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

Tonight
17 Sept - 18 Sept
Tomorrow
18 Sept - 19 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Woodstock luxury hotels

A room with a checkered floor, a bench, and a fireplace.
A rustic dining area with wooden beams, a chandelier, and a kitchen in the background.
A spacious room with large windows, a fireplace, and comfortable seating areas.
A spacious living room with a grand chandelier, large windows, and a comfortable seating area.

1. Woodstock Inn & Resort

Woodstock Inn & Resort
Woodstock
  • Elegant alpine retreat features luxurious spa treatments, 4 upscale restaurants, and scenic surroundings in the heart of Woodstock.
€704
includes taxes & fees
20 Sept - 21 Sept
Woodstock Inn & Resort
A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.
A two-story house with a porch, American flags, and a well-maintained garden.
A well-maintained lawn with a central garden area, a brick building, and a view of a forested hill.
A cozy room with a wooden bench, a chair, and a sofa. There are large windows with wooden frames and a chandelier hanging from the ceiling.

2. The Jackson

The Jackson
West Woodstock
€321
includes taxes & fees
20 Sept - 21 Sept
The Jackson
A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.
A kitchen with white tiled backsplash, wooden crates, and hanging pendant lights.
A two-story house with a snow-covered roof and a front porch.
A spacious living room with a large American flag, a fireplace, and a chandelier.

3. On The River Inn

On The River Inn
West Woodstock
  • Woodstock retreat blends riverside luxury with alpine elegance, offering fireplaces, hot tubs, and fine dining.
€325
includes taxes & fees
20 Sept - 21 Sept
On The River Inn
A hotel lobby with a fireplace, seating areas, and large arched windows.
A conference room with a fireplace, large windows, and a view of the outdoors.
A brick building with a covered entrance labeled 'HANOVER INN.'
A spacious living room with a high ceiling, a fireplace, and a large dining table.

4. Hanover Inn Dartmouth

Hanover Inn Dartmouth
Hanover
  • Ivy League luxury steps from Dartmouth College, where collegiate charm meets upscale comfort and fine dining.
€347
includes taxes & fees
18 Oct - 19 Oct
Hanover Inn Dartmouth
A rustic dining area with wooden beams, tables, chairs, and a fireplace.
A large, multi-story building with a symmetrical facade, multiple chimneys, and a well-maintained garden with evergreen trees.
A living room with a sofa, ottoman, armchair, and a television on a stand.
An outdoor event space with tables set for dining, surrounded by a covered area with a transparent roof.

5. The Inn at Weathersfield

The Inn at Weathersfield
Perkinsville
€263
includes taxes & fees
20 Sept - 21 Sept
The Inn at Weathersfield
View all properties

Top Woodstock Hotel Reviews

Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"Very comfortable room. Friendly staff. Great breakfast. Beautiful area and close to everything! Was a perfect getaway"
Jennifer 3-night trip
Posted 6 hours ago
Align Inn Vermont
On The River Inn

On The River Inn

8/10 Good
"Housekeeping was a bit lax. No tissues and only one hand towel. The rest of the Inn was great!"
Marion 1-night trip
Posted 9 hours ago
On The River Inn
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

8/10 Good
"It was nice, a little northwoods retro. A little sus at 1st glance bc of its location. Front desk personnel were kind enough, could be a bit more welcoming, energetic. I had dinner at the bar since there were very few people in dining room. Bartender was kind and attentive. Food was good. However, the morning breakfast buffet was a bit lacking, coffee was meh, as was any real sign of service. On an other note, the doors /walls are very thin. The couple in the next room, besides arguing loudly with expletives, played the tv as loud... and in the middle of the night, I guess they decided to... "make up" ;-/... again... loudly. Overall, would probably stay there again, maybe on top floor and would bring ear plugs just in case. I'd opt to go out for nice breakfast."
DAVID 1-night trip
Posted 15 hours ago
Fireside Inn & Suites West Lebanon
The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Stay was great, they have bike lockers to keep bikes at night super close to Killington lifts"
Christopher 1-night trip
Posted 16 hours ago
The Mountain Inn at Killington
Sleep Woodstock Motel

Sleep Woodstock Motel

10/10 Excellent
"Convenient check in/out. Super clean room with very useful amenities! Hosts were communicative and helpful. Short drive into downtown Woodstock. Great stay!"
Kimberly 1-night trip
Posted 2 days ago
Sleep Woodstock Motel
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

8/10 Good
"Stayed here because of the hot tub!!! Love that it was open until 11pm but wished it was open by like 8 am so we could have used it before we started our day !!"
Angie 2-night trip
Posted 3 days ago
Killington Mountain Lodge, Tapestry Collection by Hilton
Hotel Coolidge

Hotel Coolidge

10/10 Excellent
"Great historic hotel with nice and helpful staff in the middle of town."
Elizabeth 3-night trip
Posted 4 days ago
Hotel Coolidge

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.