Find Boutique Hotels in Woodstock, VT

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 availability on Woodstock Boutique Hotels

Tonight
22 Nov - 23 Nov
Tomorrow
23 Nov - 24 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

Top Woodstock Boutique Hotels

No exact matches found, but these alternatives could be just right

Recommended hotels in Woodstock

Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout drapes
Sleep Woodstock Motel

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (542)
"Clean, friendly, easy check in, welcoming accommodations. Can’t wait to come back"
United States
David
The price is AED 304
AED 496 total
includes taxes & fees
23 Nov - 24 Nov
Sleep Woodstock Motel
Front of property
The Jackson

The Jackson

4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (251)
"Very cute inn, the restaurant was a plus. Had a great dinner there and def will come back. "
United States
Jaunita
The Jackson
Property grounds
The Shire Woodstock

The Shire Woodstock

3.0 star property
Woodstock
8.8 out of 10, Excellent, (885)
"Upon entering the hotel, the lobby is gorgeous with 2 fireplaces. Staff was super friendly and the free breakfast was a bonus. The room was spotless and has a fireplace in the room. My wife and I loved this place and will definitely go back. "
United States
Vincent
The price is AED 392
AED 457 total
includes taxes & fees
30 Nov - 1 Dec
The Shire Woodstock
Terrace/patio
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1006)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is AED 870
AED 1,092 total
includes taxes & fees
5 Dec - 6 Dec
On The River Inn
Front of property
Stay At Jimmy's

Stay At Jimmy's

3.0 star property
Woodstock
10.0 out of 10, Exceptional, (46)
"Very cool vibe at this very comfortable B&B. Hosts were very friendly and responsive. Would definitely stay here again!"
United States
Thomas
The price is AED 915
AED 1,006 total
includes taxes & fees
23 Nov - 24 Nov
Stay At Jimmy's
Economy Room | 1 bedroom, individually decorated, individually furnished, free WiFi
The Vesper

The Vesper

3.0 star property
Woodstock
9.2 out of 10, Wonderful, (45)
"Cute B&B, great location! Easy walk to coffee house and downtown area. We really enjoyed our stay!"
United States
Roger
The price is AED 565
AED 621 total
includes taxes & fees
27 Nov - 28 Nov
The Vesper
Interior
Lincoln Inn & Gallery

Lincoln Inn & Gallery

2.0 star property
West Woodstock
8.6 out of 10, Excellent, (57)
"A very pleasant VT stay at a reasonable price."
United States
Sean
The price is AED 612
AED 673 total
includes taxes & fees
30 Nov - 1 Dec
Lincoln Inn & Gallery
Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 star property
Woodstock
9.2 out of 10, Wonderful, (551)
"Highly recommend stay here"
United States
Margie
The price is AED 1,208
AED 1,491 total
includes taxes & fees
30 Nov - 1 Dec
Woodstock Inn & Resort
Front of property - evening/night
Woodbridge Inn

Woodbridge Inn

3.0 star property
Woodstock
9.6 out of 10, Exceptional, (66)
"Staff was very friendly and welcoming "
United States
Michael
The price is AED 1,634
AED 1,798 total
includes taxes & fees
11 Dec - 12 Dec
Woodbridge Inn
Interior
A charming 1820's farmhouse

A charming 1820's farmhouse

Woodstock
10.0 out of 10, Exceptional, (29)
"Excellent accommodations! One of the best VRBO’s I’ve ever stayed in. There were 5 women traveling together for a long weekend and Carmen’s place was just the ticket with our own bedrooms and en suite bathrooms. We had the entire place to ourselves and felt very spoiled."
United States
kelly f.
The price is AED 3,320
AED 5,379 total
includes taxes & fees
6 Dec - 7 Dec
A charming 1820's farmhouse
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now

Top Woodstock Hotel Reviews

On The River Inn

On The River Inn

10/10 Excellent
"Hands down one of the best places I have ever stayed. Beautiful view, great room and very cozy no matter where you were in the inn."
Harvey 1-night trip
Posted 3 days ago
On The River Inn

Explore a world of travel with Expedia

Frequently asked questions

What's there to see and do in Woodstock?
The shopping, historic landmarks, and riverfront are just some of the things to enjoy while you're in the area. Experience the cultural highlights around Woodstock with a visit to Woodstock Town Hall Theatre, Billings Farm and Museum, and Montshire Museum of Science. You might also like to explore more of the area and take in additional sights like VINS Nature Center, Marsh-Billings-Rockefeller National Historical Park, and American Precision Museum while you're here.
What kind of weather should I plan for when I travel to Woodstock?
Getting an idea of what to expect from the weather in Woodstock is important when you plan your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Woodstock are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.
What's the best way to get to my boutique hotel in Woodstock?
You have a few options for transportation to and around Woodstock. The nearest major airport is Lebanon, NH (LEB-Lebanon Municipal), which is located 10.5 mi (16.9 km) from the heart of the city. If you'd like to explore around the area, you may want to rent a car for your trip.