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 Sat 5pm-9pm. This event will also include: caroling, tree lighting, horse & wagon, santa visits.

📅 Dec 5, 2026

Christmas Craft Fair and Boutique

📍 Woodbury, CT• Woodbury Middle School

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.

📅 Dec 5, 2026

60th Annual DRCC Christmas Faire

📍 Deep River, CT• Deep River Congregational Church

This Connecticut Craft Show will have antique/collectibles, crafts, fine craft and homegrown products exhibitors, and 4 food booths. This event will also include children's workshop offers arts and crafts for the kids. santa will be there.

📅 Dec 5, 2026 - Dec 6, 2026🔁 Recurring

Powder Ridge Winter Festival & Holiday Market

📍 Middlefield, CT• Powder Ridge Mountain Park & Resort

The annual Powder Ridge Winter Festival & Holiday Market features 20–30 local artisans plus winter activities including ice skating, kids' areas, food, drink, and live music. An expanded Holiday Craft Fair is held in the lodge Saturday 2pm–6pm.

📅 Dec 5, 2026

Light the Lights Winter Festival

📍 Danbury, CT• CityCenter Green, 1 Ives Street

A holiday festival in downtown Danbury featuring a 40-foot holiday tree, holiday shopping from various vendors, and family entertainment including live music and a fire truck parade. Vendor booth space is approximately 10' x 10' for $60.

💰 $60🌳 Outdoor

📅 Dec 6, 2026

Kids Markets at the Litchfield Christmas Market

📍 Litchfield, CT• Town of Litchfield

Kids Markets are exciting, family-friendly farmers market-style events for kids ages 5-17! Register today at www.kidsmarkets.com.

📅 Dec 6, 2026🔁 Recurring

41st Annual Holiday Festival/Newtown CT Holiday Market

📍 Newtown, CT• Main St. Newtown, Edmond Town Hall, Trinity Church, CHB Library

This Connecticut Festival will have crafts, fine art, fine craft and homegrown products exhibitors, and 4 food booths. Admission tickets are $20 - $40. This event will also include: festival of trees, nutcracker suite, trolley tour, kid's activities, holiday house tours.

⭐ Juried

📅 Dec 6, 2026

Haddam Killingworth Holiday Craft Fair

📍 Killingworth, CT• Haddam Killingworth Middle School

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, scavenger hunt.

⭐ Juried

📅 Dec 6, 2026

Art Market at Danbury Fair Mall

📍 Danbury, CT• Danbury Fair Mall

This December, Calling all artists, creatives, and makers to be part of the Holiday Art Market at Danbury Fair—a juried indoor market

📅 Runs Dec 6, 2026 through Dec 6, 2030🔁 Recurring

Whiskers in Wonderland

📍 Gales Ferry, CT• Gales Ferry Volunteer Firehouse Hall

This Connecticut Holiday Celebration will have crafts exhibitors and no food booths. This event will also include: raffles, photos with santa, and activity table for kids.

📅 Dec 6, 2026

Art Market

📍 Danbury, CT• Center Court and throughout the center

ARTSCENE.CTNY brings a curated artisan market to Danbury Fair featuring fine art, photography, ceramics, jewelry, textiles, and handcrafted goods. Visitors can stroll, chat with the makers, and purchase original handmade items.

🏠 Indoor

📅 Dec 8, 2026

Connecticut Made w/ Cynthia Parzych

📍 Bristol, CT• Bristol Public Library

Connecticut Made: Homegrown Products by Local Craftsman, Artisans, and Purveyors

📅 Dec 9, 2026

POWERUp Monthly Series + POWERPopup Holiday Market

📍 Greenwich, CT• HAYVN Coworking - Greenwich

Empowering women leaders & builders thru connection. POWERChat: MJ Carlson, Founder & CEO, Electric Picks. Bonus: Shop Popup Holiday Market!

📅 Dec 10, 2026

Market for a Cause

📍 Stratford, CT• Two roads Brewing Company

Come inside the brewery for a vibrant evening featuring local artisan vendors, live music, craft beer, and fun games with prizes.

📅 Dec 12, 2026

Kids Markets at the Meriden Mall

📍 Meriden, CT• Meriden Mall

Kids Markets are exciting, family-friendly farmers market-style events for kids ages 5-17! Register today at www.kidsmarkets.com.

📅 Dec 12, 2026

The Cookie Collection

📍 Middletown, CT• Vale Forge

A festive cookie swap, friendly competition, and holiday market celebrating Connecticut's bakers! Hosted by Connnecitcut Kelsey.

📅 Dec 12, 2026

BTWA Holiday Bazzar

📍 Hamden, CT• Booker T Washington Academy Middle School

Join BTWA’s Holiday Bazaar Dec. 12, 1–6 PM! Enjoy shopping, local vendors, holiday treats & family fun! FREE admission!

📅 Dec 12, 2026

Cookie Walk & Holiday Gift Market

📍 Westport, CT• United Methodist Church of Westport & Weston

2nd Annual Cookie Walk & Holiday Gift Market!

📅 Dec 12, 2026

Redding Artisan Holiday Market

📍 Redding, CT• John Read Middle School

The Redding Artisan Holiday Market is a one-day holiday market at John Read Middle School with handcrafted goods from local and regional artists. The event runs from 10 am to 4 pm indoors.

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