booths.
November 7, 2026

Wapping Community Church Craft Fair

Wapping Community Church, Community Room, South Windsor, CT

Status: Updated 11/1/2026

This Connecticut Craft Show will have commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and 1 food booth.
November 7, 2026

Craft Fair

High Plains Community Center (indoors), Orange, CT

Status: Updated 5/9/2026

This Connecticut Festival will have crafts and fine craft exhibitors, and no food booths. This event will also include raffle.
November 7, 2026

CRHS Music Department Craft & Artisan Fair

Coginchaug Regional High School Gymnasium, Durham, CT

Status: Updated 11/3/2026

This Connecticut Craft Show will have crafts, fine craft and homegrown products exhibitors, and no food booths.
November 7, 2026

Cornerstone PTFA Craft & Vendor Fair

The Cornerstone Christian School, Manchester, CT

Status: Updated 10/25/2026

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.
November 7, 2026

Pop Shop Holiday Market - Milford

Milford Green, Milford, CT

Status: Updated 11/3/2026

This Connecticut Vendor Event will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and no food booths.
November 7, 2026

Shelton Autumn Craft Festival

Hyatt House Hotel, Shelton, CT

Status: Updated 12/7/2025

This Connecticut Craft Show will have corp./information, crafts, fine art and fine craft exhibitors, and no food booths.
November 7, 2026

Festival of Crafts

Whisconnier Middle School, Brookfield, CT

Status: Updated 11/2/2026

This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. Admission tickets are $5.
November 7, 2026

Fall Fair in Newtown! Free Family Fun!

Christ the King Lutheran Church, Newtown, CT

Status: Updated 9/11/2026

This Connecticut Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine craft, flea market and homegrown products exhibitors, and no food booths. There will be 1 stage with Local talent and the hours will be Sat 8am-3pm. This event will also include: crafts, tag sale, bake sale, food, live music, silent auction.
November 7, 2026

Fall Festival (Vendor and Craft Fair)

St Marguerite Bourgeoys Parish, Brookfield, CT

Status: Updated 9/16/2026

This Connecticut Holiday Celebration will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 2 food booths.
November 7, 2026

Annual Oxford Arts and Crafts Fair

Oxford High School, Oxford, CT

Status: Updated 10/13/2026

This Connecticut Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 5 food booths. There will be Roving Performers with Local talent and the hours will be Sat 10am-4pm.
November 7 - 8, 2026

CraftWestport

Staples High School, Westport, CT

Status: Updated 9/2/2026

This Connecticut Art Show will have crafts, fine art and fine craft exhibitors, and 25 food booths. Admission tickets are $6 - $13.
North Haven Holiday Welcome Craft Festival
November 2026 (dates not updated)

North Haven Holiday Welcome Craft Festival

Clarion Inn North Haven Hotel, North Haven, CT

Status: Updated 1/2/2025

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

Torrington ​Christmas Holiday Festival

Downtown, Torrington, CT

Status: Updated 9/25/2025

This Connecticut Holiday Celebration will have antique/collectibles, commercial/retail, corp./information and crafts exhibitors, and no food booths.
November 14, 2026

Christmas Bazaar and Craft Fair

Our Lady of Assumption Church Hall, Woodbridge, CT

Status: Updated 6/22/2026

This Connecticut Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. This event will also include: children's chorus, santa visit, model train set, children's craft room.
November 14, 2026

Fall Into Winter Craft Fair

Holy Family Church Hall & Classrooms / St Jeanne Jugan Parish, Enfield, CT

Status: Updated 6/11/2026

This Connecticut Art Show will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. This event will also include tea cup raffle and refreshments.
November 14, 2026

Outside Holiday Market & Fair

UCC Southbury Adjacent Green, Southbury, CT

Status: Updated 8/25/2026

This Connecticut Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and no food booths. This event will also include: snowflake café, raffle baskets, bake shoppe, live auction, children's activities.
November 14, 2026

West Bristol School Holiday Craft & Vendor Fair

West Bristol School, Bristol, CT

Status: Updated 11/2/2026

This Connecticut Craft Show will have commercial/retail, crafts and homegrown products exhibitors, and no food booths.
November 14, 2026

Holiday Wreath Festival and Marketplace

Watertown United Methodist Church, Watertown, CT

Status: Updated 11/3/2026

This Connecticut Festival will have antique/collectibles, crafts, fine art, fine craft and flea market exhibitors, and no food booths.
Saint Paul Christmas Fair
November 2026 (dates not updated)

Saint Paul Christmas Fair

St. Paul Lutheran Church, Old Saybrook, CT

Status: Updated 11/10/2025

This Connecticut Holiday Celebration will have antique/collectibles, commercial/retail, crafts, fine art, fine craft and flea market exhibitors, and 1 food booth. This event will also include: white elephant, basket silent auction, raffle as well as lunch.
Saint James Christmas Fair
November 2026 (dates not updated)

Saint James Christmas Fair

St James School, Stratford, CT

Status: Updated 11/10/2025

This Connecticut Holiday Celebration will have crafts, fine art, fine craft and homegrown products exhibitors, and 5 food booths. This event will also include: kid games, face paining, jingle jog.
Fall Into the Holidays Fair
November 2026 (dates not updated)

Fall Into the Holidays Fair

Assumption Church Hall, Ansonia, CT

Status: Updated 10/28/2025

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