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What to Do in Woodstock, Vermont During the Vacation


Woodstock is a magical winter wonderland – especially during the holiday season. The village is adorned with twinkling lights, garlands and the stars on Mount Tom twinkle from above the covered bridge in the middle. Woodstock Hotel (Enjoy 10% discount on your stay here) hanging from the trees in their front yard are colorful stars like floating magic orbs. The trees in Village Green glow with a shimmering white light and you can really feel the magic in the air.

the weather is woodstock December is cold, usually in the 30s to 40s, and the ground is usually covered with white, glistening snow. This cooler weather is the perfect opportunity to throw on your favorite festive winter coats, hats and mittens, and snuggle up in a cozy blanket by the fireside. You can really feel the warmth, love and festive spirit of the season in the Woodstock air. Woodstock is one of the most beautiful small towns during the holiday season. It’s transformed into a picturesque Christmas town that exudes old-fashioned holiday charm every festive season.lots to see and do Woodstock, Vermont during the holidays. If you’re planning to visit Woodstock this holiday season, we’ve got you covered. Here are some fun things to do in Woodstock, Vermont during the holidays.

also check The comprehensive Woodstock guide is here For all your travel planning needs.you can find More Vermont travel content here.

What to Do in Woodstock, Vermont During the Vacation

Is Woodstock, Vermont worth visiting during the holidays?

Woodstock is definitely worth visiting during the holidays, as it’s everything you can dream of when it comes to holiday cheer. This small New England town is charming and truly captures the essence of a magical winter wonderland, like a Norman Rockwell painting. There’s something for everyone in Woodstock, from snowshoeing and hiking in winter beauty to holiday shopping, cozy dining and festive entertainment and activities.Check Where to Eat in Woodstock, Vermont here.

Visit Wassail Weekend

If you want to catch Woodstock’s prime time this holiday season, you can’t miss Wassail Weekend. This weekend is filled with festive magic and cheer at the Wassail Parade – a horse parade around the village green, sleigh rides, holiday home tours and a festive craft fair. There’s so much to see and do this festive weekend in Woodstock. Check out the Wassail weekend event series here.

Visit Simon Pierce

simon pearce Quechee, Vermont is a great place to visit if you’re in Woodstock. Just a short 15-minute drive from Woodstock, Quechee is another small town in Vermont. Simon Pearce is a historic glass blowing factory set in a beautiful mill overlooking the Quechee Covered Bridge and waterfalls. Here you can dine in the restaurant or bar, buy gifts in their shop, or watch glass explode up close in the workshop downstairs. Be sure to book the restaurants in advance as they fill up quickly.

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Shopping in Woodstock Village

There are plenty of lovely shops to browse along Main Street and Elm Streets in Woodstock Village. Whether you’re just shopping or looking to pick up a few items from your Christmas list, you’ll appreciate the beautifully decorated window displays, twinkling street lights and shops filled with local crafts, Vermont goods and more! Some of our favorites include: FH Gillingham & Sons, Clover Gift Shop, Woody’s, yankee bookstore, altitude, 37th Central Clothing Store, Red Wagon Toy Company, unicorn, goodbyeand RT Home.

Dining in Woodstock Village

Woodstock’s many fine shops are great places to eat.try my green Enjoy a delicious coffee, breakfast or lunch, country butcher For sandwiches, salads, meat and local products, Santa Canapes and main course for lunch or dinner, and over the counter Our quaint country cocktail bar.

Visit the Covered Bridge

What better way to capture your Woodstock vacation than below charming covered bridge? It would be even better if there was a layer of snow covering it.try Intermediate covered bridge Across the country green of Woodstock, Tuftsville Covered Bridge Only 5 minutes drive from the city or Kuiqi Covered Bridge. While in Quechee be sure to check out the famous Quiche Canyon.

Stay at Woodstock Resort

Woodstock Resort Centrally located in Woodstock Village across from the town green. This beautiful resort is very festive and lively during the festival. The courtyard in front of the hotel is decorated with gingerbread houses, lights, ribbons and ornate ‘floating’ stars. Click here for 10% discount on accommodation (certain blackout dates apply). Make sure you make an appointment at their fantastic spa.

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Stay in a charming bed and breakfast

If you’re looking for more of a quaint small-town experience, stay at one of Woodstock’s charming bed and breakfasts. There are many lovely options to choose from, including cozy fireplaces, whirlpool tubs, plush robes, local cuisine and more.try evening prayer, Blue Horse Inn, Woodstock Bed and Breakfast, Jackson House or Woodstock Country Inn.

Visit Sugarbush Farm

Sugar Grove Farm It is a 3rd generation family farm and makes its own cheeses, maple syrup, jams, mustards, spreads and meats. Visit a farm, visit a sugar factory and learn how maple syrup is made. Browse their gift shop for delicious merchandise and gifts. Admission is free and open daily from 9am to 5pm.

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Visit Billings Farm and Museum

during december Billings Farm and Museum Features, Christmas on the farm. Experience a Victorian Christmas with old-fashioned decorations, gingerbread house competitions, candle making and more. Not to mention, their gift shop is a great place to shop for holiday gifts.

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Woodstock, Vermont Holiday Events

wasp parade

The Wassail Parade is one of the most anticipated events of the season in Woodstock, Vermont. Many annual events throughout the town are planned around this festive parade. The Horse and Carriage Holiday Parade starts at 2pm on Saturday 10 December and takes place around the village green. Horses, riders and carriages are dressed head to toe in traditional and festive attire. The event culminates with an evening tree lighting, carols and lighting. For more Wassail weekend events, check out this event flyer.

Christmas on the farm

Running throughout December (every weekend and Dec. 17-Jan. 1), visit Billings Farm and Museum Christmas on the farm. Experience a Victorian Christmas in the beautifully decorated farmhouse parlor, enjoy festive decorations throughout the farm, enjoy hot cocoa and morels by the fireside, meet the animals in the barn, and enjoy fun holiday activities such as candle making and ginger The bakery competition. Need to pick some presents off your Christmas shopping list? Visit the Billings Farm Gift Shop for a great selection of local delicacies. Billings Farm is the perfect place for a family outing!

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Forest of Lights by VINS

Head to VINS at VT Quechee (15 minutes from Woodstock) forest of light. Fridays and Saturdays starting November 25th from 5pm to 7pm and throughout the holiday season, enjoy the beautiful light show on VINS’ Canopy Walk. Be sure to buy your tickets in advance as they sell out fast!

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BarnArts Holiday Cabaret

Head to the ArtisTree on December 10th at 7:30pm for a festive musical performance at the Festival Cabaret. Check availability and buy tickets here.

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Cookies and Santa

Don’t miss your chance to meet Santa and tell him what’s on your list this year! Sunday 11th December 12:30-1:30pm at Town Hall Theater Cookies and Santa。 ENJOY COOKIES AND OTHER HOLIDAY TREATMENTS AND HAVE A PICTURE OF YOUR LITTLE LOVE IN SANTA’S LAP!

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What’s your favorite annual holiday event in Woodstock, Vermont? Let us know in the comments below.

Disclosure: We may earn affiliate commissions if you purchase items through links on this blog. We only recommend products that we personally recommend. Thanks for your support.



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