Discover the Best Couples Getaway in Vermont!

Jackson House Inn, Woodstock Vermont

When choosing a destination for your upcoming Vermont couples getaway, there are no towns more charming or inviting than Woodstock – and once there, you’ll find no finer accommodations than one of the most elegant Woodstock Vermont hotels, the Jackson House Inn. As we ease into a new year, it’s exciting to think about our plans ahead – where we might go and what we might do. We hope some of that planning includes a romantic Vermont couples getaway at our elevated Inn. 

Woodstock has long been a coveted destination for couples in New England, and it’s easy to see why. The village imbues such charm no matter the season. It’s filled with independently owned shops, many of which have been here for generations and reflect the independent character of Vermont. There are fantastic Woodstock VT restaurants for romantic dinners with your sweetheart, a great range of art galleries and maker spaces to visit, and, of course, stunning natural beauty and plenty of places to enjoy, like the Billings-Marsh-Rockefeller National Historical Park

With all the great things to do in Woodstock, VT, you’ll have no trouble planning a memorable Vermont couples getaway. Just leave yourself plenty of time to relax and unplug in a way you can only do in the rural paradise of Vermont. For a perfectly unplugged and elevated getaway with just the right mix of contemporary, cozy, and sophisticated touches, don’t miss the chance to stay at Jackson House Inn, one of the leading Woodstock Vermont hotels.

We truly offer the best of the best. From a gourmet breakfast in our sundrenched dining room to relaxed evenings with a drink by the fire pit, we offer the perfect escape for your Vermont couples getaway. Don’t miss your chance to enjoy one of the best Woodstock Vermont hotels. Book your couples getaway today! 

Woodstock VT Hotel & Bed and Breakfast Lodging Options from Jackson House Inn
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A senior couple sitting on a bench enjoying a Vemront Couples getaway while staying at one of the best Woodstock Vermont hotels

The Best Vermont Couples Getaway

With a brand new year on the horizon, there is no better time to whisk your sweetheart off for a Vermont couples getaway. Whether you visit now when this charming village is covered in a sparkling layer of snow or later when fall foliage reaches its peak, you’ll discover what we already know: Woodstock, Vermont, is the best place for a couple’s getaway in New England. That’s especially true when you pair your getaway with a stay at the most elegant of Woodstock Vermont Hotels

Couples retreat to our hotel to celebrate anniversaries, birthdays, babymoons, honeymoons, and any other special occasion – and even just to relax! There are plenty of things at our hotel that make us an exceptional Vermont couples getaway, but it starts with our long-standing tradition of excellence. The Jackson House Inn has built a reputation for classically elegant yet casually sophisticated atmosphere over its decades in business, and that’s a tradition we’re proud to carry forward for all who visit us. 

Our Woodstock, VT hotel is located just outside downtown Woodstock, nestled on a scenic parcel of land in the rural countryside. Here, it’s all about escaping the busy crowds and enjoying the peaceful moments only an elevated property like ours can provide. As you arrive for your Vermont couples getaway, you’ll immediately be transported to another time and place. Stepping inside the Jackson House Inn, you’ll be greeted by a friendly hotel and treated to impeccable hospitality, and you’ll find yourself surrounded by museum-quality art and timeless antique furnishings. The ambiance sets the perfect stage for your romantic weekend away. 

Unlike larger Woodstock Vermont hotels, we offer a small selection of guest rooms, which allows us to keep the environment tranquil and inviting. Each room is decorated with its own unique flair, but all are classic and contemporary and outfitted with all the modern amenities you crave during your Vermont couples getaway. You’ll find local bath products from Whisper Hill Bath & Body in each room, luxury Frette linens with Anichini coverlets and decorative pillows, plush robes, and so much more. 

Beyond your guest room, you’ll enjoy plenty of common areas at the Inn, including our beautiful tavern, where we’ll happily make you a cocktail or pour you a glass of wine or beer. We have a fantastic selection! Outside, you’ll find three acres of paradise to enjoy throughout your Vermont couples getaway. Our grounds include gorgeous, landscaped gardens with a firepit and several private seating areas, a trout pond with seating and a dock, a trickling stream, and so much more. It’s a great place to take a leisurely stroll or relax in style with a delicious drink in hand – perks not offered by any other Woodstock Vermont hotels! 

In the morning, you’ll have the chance to enjoy a signature experience at the Jackson House Inn – a sensational multi-course breakfast. Serving you breakfast is such a simple act, but it’s one that is impactful not just because it’s delicious but also because it’s a real treat having someone take care of you in this simple way. We delight in the opportunity to craft breakfast for our guests and pride ourselves on the spread of local, freshly made dishes presented to you each morning. We’ll do all the work while you sit back and enjoy the perfect Vermont Couples getaway! 

Woodstock VT Hotel & Bed and Breakfast Lodging Options from Jackson House Inn
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One of the guest rooms at one of the best Woodstock Vermont Hotels - a great place for a romantic Vermont couples getaway

Best Things to Do in Woodstock VT for Couples

We’ve painted a pretty wonderful picture of what it’s like to spend your Vermont couples getaway at the Jackson House Inn. The experience is so delightful that most couples who visit us decide to forgo their busy plans and spend more time relaxing in our curated paradise. 

However, as delightful as our lodging experience is, there are plenty of wonderful things to do in Woodstock, VT for couples, all of which will perfectly complement your time at our hotel. We’ve listed a few of our favorite things to do in Woodstock VT for couples below! 

  1. No matter the time of year, we always love to walk (or snowshoe!) the trails at the Billings-Marsh-Rockefeller National Historical Park. The landscapes are beautiful, and the story of stewardship of this protected land is inspiring. 
  2. One of our favorite things to do in Woodstock VT for couples is enjoy a romantic dinner. There are plenty of great restaurants, but favorites are The Prince & the Pauper or the Lincoln Inn & Restaurant.
  3. For a truly unique experience, head to nearby Quechee and enjoy lunch at the Simon Pearce Glass flagship store. You’ll sit overlooking the beautiful Ottauquechee River but also have a front-row seat to the glassblowing studio. When you’re done, don’t miss the chance to shop for exquisite gifts. 
  4. Speaking of great local makers, how about you have some hands-on fun with one of Vermont’s other famous makers? Participate in one of the private pottery workshops at Farmhouse Pottery in Woodstock! This is definitely one of the more unique things to do in Woodstock VT for couples!
  5. Spend some time browsing the shops in downtown Woodstock. You won’t be disappointed. 
  6. Add something indulgent to your Vermont couples getaway and enjoy a spa treatment at the Spa at Woodstock Inn & Resort. 

Of course, there are so many more things to do in Woodstock VT for couples, but for now, we’ll just invite you into one of the most charming Woodstock Vermont hotels and let you explore the rest. Book your room today!

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