Very Good 597 Reviews
Jetsetter Approved
This Hotel meets our standards
This hotel meets our standards, but we haven't stayed yet

What We Love

  • A cozy riverfront stay in one of Condé Nast Traveler’s Most Beautiful Small Towns in AmericaBeing within walking distance of the first national park in Vermont
  • Wandering around one of Condé Nast Traveler’s Most Beautiful Small Towns in America in 2016
  • Taking in the local art on display, as well as the river view from your room

What To Know

  • Family rooms come with bunk beds for the kids (or kids at heart)
  • There's plenty to see and do in the area, including the Woodstock Farmers' Market, Quechee Gorge State Park, and the Killington Gondola
  • Free WiFi
Bedroom property home living room hardwood cottage bed frame


A scenic retreat in an iconic town, near beautiful countryside and Woodstock's charming downtown

The Lowdown

Escape to the hills and woods of Woodstock, one of Vermont’s most iconic towns. Regardless of when you visit, there’s no denying that this is a spectacular part of the country and that it pairs gorgeously with the traditional New England aesthetic. Built in 1963, The Shire Woodstock is part of the fabric of local culture, and also reflects the majestic, rustic setting. You’ll find works by local artists, as well as rooms with river vistas – and it all comes with a commitment to sustainability that’s been approved by the Vermont Department of Environmental Conservation, in a gesture of respect to surrounding nature.
Pay tribute to nature yourself, by setting out from this Migis Hotel Group getaway and exploring it. Discover the aforementioned Ottauquechee, whether to see the leaves changing in fall, the snow falling in winter or the flowers blooming on the riverbanks in spring and summer. Mount Ascutney is less than an hour away, for prime hiking, with the Suicide Six ski trails less than 15 minutes – and if you’d like a stroll around the Marsh-Billings-Rockefeller Farm Museum, the first national park in Vermont, it’s so close that you can view it from The Shire’s grounds.


Your room is comfortable and modern. It offers a Wi-Fi connection, coffee and tea facilities and a convenient refrigerator – not to mention, a beautiful river view.


The quintessential Vermont village, one of Condé Nast Traveler’s Most Beautiful Small Towns in America in 2016, Woodstock is postcard-perfect as they come, with covered bridges, a river and gorge, a “farm museum” national park and a perfect countryside. Local boutiques, general stores, art galleries and bookstores line the streets, making for lovely scenic strolls. There are also breweries, farms and the Dartmouth College campus nearby, plus the glass-blowing facilities of renowned Simon Pearce.

How to Get There

The Shire Woodstock
46 Pleasant St
Woodstock, VT 05091 United States


4.5 Very Good 597 Reviews
Winter weekend getaway
Reviewed 6 days ago

The Shire is a great location for a winter adventure. Walking distance to Woodstock restaurants/bars, 30 minute drive to Killington, and less than an hour drive to a number of other mountains if you want to bounce around a bit. The staff was very friendly and they offer discounted Killington lift tickets at the front desk if you don't already have a pass. Despite the extreme cold the room stayed nice and warm.

Last Minute reservation
Reviewed 3 weeks ago

Our stay was last minute decision. We had seen this property other times we visited Woodstock, but this was our first stay. We were pleasantly surprised when our room was upgraded. There is no actual lobby here nor is there complimentary breakfast. It is only a short walk to the village center and stores and eateries. This property caters to families and pets so hallways can be noisy.

Walking distance to downtown Woodstock
Reviewed 2 months ago

This hotel is in a great location. Our unit was a bit old, but clean and well kept up. Walls are a bit thin and we could hear the upstairs guests talking and walking around. We had an electric fireplace, but some rooms had gas ones, so be sure to ask for that if it interests you. There is a small market across the street and the hotel is a 10 minute walk to downtown shops and restaurants.

Quant, cozy, and pet friendly!
Reviewed 2 months ago

Absolutely amazed at this sweet little property! Tucked away in a quaint New England historical village, located right on the rivers edge, it might not look as exciting from the street. But the welcoming customer service, the local recommendations, the amenities and provided toiletries, and the warm homey vibe The Shire welcomes you with will exceed any possible expectations you might have!

The property is beautiful - right on the river with a great “postcard” view. Rocking chairs, Adirondack chairs, and picnic tables to relax on rolling grassy (or snow covered for us in November) hills which are also welcoming to dogs with their provided dog stations. The rooms are bright and cozy and clean - nice New England decor with fresh white bed linens, sitting chairs, mini fridge, wall mounted tv, dresser, and closet (iron and hair dryer available). Our pet friendly option welcomed our dog even more than us! Personalized handwritten note to the pup, a cookie, dog bed, and 2 dog bowls! Incredible. Clean bathroom with a nice, natural selection of toiletries which smell great. And the heater got our room toasty rather quickly considering it was chilled when we arrived due to the 24 degree temps outside that evening- heat stayed nice and warm through the night with no issues or noise.

I highly recommend The Shire! It was the perfect little getaway in a nice, quiet New England town. They have thought of all the minor details to make everyone’s stay enjoyable and including the dogs in that fact is above and beyond! (Also pricing was great!!) We are already planning our next trip back!

Home Away from Home
Reviewed 2 months ago

The Shire became our families choice while visiting Woodstock for the past six years. Our parents lived at Woodstock Terrace, a wonderful assisted living facility in Woodstock. All of us were from out-of-town. We spent the past six Christmases, Easters, Thanksgivings and many weekdays, weekends there. The Shire provided us a place to enjoy time together as we tended to the care of our parents. We felt so fortunate to have a place to go to that we could call home. Barbara Sheehan and the staff made us feel like family and willingly took care of our needs.
The rooms with river views were our favorites - beautiful pastoral Vermont lanscape. Accross the street is a supermarket and easy walk into town for restaurants and shopping.