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

26) Westport Holiday House Tour & Market, Westport

The Westport Holiday House Tour is a festive event you don’t want to miss. This event is organized by the Westport Historical Society and takes place in the beautiful town of Westport, Connecticut.

During the tour, you will get to see some of the most spectacular private homes in the area. These homes are decorated for the holidays, creating a magical atmosphere. The owners of these homes open their doors to give you an inside look at their stunning architecture and unique decorations.

After enjoying the house tour, you can head over to the accompanying Christmas Market. The market is filled with a variety of vendors offering handmade crafts, holiday decorations, and delicious treats. It’s the perfect place to find unique gifts and enjoy some holiday cheer.

The whole event usually lasts from late morning to early evening, giving you plenty of time to explore both the houses and the market. It’s a great way to spend a day with family or friends, soaking in the holiday spirit and discovering new inspirations for decorating your own home.

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You can find more details about the event at the Westport Historical Society website.

DateAddressTimePrice
December 725 Avery Place, Westport, CT11 AM – 4 PM$25 – $50

27) Wallingford Christmas Town Festival, Wallingford

Wallingford’s Christmas Town Festival is a must-see event, featuring a bustling market and exciting activities. The event occurs on December 3, 2023. It starts at 10 am with a fantastic Santa Dash happening at 11:30 am. This festival is perfect for families and friends looking to soak in holiday cheer.

You’ll find various stalls offering unique gifts and crafts. It’s a good opportunity to buy something special for your loved ones. The atmosphere is lively, with festive music and decorations everywhere. Don’t miss the tree lighting ceremony at 4:40 pm—a beautiful sight to end the day.

New this year is a dog show. Your furry friends can participate in categories such as waggiest tail and best dressed Christmas outfit. The dog show runs from 1:15 pm to 2 pm, and entry is free. It’s a fun way to include your pets in the festive spirit.

With so much to see and do, Wallingford Christmas Town Festival truly captures the essence of the holiday season. Plan your visit and enjoy a day full of festive delights.

DateAddressTimePrice
December 3, 2023Wallingford Town Center, Wallingford, CT10 am – 5 pmFree entry

28) Naugatuck Winter Wonderland, Naugatuck

You don’t want to miss the Naugatuck Winter Wonderland. It’s a festive event held in Naugatuck, Connecticut, that captures the magic of the holiday season. This fair will be on November 2-3, 2024.

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With nearly 200 vendors, you can find a variety of handcrafted and commercial items. Whether you’re looking for unique gifts or festive decorations, there’s something for everyone.

Kids will love the face painting and Santa’s presence, making it a great event for families. Food trucks offer tasty treats, so you don’t have to worry about getting hungry while you shop.

Admission is reasonable, making it an affordable outing. Adults pay $6, seniors over 65 pay $5, and kids 12 and under get in for free.

Event Information

DatesAddressTimesPrices
November 2-3, 2024Naugatuck, CT9am-5pm both days$6 for adults, $5 for seniors, free for kids under 12

29) Bristol’s Holiday on the Hill, Bristol

You don’t want to miss Bristol’s Holiday on the Hill. This event is perfect for getting you into the festive spirit. The decorations are beautiful, creating a cozy and joyful atmosphere.

With more than 35 stalls, there’s plenty to see and do. From artisanal crafts to delicious food, you’ll find the perfect holiday gifts for friends and family.

You’ll also find live entertainment. Santa and his elves make an appearance, which is always a hit with the kids. The Jäger Barn Bar offers warm drinks and live music to enjoy with friends.

Feel like booking a private space? The Iglus are available for a unique experience. It’s an excellent way to make special memories this holiday season.

Plan your visit and enjoy the magic Bristol’s Holiday on the Hill has to offer.

DatesAddressTimesPrices
Nov 1, 2024 – Dec 23, 2024Bristol City Centre10am – 7pmFree admission

30) Mystic Seaport’s Lantern Light Tours, Mystic

Mystic Seaport’s Lantern Light Tours offer a unique way to experience the holiday season. Picture yourself strolling through a historic village set in the 19th century. This 70-minute progressive play creates an immersive journey back to Christmas Eve of 1876.

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Actors from Connecticut and neighboring states bring characters to life. The performance includes heartwarming stories and festive songs inside the museum’s historic buildings and ships.

The Lantern Light Tours are an engaging experience for all ages, making it a great holiday activity for families. You walk from scene to scene, guided only by the glow of lanterns, making it a magical evening.

Plan your visit wisely by checking the dates and times. It’s an evening event, adding to the authenticity of the experience by capturing the essence of an old-fashioned Christmas.

Don’t miss the chance to be part of this New England tradition. It’s more than an event—it’s a walk through history.

DateAddressTimePrices
December 2, 3, 9, 10, 16, 17Mystic Seaport Museum, Mystic, CT5:00 PM – 8:00 PMAdult (18+): $29, Senior (65+): $29, Youth (13-17): $24, Child (4-12): $24, Children up to 3: Free

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