A steam locomotive pulls a train through a snowy landscape, passing by a station with decorations in the background.

Christmas Markets Connecticut 2024: Best Holiday Shopping Spots

46) Holiday on Main Street, Middletown

Holiday on Main Street in Middletown, Connecticut, is the place to be for festive cheer. This event, which has been a local tradition for over three decades, kicks off the day after Thanksgiving and continues for four Saturdays.

On Friday, November 24, you can join the spectacular Magic of Middletown Tree Lighting Ceremony. Light displays, cheerful music, and holiday decorations create a magical atmosphere that will put everyone in the holiday spirit.

The following day, Saturday, November 25, features the Shop ’til You Drop Christmas Extravaganza. You can explore numerous vendors offering unique holiday gifts, decorations, and crafts. Perfect for finding one-of-a-kind presents.

On December 2, more activities are planned. From live performances to kids’ crafts, there’s something for everyone. This family-friendly event ensures you make the most of the holiday season.

Don’t forget to dress warmly, as many of the activities are outdoors.

DateAddressTimePrice
Nov 24, 2024Downtown Middletown, CT5:00 PM onwardsFree admission
Nov 25, 2024Downtown Middletown, CT10:00 AM – 4:00 PMFree admission
Dec 2, 2024Downtown Middletown, CTThroughout the dayFree admission

47) Farmington Canal Greenway Christmas Fair, Farmington

The Farmington Canal Greenway Christmas Fair is a special event in Farmington that you don’t want to miss. It’s known for its festive atmosphere and the chance to find unique handmade gifts.

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This fair features a variety of Christmas decorations, sweets like cookies and fudge, jams, and even pies. It’s a great place to take family photos with Santa, making it a perfect outing for kids.

The event is held on November 23rd, 2024, from 10am to 3pm. This fair takes place along the Farmington Canal Greenway, offering scenic views while you shop and enjoy the festive tunes.

With plenty of local artisans showcasing their work, it’s an excellent opportunity to support small businesses and find one-of-a-kind gifts. You’ll also get to enjoy the beautiful outdoors as the event is set along the picturesque trail.

Don’t forget to bring some bags for your purchases and perhaps a thermos of hot cocoa to keep you warm as you explore the fair.

DateAddressTimesPrices
Nov 23, 2024Farmington, CT10am-3pmFree Entry

48) Plymouth’s Christmas in the Village, Plymouth

Plymouth’s Christmas in the Village is a beloved event in Plymouth, Ohio. This annual street market and festival are perfect for anyone looking to get into the holiday spirit. You’ll find the town’s historic square transformed into a winter wonderland with vibrant lights and festive decorations.

Expect a wide array of food trucks showcasing delicious local snacks. There’s an iceless skating rink where you can glide with friends or family. Kids will love the giant slide and carousel, adding an extra layer of fun.

Live entertainment on the main stage keeps everyone energized. From musical performances to holiday shows, there is something for everyone. Support small businesses by shopping at the market stalls, which offer unique, handmade gifts that are perfect for holiday presents.

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The event draws a big crowd each year, with many people eagerly returning for the festive atmosphere and diverse activities. It’s a great way to kick off the holiday season.

DatesAddressTimesPrices
Dec 1 – Dec 2Historic Square, Plymouth, OhioDec 1: 12 PM – 10 PM, Dec 2: 10 AM – 7 PMFree Entry

49) Monroe Holiday Market, Monroe

The Monroe Holiday Market is a must-visit destination in Monroe, CT. You’ll find an array of festive goods and local crafts that can bring the holiday spirit to your home.

As you stroll through the market, look for handmade gifts and artisanal snacks. From cozy winter accessories to unique home decor, the vendors offer something for everyone.

Make sure you try some of the delicious treats available. Locally-made chocolates, baked goods, and hot cocoa are perfect for enjoying as you browse.

The Monroe Holiday Market is not just about shopping. It’s also about community. Chat with the friendly vendors and learn about their crafts. The market is a great place to support local artisans and small businesses.

Bringing the family? Kids will love the festive decorations and the chance to meet Santa Claus. There’s a bit of holiday magic for everyone at this charming market.

Grab your warmest coat and enjoy a delightful day out at the Monroe Holiday Market.

DateAddressTimePrice
Dec 1-24Monroe Town Green10 AM – 6 PMFree

50) Canton Winter Market, Canton

You won’t want to miss the Canton Winter Market. It’s a small but charming holiday event that packs a lot of fun. Set in the lovely town of Canton, this market offers a delightful mix of local crafts, fresh produce, and festive treats.

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As you stroll through the market, you’ll find handmade gifts from local artisans. It’s the perfect place to pick up unique holiday presents. Fresh baked goods, seasonal produce, and holiday decorations are also available.

Warm up with a cup of hot cocoa while enjoying live music. The market often features local musicians, adding a festive touch to your visit. Don’t forget to check out the food vendors for some delicious holiday snacks.

This market is family-friendly, so bring the kids along. They can enjoy various activities and maybe even meet Santa Claus. The Canton Winter Market is a great way to get into the holiday spirit.

Be sure to mark your calendar and plan your visit.

DatesAddressTimesPrices
Dec 6 – 7Downtown Collinsville9:30 am – 8:00 pmFree admission

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