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

Search Luxury Hotels in Woodstock

  • 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 Luxury Hotels

This weekend
6 Nov - 8 Nov
Next weekend
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, (338 reviews)
"Amazing stay and great restaurant!"
United States
Ava
The price is ₹11,673
₹12,840 total
includes taxes & fees
10 Nov - 11 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 ₹31,172
₹38,457 total
includes taxes & fees
30 Nov - 1 Dec
Woodstock Inn & Resort
A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.

3. On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.2 out of 10, Wonderful, (1,004 reviews)
"Great place would stay again"
United States
Joseph
The price is ₹15,461
₹18,902 total
includes taxes & fees
29 Nov - 30 Nov
On The River Inn
A living room with a grey sectional sofa, a potted plant, and a radiator.

4. The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (85 reviews)
"Very cute spot, good location and staff is super nice:)"
Canada
Rhea
The price is ₹15,617
₹17,178 total
includes taxes & fees
29 Nov - 30 Nov
The Vesper
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, (1,000 reviews)
"A one of a kind inn with an excellent restaurant, facilities and outstanding service."
United States
John
The price is ₹11,339
₹13,471 total
includes taxes & fees
22 Nov - 23 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 ₹20,919
₹23,011 total
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, (651 reviews)
"Property was clean, staff was available to trouble shoot, amenities room was great!"
United States
Alfred
The price is ₹8,101
₹12,560 total
includes taxes & fees
19 Nov - 20 Nov
Sleep Woodstock Motel
A spacious room with a large bed, a sofa, and a chair, featuring large windows and a view of greenery outside.

8. Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
Woodstock
8.8 out of 10, Excellent, (119 reviews)
"The historic inn is so charming and relaxing. we love the location to town and the staff is so friendly. Luke, the owner, was very nice"
United States
Nhat Thuy
The price is ₹11,074
₹12,181 total
includes taxes & fees
8 Nov - 9 Nov
Lincoln Inn & Gallery
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

Top Woodstock Hotel Reviews

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

8/10 Good
"."
Helena 3-night trip
Posted 9 hours ago
Comfort Inn Rutland - Killington

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.

Explore a world of travel with Expedia