Woodstock, VT Guest Houses from ₩159,446

A red convertible car parked in front of a brick house with black shutters and a white picket fence.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Woodstock guest houses

A spacious room with a large bed, a sofa, and a chair, featuring large windows and a view of greenery outside.

1. Lincoln Inn & Gallery

Woodstock

Ingrid

₩276,726 total

includes taxes & fees

Oct 22 - Oct 23

2. Killington Haus

Killington

Ivan

₩159,446 total

includes taxes & fees

Oct 22 - Oct 23

A spacious living room with a stone fireplace, wooden furniture, and a large potted plant.

3. The Trailside Inn

North Sherburne

Marc

₩267,794 total

includes taxes & fees

Oct 27 - Oct 28

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Woodstock Hotel Reviews

Align Inn Vermont

10/10 Excellent

"Inn & staff were lovely… room was clean & bed very comfortable. We arrived early & staff got us in our room quickly. Gave us ideas for a nice walk while we waited. Only improvement could be breakfast. Cooked oatmeal with toppings instead of packaged instant would be nice. Actual maple syrup for waffles would be good instead of flavored corn syrup."

Woodstock Inn & Resort

8/10 Good

"Enjoyed staying at the Woodstock Inn. Great location, anything you want to see in the town of Woodstock, plus a number of great hiking trails, are walking distance. The in hotel restaurants, Red Rooster and Richardson's Tavern, are outstanding. No charge valet or easy self-parking available. The lobby is a great place to hang out, it has a great oversized fireplace and afternoons between 400 - 500 coffee and tea are available in the lobby for guests. By the entrance to the Red Rooster, there is also a basket of locally grown apples available anytime. There is a game room off the lobby, which is also a great place to go. The guest room was really comfortable, especially the mattress. So why a four star rating and not five? The in room thermostats are restricted so that a guest cannot set the fan to continuous run. This is to be expected at a lower end Marriott, but not a hotel at this price point. If you like white noise while sleeping, or don't like the HVAC cycling off and on, this is a problem. I did ask the front desk and got a response about environmental responsibility and energy conservation. For $1,300 a night plus a resort fee, a guest should be able to run the HVAC whenever they want. The lobby furniture cushions are worn and the cushions sink at a level I would compare them to college dormitory furniture. A lot of day trippers who aren't hotel guests come into the lobby, which greatly contributes to the wear. Still a great place to stay."

Mountain Meadows Lodge

10/10 Excellent

"This was by far one of the best stays my husband and I have ever had! The lodge was full of amenities and the atmosphere was cozy and relaxing. The staff were extremely helpful and attentive and we really enjoyed the breakfast each morning, especially the scones! We would absolutely return again."