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

4 Star Hotels in Woodstock, Vermont

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Check availability on Woodstock 4 Star Hotels

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Woodstock 4-star hotels

A room with a checkered floor, a bench, and a fireplace.
A large, white building with a symmetrical facade, multiple windows, and a central entrance with steps.
A rustic dining area with wooden beams, a chandelier, and a kitchen in the background.
A spacious living room with a grand chandelier, large windows, and a comfortable seating area.

1. Woodstock Inn & Resort

Woodstock Inn & Resort
Woodstock
United States
Ann
€453
includes taxes & fees
10 Nov - 11 Nov
Woodstock Inn & Resort
A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.
A well-maintained lawn with a central garden area, a brick building, and a view of a forested hill.
A bedroom with a large window, a bed, a chair, and a lamp.
A two-story house with a porch, American flags, and a well-maintained garden.

2. The Jackson

The Jackson
West Woodstock
United States
Ava
€121
includes taxes & fees
3 Nov - 4 Nov
The Jackson
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 conference room with a fireplace, large windows, and a view of the outdoors.
A brick building with a covered entrance labeled 'HANOVER INN.'

3. Hanover Inn Dartmouth

Hanover Inn Dartmouth
Hanover
United States
Laly
€302
includes taxes & fees
1 Nov - 2 Nov
Hanover Inn Dartmouth
A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.
A two-story house with a snow-covered roof and a front porch.
A two-story house with a balcony, surrounded by lush greenery and a pond.
A spacious living room with a large American flag, a fireplace, and a chandelier.

4. On The River Inn

On The River Inn
West Woodstock
United States
SARAH
€181
includes taxes & fees
2 Nov - 3 Nov
On The River Inn
A rustic dining area with wooden beams, tables, chairs, and a fireplace.
A bedroom with a large bed, a bedside table, a lamp, and a view of the outdoors through a sliding door.
A living room with a sofa, ottoman, armchair, and a television on a stand.
A large, multi-story building with a symmetrical facade, multiple chimneys, and a well-maintained garden with evergreen trees.

5. The Inn at Weathersfield

The Inn at Weathersfield
Perkinsville
United States
Dorrie
€253
includes taxes & fees
5 Nov - 6 Nov
The Inn at Weathersfield
A multi-story residential building with a central courtyard.
A living room with a high arched window, a fireplace, a television, and a bookshelf.
A private property entrance with a sign indicating it is for residents and guests only, with a speed limit sign of 15 mph.
An indoor swimming pool with clear water, surrounded by green chairs and large windows offering views of trees.

6. Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property
Clock Tower Base Area
United States
Kathia
Winterplace at Okemo, A Vail Resorts Property
A large, multi-story building with a symmetrical facade, surrounded by a well-maintained lawn and wildflowers.
A dining area with a long wooden table, wooden chairs, and a decorative centerpiece.
A kitchen with wooden cabinets, a stainless steel refrigerator, a large island with stools, and a window with decorative curtains.
A dining area with a wooden table, chairs, and a chandelier. There is a window with blinds, a plant, and a view of the outside.

7. Solitude Village at Okemo by Vail Resorts

Solitude Village at Okemo by Vail Resorts
Clock Tower Base Area
United States
DIEN
Solitude Village at Okemo by Vail Resorts
A man serving drinks at an outdoor table with a white tablecloth, surrounded by guests.
A large, two-story house with a snow-covered roof and a porch with string lights.
A room with a fireplace, a table with a teapot and cup, and a mirror above the fireplace.
A bar area with a wooden counter, various bottles, glasses, and a menu.

8. The Village Inn of Woodstock

The Village Inn of Woodstock
Woodstock
United States
Sam
The Village Inn of Woodstock
A white building with green shutters, a brick chimney, and a picket fence.
A bedroom with a wooden ceiling, a large bed, a rocking chair, and a sofa.
A wooden table with a stack of magazines and a vase with pink flowers.
Two wooden chairs with red cushions on a porch with a striped rug, a small wooden table, and a view of trees and a white fence in the background.

9. The Woodstocker B&B

The Woodstocker B&B
Woodstock
United States
Kavina
The Woodstocker B&B
A restaurant with a high ceiling and skylights, featuring a bar area with stools and a seating area with tables and chairs.
An indoor swimming pool with a hot tub, steps leading to the pool, and a reception area with chairs.
A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a dining area with a chandelier.
A modern living room with a sofa, coffee table, and fireplace.

10. Mountain Green Resort

Mountain Green Resort
Killington
United States
Jing
Mountain Green Resort
A large, multi-story house with a symmetrical roofline, a central staircase, and a well-maintained lawn.
A patio with a table and chairs, a screen door, and a view of a grassy area with trees.
An aerial view of a residential property with a tennis court, swimming pool, and multiple houses.
A swimming pool with lounge chairs and tables, surrounded by trees and a stone wall.

11. Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!

Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
Cavendish
United States
Nipa
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
Interior
A living room with a grey sofa, a grey armchair, and a coffee table. There is a wooden clock on the wall and a framed picture on the wall.
Interior
A two-story house with a front porch, a driveway, and a snow-covered yard.

12. Bright Condo w/ Community Perks: Near Ski Quechee!

Bright Condo w/ Community Perks: Near Ski Quechee!
Quechee
United States
James
Bright Condo w/ Community Perks: Near Ski Quechee!
Two inflatable rafts on a rocky riverbank with a clear blue sky and mountains in the background.
A bedroom with a large window offering a view of trees and a forest.
A wooden cabin with a deck, outdoor seating, and large windows.
A cozy living room with a black leather sofa, wooden flooring, and a kitchen in the background.

