Christmas Markets Connecticut 2025 Top Festive Events and Fairs to Visit

41) Vintage holiday decor at New England Christmas Festival

The New England Christmas Festival bursts with handcrafted holiday decor and gifts. It’s indoors (thank goodness), so weather won’t slow you down. The festival happens in Massachusetts, but you’ll meet plenty of visitors from Connecticut and other states.

Local artisans offer all sorts of vintage holiday items. Expect to see hand-carved ornaments, old-school garlands, and wreaths made from real greenery.

Booths also show off tableware, wooden decorations, and antique-inspired pieces. The Barn & Mill Gallery stands out—they craft home decor from salvaged wood and barn beams, giving spaces a cozy, rustic vibe.

If you’re after classic decor instead of mass-produced stuff, this place is your jam. You might stumble on custom pieces that fit older holiday themes, too.

Date	Time	Location	Cost (General Admission)	Hotels Nearby (Booking.com)	Website
Nov 7-9, 2025*	Fri-Sun, hours TBA	415 Summer St, Boston, MA 02210	TBA	YOTEL Boston	New England Christmas Festival

*Dates based on most recent event schedule. Confirm closer to 2025.

42) Fairfield County wreath makers

Fairfield County comes alive with holiday wreath makers during Christmas. Shops and markets show off handmade wreaths with fresh greens and ornaments. Some events, like Flurry Fest, highlight festive arrangements—plus crafts and gifts galore.

In towns like Weston, you’ll find wreath workshops where you can get your hands dirty and make your own. Materials and instructions are usually rolled into the workshop price.

Local markets sell both finished wreaths and supplies if you’d rather tackle a project at home. Designs range from classic to quirky, so there’s something for every taste.

For current event times and places, check out sites listing upcoming holiday markets in Fairfield County. Schedules can shift year to year.

Date	Time	Location Address	Cost	Where to Stay	Website
December 7	12:00–6:00 PM	Arch in Bloom, Fairfield CT	Varies by event	Nearby hotels	https://mofflylifestylemedia.com/upcoming-holiday-markets/

43) Gourmet baked goods at Bridgeport Market

Bridgeport Market is a sweet spot for gourmet baked goods from local bakers. You’ll see cookies, breads, cakes, and pastries—some made from family recipes you won’t find anywhere else.

Most booths let you sample before you buy, which is always a win. Some stands offer gluten-free or vegan options, and you can grab hot cocoa or coffee nearby.

The market buzzes during peak hours, and popular treats disappear fast. If you want the best selection, come early or check the schedule.

Bakers display their goods with ingredient labels and prices, so you know what you’re getting. Sometimes you can even watch them decorate treats right at their stalls.

Here’s what you need to know if you want to visit:

Date(s)	Time	Location	Cost	Nearby Stay	Website Address
Dec 6-8, 2025*	10am-6pm	Downtown Bridgeport, CT	Free entry	Holiday Inn Bridgeport	https://allevents.in/bridgeport/christmas-markets-and-fairs

*Dates are based on previous years and may change. Check the Bridgeport Market official listing for updates.

44) Interactive kids crafts in Rowayton

Rowayton hosts hands-on craft activities just for kids during the holidays. Little ones can make their own ornaments, cards, or simple decorations at family-friendly stations—materials are usually included.

These craft times often happen during community markets or special events from local groups. The Rowayton Gardeners have held a Christmas Market in the past, with craft tables and a peek at local traditions.

Activities change each year, but there’s always something for different age groups. Volunteers help guide the projects, especially for younger kids.

Most crafts happen indoors or in sheltered spaces, so weather isn’t a worry. It’s a relaxed spot where kids can try new things and take home a handmade souvenir.

Events are usually free or ask for a small donation. You’ll find them at places like the Rowayton Community Center. For updates, check the Rowayton Gardeners’ website.

Date	Time	Location Address	Cost	Where to Stay Nearby	Website
Usually early December (check current year)	Varies	Rowayton Community Center, 33 Highland Ave, Rowayton, CT	Free or small donation	Book hotels in Norwalk on Booking.com	https://rowaytongardeners.org/kids-events/

45) New Haven potted plants market

If you’re into potted plants for the holidays, New Haven’s Christmas Market at Trinity on the Green is worth a visit. It’s at 230 Temple Street, and you’ll find potted flowers, bulbs, and plant-themed gifts—honestly, they make pretty unique presents. You’ll also see handmade crafts mixed in with the greenery.

The whole thing is indoors, so you can browse comfortably. Regulars enjoy the laid-back vibe and chatting with local vendors. There are also simple decorations and baked goods if you’re in the mood.

The market usually runs for one weekend in December. Entry is free, and there are hotels nearby if you want to stay overnight. For more info, check out the official Christmas Market page.

Dates	Times	Location	Cost	Where to Stay Nearby (Booking.com)	Website Address
Early December	10am–4pm	230 Temple St, New Haven	Free	Omni New Haven Hotel at Yale	https://www.trinitynewhaven.org/the-christmas-market

46) Milford holiday candle makers

If you swing by the Milford Christmas Market, you’ll spot candle makers with a wild range of handcrafted candles. They set up shop right on the Milford Green, which is basically the heart of town.

