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

Woodstock Hotel Guide - Luxury Hotels in Woodstock, Vermont

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Check availability on Woodstock Luxury Hotels

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov

Our top choices for Woodstock luxury hotels

A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.

1. The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (337 reviews)
"Amazing stay and great restaurant!"
United States
Ava
The price is €121
includes taxes & fees
3 Nov - 4 Nov
The Jackson
A room with a checkered floor, a bench, and a fireplace.

2. Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (628 reviews)
"Absolutely beautiful hotel and property, which is a destination just in and of itself. Very comfortable, great dining options, gorgeous spa, and very walkable, if you decide to wander; Woodstock is a town right out of a Hallmark movie, after all."
United States
Darrah
The price is €364
includes taxes & fees
30 Nov - 1 Dec
Woodstock Inn & Resort
A living room with a grey sectional sofa, a potted plant, and a radiator.

3. The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (84 reviews)
"Room great breakfast fantastic Location a 10"
United States
Keith
The price is €163
includes taxes & fees
10 Nov - 11 Nov
The Vesper
A large estate with a main building surrounded by a well-maintained lawn and a river.

4. On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place would stay again"
United States
Joseph
The price is €179
includes taxes & fees
22 Nov - 23 Nov
On The River Inn
An aerial view of a residential area with houses, a river, and surrounding hills.

5. The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (1,005 reviews)
"A one of a kind inn with an excellent restaurant, facilities and outstanding service."
United States
John
The price is €127
includes taxes & fees
17 Nov - 18 Nov
The Shire Woodstock
A cozy living room with a fireplace, wicker chairs, and a coffee table with snacks.

6. Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (10 reviews)
"Everything was fantastic, my room and the staff."
United States
Laurence
The price is €229
includes taxes & fees
9 Nov - 10 Nov
Deer Brook Inn
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

7. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (648 reviews)
"The room was clean and the self check in was great!"
United States
Karla
The price is €111
includes taxes & fees
11 Nov - 12 Nov
Sleep Woodstock Motel
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.
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Top Woodstock Hotel Reviews

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"A really lovely hotel, clean, comfortable, well appointed, plenty of parking, great breakfast. I wish we could have stayed longer!"
Debra 1-night trip
Posted 6 hours ago
Fireside Inn & Suites West Lebanon

Frequently asked questions

Are you looking for a luxury hotel for your stay in Woodstock?
During your visit, you might want to enjoy the riverfront which Woodstock is known for.
What's the best luxury place to stay in Woodstock?
Woodstock Inn & Resort is a luxury resort with 4 restaurants and 2 bars, and it's a popular choice for Expedia travellers looking for an elegant place to stay.
When can I expect good weather in Woodstock?
Planning for the weather is an important factor for making your trip to Woodstock a success, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Woodstock are March, January, November and February, with each month seeing an average of 38 cm of snowfall.
What's there to see and do in Woodstock?
Enjoy all that Woodstock has to offer when you visit Woodstock Town Hall Theatre, Billings Farm and Museum and Marsh-Billings-Rockefeller National Historical Park. If you have a bit of extra time while you're in the area, you might want to check out Saskadena Six Ski Area and Lakota Lake.