13. Eagle Ridge Treehouse

Eagle Ridge Treehouse
Stockbridge
Eagle Ridge Treehouse
A lodge with a dock, a pond, and a grassy area.
A modern house with a covered porch, large windows, and a stone pathway.
A living room with a brown leather sofa, patterned cushions, a wooden coffee table, and a lamp. There are framed posters on the wall and a staircase leading to an upper level.
A spacious living room with a fireplace, a television, and a kitchen in the background.

14. Killington Condo w/ Spa ~ 3 Miles to Ski Resort!

Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
The Woods
United States
Craig
Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
A spacious loft-style living area with a high ceiling, exposed wooden beams, and large windows offering a view of the outdoors.
A modern, A-frame lodge with a stone exterior, large windows, and a covered front porch.
An outdoor seating area with a long wooden table and benches, illuminated by string lights forming a triangular pattern.
A wooden play structure and a charging station with cables, set against a snowy background.

15. The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home

The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home
Killington
The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home
A modern kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.
A white building with a red door and a sign above it that reads "LUDLOW - 1761".
A spacious living room with a brown leather sofa, a white armchair, and a coffee table with a vase of flowers. A flat-screen TV is mounted on the wall, and there are large windows providing natural light.
A bathroom with a wooden vanity, a large mirror, a wooden bowl sink, and toiletries on the counter.

16. All-season Ludlow Apartment: 3 Mi to Okemo Resort!

All-season Ludlow Apartment: 3 Mi to Okemo Resort!
Ludlow
All-season Ludlow Apartment: 3 Mi to Okemo Resort!
A spacious loft-style living area with a high ceiling, exposed wooden beams, and large windows offering a view of the outdoors.
A wooden play structure and a charging station with cables, set against a snowy background.
A modern living room with a stone wall, a fireplace, a mounted deer head, and a cozy seating area.
An outdoor seating area with a long wooden table and benches, illuminated by string lights forming a triangular pattern.

17. The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home

The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
Killington
The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
A spacious loft-style living area with a high ceiling, exposed wooden beams, and large windows offering a view of the outdoors.
A modern living room with a stone wall, a fireplace, a mounted deer head, and a cozy seating area.
An outdoor seating area with a long wooden table and benches, illuminated by string lights forming a triangular pattern.
A modern loft-style interior with a herringbone-patterned wooden floor, a yellow sofa, a bar area with stools, and a stone accent wall.

18. The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room

The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
Killington
The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
A spacious loft-style living area with a high ceiling, exposed wooden beams, and large windows offering a view of the outdoors.
A wooden play structure and a charging station with cables, set against a snowy background.
An outdoor seating area with a long wooden table and benches, illuminated by string lights forming a triangular pattern.
A modern, A-frame lodge with a stone exterior, large windows, and a covered front porch.

19. The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home

The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
Killington
The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
A parking lot with a building in the background, surrounded by greenery and mountains.
A wooden cabin with a snow-covered roof and a visible door.
A spacious kitchen with wooden cabinets, a stainless steel refrigerator, and a large island.
A staircase with wooden railings leading to a bedroom with a bed and a window.

20. 1 Mi to Killington Resort: Townhome w/ Dry Sauna!

1 Mi to Killington Resort: Townhome w/ Dry Sauna!
Killington
1 Mi to Killington Resort: Townhome w/ Dry Sauna!
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Learn more about Woodstock

Covered bridges and maple syrup farms dot the landscape around this quintessential New England village with its picture-perfect town green. Visit Billings Farm to see Vermont dairy traditions, then browse local artisan shops before hiking nearby Mount Tom for valley views.

See all hotels in Woodstock
A wooden covered bridge with a sign reading 'Slippery When Wet' and a sign above the entrance that says 'Michael's Bridge.'

Top Woodstock Hotel Reviews

On The River Inn

On The River Inn

10/10 Excellent
"Karen at the front desk was absolutely delightful. She saw me struggling with my dog and bags, and helped me to my room. Dan on the housekeeping was so nice. We saw him almost every day. The hotel is incredibly pet friendly. It's so convenient to walk out of your room directly onto the rear lawn, and down toward the river. I had a nice chat with the lady who lives across the river. She also has a dog. The drive to downtown was just a few minutes. I highly recommend the farmer's market (you pass it on the way to downtown Woodstock). The room was very clean. The sink and bathroom door could use some updates, but other than that it was lovely. I would definitely return again with my pup."
VS 4-night trip
Posted 7 days ago
On The River Inn

Frequently asked questions

What are the best 4-star hotels in Woodstock?
Kick back in 4-star hotel comfort at Woodstock Inn & Resort. Rated highly by many of our guests, it offers beauty services and concierge services. Also check out 506 On the River Inn. A sauna and a terrace help make this escape another sought-after choice in Woodstock.
How much does it cost to stay in a 4-star hotel in Woodstock?
With Expedia's filter tool, scoring a fabulous deal on a 4-star hotel in Woodstock just got easier. Start by entering your chosen travel dates and length of your trip. Then sort the results by price and pick the option that best fits your style and budget.
  • Search for the lowest price from €121
What's the difference between 5-star and 4-star hotels in Woodstock?
Treat yourself to luxury living during your Woodstock escape by checking in to a 4-star hotel. As well as featuring upscale accommodation, these properties are typically packed with amenities, including bathrobes, large beds and plenty more. A 5-star hotel will go the extra mile to make your trip an even more indulgent and special one. Round-the-clock concierge assistance, on-site spas and gourmet dining are a few of the exclusive services and conveniences you'll likely have access to.

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