An Unforgettable Winter Getaway in Vermont

Jackson House Inn, Woodstock Vermont

We say it often, but there is no place like the Jackson House Inn in Woodstock, Vermont. There’s a reason our Inn has been rated as one of the best places to stay in Woodstock, Vermont. Add to our already beautiful Inn a soft, powdery white blanket of snow, and you have a getaway some can only dream of. 

Vermont in winter is breathtakingly beautiful, a fact that is particularly true when the setting is the charming village of Woodstock. Wander the streets of downtown and drive through the rural countryside, and you may feel as though you’ve stepped into a Norman Rockwell painting.

Whether your idea of a winter getaway is playing in the snow – be it downhill skiing or snowboarding, cross-country skiing, snowshoeing, or romantic sleigh rides through a winter wonderland – or something more quiet, like a cozy afternoon with a good book, you’ll find our romantic Woodstock, VT Bed and Breakfast is one of the best places to stay in Woodstock, Vermont. 

There are plenty of wonderful things to do in Woodstock, VT this winter, but there’s only one Jackson House Inn. As one of the best places to stay in Woodstock, Vermont, you can expect an elevated and unforgettable getaway. We’re located on several beautiful acres just outside downtown Woodstock, a place where you can rest, relax, and rejuvenate your mind, body, and soul. Surround yourself with the quiet, stark beauty of Vermont in winter, and book a room at our top-rated retreat today! 

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A gorgeous view of Vermont in Winter from the window of the dining room at Jackon House Inn - one of the best places to stay in Woodstock, VT

One of the Best Places to Stay in Woodstock, VT

Though there are many things to do in Woodstock, VT this winter, we think a stay at our Woodstock, VT Bed and Breakfast should be at the top of your list. In fact, given our rating as one of the best places to stay in Woodstock, Vermont, we wouldn’t blame you if that’s all you wanted to do this winter. We offer a relaxed, upscale, and romantic place to escape the busy, fast, and often hectic pace of the holiday season. 

Whether before or after the holidays, a retreat to our Woodstock, VT Bed and Breakfast promises a welcome escape. From the moment you step through our door, you’ll see why we’re considered among the best places to stay in Woodstock, Vermont. Our Inn has been thoughtfully decorated with various antiques and fine furnishings throughout our common areas and guest rooms. As one of the best places to stay in Woodstock, Vermont, you can expect a sophisticated elegance to your accommodations. 

Our Woodstock, VT Bed and Breakfast features several styles of guest rooms to choose from, each thoughtfully decorated with elegant touches throughout and each with high-quality amenities. There are only eleven rooms, though, which means you won’t be surrounded by the big and potentially noisy crowds of larger properties and hotels. At times, it feels as though you have this beautiful retreat to yourself – and that is one of the many reasons we’re considered one of the best places to stay in Woodstock, Vermont. 

Though the building, grounds, and accommodations are all beautiful, what truly sets Jackson House Inn apart as one of the best places to stay in Woodstock, Vermont, is the food experience. Food is a central component of every stay here at our Woodstock, VT Bed and Breakfast – and we take immeasurable pride in it. Our breakfast is a European-style breakfast with a spread that will have your mouth watering at first glance. 

Everything is made from scratch in-house. Daily offerings will change throughout the season for variety and freshness, but options include various meats and cheeses, fresh and dried fruits, granola, yogurt, and assorted pastries. We will also feature seasonal specials like maple, cranberry, and pumpkin bread with cream cheese and nut spread, popovers with strawberry butter, bagels with smoked salmon, capers and red onions, smoked trout blinis with creme fraiche, hard-boiled eggs, and so much more.

Our spread is nothing like a traditional continental breakfast and promises a much more upscale, hearty, and delicious experience, true to the Jackson House Inn. Beyond breakfast, we’re also happy to offer charcuterie plates to enjoy around the property and a broad selection of wine, beer, and spirits from our carefully curated selection. 

Truthfully, we’ve only covered the basics of why Jackson House Inn is one of the best places to stay in Woodstock, Vermont. With unprecedented attention to detail and first-class hospitality, rest assured that your stay with us will be the best getaway of the year. We’d love to treat you to the best of Vermont in winter this year. 

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Visit one of the best places to stay in Woodstock, VT - and enjoy beautiful winter scenery like this in the area - the best of Vermont in Winter

Enjoy the Best of Vermont in Winter

As you wrap yourself in the warm embrace of one of the best places to stay in Woodstock, Vermont, you may not need anything else to enjoy an unforgettable getaway. However, if you prefer to spend at least some of your time out exploring the winter wonderland that lies beyond our property, we have a few suggestions! 

Few things beat a trip to Vermont in winter – especially a town as charming as Woodstock! The quaint Village streets are adorned with lights and decorations, and the shops are brimming with fantastic finds. Savor delicious meals at the best Woodstock, VT restaurants, get outside and play in the snow, and enjoy our winter wonderland like never before. When you’re done, the welcoming atmosphere at one of the top-rated places to stay in Woodstock, Vermont will be waiting!

Get ready to enjoy the best of Vermont in winter with us. We’ve curated a list below of just a few of our favorite ways to enjoy this magical season in Woodstock.

  1. We can’t talk about winter in Vermont without talking about snow sports. There are many ways to enjoy the snow, including skiing at places like Saskadena Six, our closest local mountain, or further afield at Killington Ski Resort and Okemo Ski Resort. You can also enjoy cross-country skiing or snowshoeing at the Woodstock Nordic Center or Marsh-Billings-Rockefeller National Historic Park.
  2. Try some fat tire biking on popular local trails, like the Aqueduct Trails on Mt. Peg, for a slightly different adventure on the snow.
  3. There are also classic, old-fashioned ways to enjoy winter in Vermont, including ice skating at Union Arena or Vail Field rink in Woodstock Village and charming, romantic sleigh rides with our friends at Kedron Valley Stables.
  4. Take in some of the gorgeous scenery that surrounds us each winter in Vermont and take a tour of local covered bridges. There are several of them in the area, including the Middle Covered Bridge in town and the nearby Quechee Bridge.
  5. If you need a way to escape the chill of winter in Vermont, treat yourself to a spa treatment at Woodstock Inn & Resort’s Spa. It’s just down the street from our hotel and offers the right touch of luxury and pampering. 
  6. Alternatively, you can browse local art galleries and shops in downtown Woodstock, VT

Of course, there are myriad ways to enjoy winter in Vermont, and at the end of each day, you can enjoy relaxing at one of the best places to stay in Woodstock, Vermont. Book your room today!

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