When it comes to a picture-perfect New England Christmas, Woodstock, Vermont is hard to beat.
With its snow-dusted streets, historic architecture, and cozy holiday charm, this small town becomes a winter wonderland each December.
From festive inns to charming farms and historic landmarks, Woodstock offers a magical holiday experience for families, couples, and solo travelers alike.
Here’s your ultimate guide to the best Christmas destinations in Woodstock, Vermont.
Woodstock Village Green – Heart of Holiday Cheer
The Woodstock Village Green is the beating heart of the town’s Christmas celebrations.
During December, this historic green is transformed into a festive wonderland, complete with twinkling lights, towering Christmas trees, and a cheerful atmosphere that draws both locals and visitors.
Seasonal events like caroling, holiday markets, and occasional horse-drawn sleigh rides make it the perfect spot to soak in the holiday spirit.
Insider Tip: Visit in the late afternoon when the lights start to twinkle—perfect for cozy winter photos.
- Nearby attractions or towns worth combining with the visit
- Explore nearby South Woodstock for quaint antique shops.
- Food and drink recommendations nearby
- Grab a hot cocoa or latte from Mon Vert Cafe just a short walk from the Green.
The Woodstock Inn & Resort – Cozy Christmas Stays
For those looking to stay in festive comfort, The Woodstock Inn & Resort is a top pick.
This elegant resort goes all out for the holidays with seasonal decorations, sparkling lights, and fireplaces in every room.
Guests can enjoy sleigh rides, gourmet holiday meals, and even a spa day to unwind from winter chills.
Pro Tip: Book early for holiday weekends; the resort fills up quickly during December.
- Nearby attractions or towns worth combining with the visit
- Take a short drive to Quechee Gorge for scenic winter views.
- Food and drink recommendations nearby
- Don’t miss the resort’s tavern for hearty Vermont comfort food and local craft beers.
Billings Farm & Museum – Christmas with a Historic Twist
Step back in time at Billings Farm & Museum, where holiday traditions come alive.
During December, the farm hosts special events featuring historic Christmas decorations, interactive workshops, and friendly farm animals.
Kids can enjoy hands-on experiences like making wreaths or visiting the animals in their winter barns.
The museum’s exhibits also offer a fascinating glimpse into Vermont’s rural heritage.
Insider Tip: Check the event calendar before visiting to catch workshops and special demonstrations.
- Nearby attractions or towns worth combining with the visit
- Combine with a trip to the Marsh-Billings-Rockefeller National Historical Park nearby.
- Food and drink recommendations nearby
- Stop by the farm’s bakery for homemade pies and seasonal pastries.
Sugarbush Farm – A Festive Farm Experience
For a more intimate farm experience, Sugarbush Farm offers a cozy holiday vibe.
Visitors can tour the farm, sample seasonal maple syrup, and even pick up limited-edition Christmas treats.
During December, the farm hosts family-friendly workshops and holiday craft sessions, making it an ideal spot for a festive outing.
Pro Tip: Try their maple syrup hot chocolate—it’s the perfect way to warm up on a snowy day.
- Nearby attractions or towns worth combining with the visit
- Visit Woodstock’s charming downtown shops for unique holiday gifts.
- Food and drink recommendations nearby
- Enjoy farm-fresh cheeses and Vermont cider at the farm store.
Marsh-Billings-Rockefeller National Historical Park – Historic Holiday Charm
This historic park is not just beautiful in the snow; it’s a living piece of Vermont’s history.
During the holiday season, the mansion is decorated with traditional greenery and wreaths, giving visitors a peek into Christmas past.
Special holiday tours, wreath-making classes, and scenic winter walks make it a must-visit destination.
Insider Tip: The walking trails are less crowded in December, offering peaceful winter photography opportunities.
- Nearby attractions or towns worth combining with the visit
- Pair your visit with a short hike around the Ottauquechee River trails.
- Food and drink recommendations nearby
- Enjoy a seasonal lunch at the nearby Woodstock Farmers Market Cafe.
F.H. Gillingham & Sons General Store – Holiday Shopping Delight
No Christmas trip is complete without a stop at F.H. Gillingham & Sons General Store.
This iconic Vermont general store has been serving the community since 1886 and is packed with festive goodies during December.
From unique Vermont gifts to stocking stuffers and handmade crafts, it’s a treasure trove for holiday shoppers.
Pro Tip: Arrive early on weekends to snag limited-edition seasonal items.
- Nearby attractions or towns worth combining with the visit
- Explore the nearby Woodstock Historical Society for local crafts and history.
- Food and drink recommendations nearby
- Try local Vermont fudge and candies available in-store—they make perfect gifts.
First Congregational Church of Woodstock – Traditional Christmas Spirit
The First Congregational Church of Woodstock is a historic gem that captures the true spirit of a Vermont Christmas.
Attend a candlelight service, listen to the choir’s holiday performances, or simply admire the beautifully decorated interior.
The church’s long-standing traditions make it a serene and memorable stop during the festive season.
Insider Tip: Check service times in advance, especially if you want to attend the choir concerts.
- Nearby attractions or towns worth combining with the visit
- Combine with a stroll through Woodstock Village Green to see lights and decorations.
- Food and drink recommendations nearby
- Warm up at a nearby cafe with a spiced cider or Vermont hot chocolate.
Conclusion
Woodstock, Vermont is more than just a town—it’s a Christmas storybook come to life.
With cozy inns, historic landmarks, charming farms, and festive streets, it offers something special for every holiday traveler.
Whether you’re seeking a romantic getaway, a family adventure, or a quiet solo retreat, Woodstock’s winter charm promises memories that last a lifetime.
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