Local artisans bring candles in all sorts of shapes, scents, and colors. These are perfect for gifts or just sprucing up your home.

You can chat with the folks who actually make the candles. Many use soy or beeswax, and you’ll catch a whiff of holiday scents like pine or cinnamon in the air.

Some makers even run small workshops so you can get a peek into the candle-making process. If you’re curious or just want to try something new, it’s worth stopping by.

The market’s a solid spot if you’re after something unique. Each candle looks or smells a bit different since they’re not cranked out in a factory.

Other holiday goodies are usually nearby too—think ornaments, baked treats, the works. It’s worth a stroll, especially if you like discovering small surprises.

The Milford Green Christmas Market pops up every year, usually in late November. For the latest details, check the Milford, CT Christmas Market Facebook page.

Dates	Times	Location Address	Cost	Where to Stay Nearby (booking.com)	Website Address
November 29, 2025	TBA	Milford Green, Milford, CT 06460	Free	Places to stay nearby	https://www.facebook.com/milfordchristmasmarket/

47) Specialty cheeses at Hartford Winterfair

If cheese is your thing, Hartford Winterfair is a fun stop for unique picks from Connecticut and New England. Local cheesemakers line up with their specialty cheeses, letting you sample flavors and talk about their craft.

They’re pretty open to questions, so don’t be shy. You’ll find cheeses made from cow, goat, and sheep milk—fresh, aged, soft, you name it.

Some of these cheeses only come from tiny farms and you won’t see them in big stores. The fair happens inside Hartford Union Station, which means you stay warm no matter the weather.

It’s easy to grab a wedge to take home or wrap up as a gift. There’s usually other food and drinks going on too, so you can make an afternoon of it.

Dates	Times	Location Address	Cost	Where to Stay Nearby (Booking.com)	Website
Nov 30–Dec 22, 2025 (Sat & Sun)	12–5 pm	Hartford Union Station, 1 Union Pl, Hartford, CT	Free Entry	Nearby hotels	Winterfair’s website

48) Trumbull artisan soap vendors

On the hunt for handmade soaps? Trumbull’s holiday markets have you covered with local vendors offering small-batch options.

Most soaps use simple ingredients and come in scents you probably won’t find anywhere else. Vendors are around to chat about their process and let you try samples.

You’ll spot these soap makers at seasonal Trumbull events. Some markets bring together up to 50 local creators with body care, gifts, and holiday stuff.

The scene is pretty relaxed—just people showing their work and what they’ve got for sale. If you want to pick out a gift, it’s easy since you can talk right to the person who made it.

Soap stalls are usually near other craft and food vendors, so you can browse a little of everything. Carolers, hot drinks, and food trucks often set the mood nearby.

For more info on Trumbull’s holiday markets, check out The Ultimate Holiday Market Guide at Truly Trumbull.

Dates	Times	Location Address	Cost	Where to Stay Nearby (Booking.com)	Website
November-December*	Varies*	5866 Main Street, Trumbull, CT	Free	Trumbull Marriott Shelton	https://trulytrumbull.com/we-love-trumbull/the-ultimate-holiday-market-guide/

*Dates and times can change each year. Always double-check event pages for the latest info.

49) Chester winter pottery displays

Head to Chester during the holidays and you’ll find local pottery displays at the town’s annual market. Artisans line Main Street with tables full of their work.

They focus on seasonal pieces—mugs, bowls, small gifts—usually decorated with winter themes. The pottery event is part of the regular Chester Holiday Market, running every Sunday from December 1 to December 22, 2024.

The hours are 10 a.m. to 1 p.m. As you browse, you can talk with Connecticut potters about their craft.

Many sell directly, so you can ask about designs or glazing if you’re interested. Items range from useful kitchen stuff to tiny decorative figures.

The Chester Holiday Market doesn’t charge to get in. It’s on Main Street, Chester, CT 06412.

If you’re staying overnight, there are local inns and more options on booking.com. For more details, check the market’s official website.

Dates	Times	Address	Cost	Where to Stay Nearby	Website
Dec 1–22, 2024 (Sundays)	10am–1pm	Main St, Chester, CT	Free	booking.com	https://chestersundaymarket.jimdofree.com/holiday-market-info/

50) New England festive wreath workshops

Connecticut has Christmas wreath workshops if you want to make your own holiday decor. Local businesses host these, supplying materials and step-by-step help right there.

They’re pretty popular, running through late November and December. For 2025, Guilford and Cheshire both offer hands-on wreath workshops.

No crafting experience needed—just show up and have fun. All ages can join, and you’ll leave with a finished wreath for your door or table.

Groups are usually small, so you get plenty of help. Dates and times change depending on the workshop, so you’ve got choices.

Many spots even offer snacks or drinks during class. Here’s a quick look at two of the most popular wreath workshops in Connecticut:

Date	Time	Location Address	Cost	Where to Stay Nearby	Website
December 7, 2024	Varies	The Green Petal, Cheshire, CT	Varies	Cheshire hotels	Event details
December 2025 (TBA)	TBA	Guilford, CT (venue TBA)	Varies	Guilford hotels	Event details