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 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 kitchen with white tiled backsplash, wooden crates, and hanging pendant lights.
A spacious living room with a large American flag, a fireplace, and a chandelier.

1. 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 room with a checkered floor, a bench, and a fireplace.
A spacious living room with a grand chandelier, large windows, and a comfortable seating area.
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.

2. 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 bedroom with a large window, a bed, a chair, and a lamp.
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.

3. The Jackson

The Jackson
West Woodstock
United States
Ava
€121
includes taxes & fees
3 Nov - 4 Nov
The Jackson
An aerial view of a residential area with houses, a river, and surrounding hills.
An outdoor setting with a table and chairs, a small pond, and a wooden board game.
Room
A two-story building with a central entrance, a small porch, and a driveway leading to a parking area.

4. The Shire Woodstock

The Shire Woodstock
Woodstock
United States
Francisco
€146
includes taxes & fees
9 Nov - 10 Nov
The Shire Woodstock
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.
A row of cabins with a river in the foreground, surrounded by trees and a snowy landscape.
A red car parked at a charging station in front of a building with a 'OPEN' sign.
A hotel room with two beds, a desk, and a chair. The room has a wooden floor and red walls with framed pictures.

5. Sleep Woodstock Motel

Sleep Woodstock Motel
Woodstock
United States
Kelly
€98
includes taxes & fees
27 Oct - 28 Oct
Sleep Woodstock Motel
A cozy living room with a fireplace, wicker chairs, and a coffee table with snacks.
A living room with a beige sofa, a wooden coffee table, and a fireplace. There are framed pictures on the walls and a lamp on a side table.
A room with a wooden desk, a lamp, and two leather sofas with patterned cushions.
A wooden deck with a hot tub, a wooden chair, and a broom leaning against the wall.

6. Deer Brook Inn

Deer Brook Inn
Woodstock
United States
Laurence
€229
includes taxes & fees
2 Nov - 3 Nov
Deer Brook Inn
A spacious room with a large bed, a sofa, and a chair, featuring large windows and a view of greenery outside.
A river with rocks, a bridge, and trees.
A living room with a green wall, two windows, a beige sofa, a floral rug, and a black armchair.
A grassy field with a wooden pergola and trees in the background.

7. Lincoln Inn & Gallery

Lincoln Inn & Gallery
Woodstock
United States
Ingrid
€186
includes taxes & fees
25 Oct - 26 Oct
Lincoln Inn & Gallery
A living room with a grey sectional sofa, a potted plant, and a radiator.
A dining area with a white table, two white chairs, a small vase with flowers, and a framed artwork on the wall.
A neatly made bed with a white duvet, two bedside tables with lamps, and a decorative plate on the wall.
A sign for The Vesper Bed and Breakfast with a large 'V' logo, a brick building with blue trim, and a garden with various plants and pumpkins.

8. The Vesper

The Vesper
Woodstock
United States
Keith
€163
includes taxes & fees
10 Nov - 11 Nov
The Vesper
A house with a red roof, a porch with white railings, and a blue door.
A cozy living room with a Christmas tree, a sofa, a coffee table, and a fireplace.
A wooden dining table with a woven tray, a vase with dried flowers, a small potted plant, and two candles.
A white building with black shutters, a number '5763' above the entrance, and a porch with white railings and potted plants.

9. Woodbridge Inn

Woodbridge Inn
Woodstock
United States
Michelle
€486
includes taxes & fees
20 Oct - 21 Oct
Woodbridge Inn
A row of cabins with a snow-covered ground and trees in the background.
A dining area with a round table, two wooden chairs, a bench, and a chandelier.
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.
A bright bedroom with one king bed, crisp white linens, and a convenient in-room kitchenette.

10. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
€210
includes taxes & fees
27 Oct - 28 Oct
Sleep Woodstock - Dog Friendly King Suite
A modern fitness center with exercise equipment, mirrors, and a reception area.
A room with a 'RELAX' sign, a black leather sofa, and a patterned floor.
A modern interior with a black wall-mounted sign reading "HANGOUT".
A two-story building with a porch, a sign reading "STAY AT JIMMY'S", and a pathway leading to it.

11. Stay At Jimmy's

Stay At Jimmy's
Woodstock
United States
Jeanne
€295
includes taxes & fees
29 Oct - 30 Oct
Stay At Jimmy's
A man serving drinks at an outdoor table with a white tablecloth, surrounded by guests.
A bar area with a wooden counter, various bottles, glasses, and a menu.
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.

12. The Village Inn of Woodstock

The Village Inn of Woodstock
Woodstock
United States
Sam
The Village Inn of Woodstock
A row of cabins with a snow-covered ground and trees in the background.
A dining area with a round table, two wooden chairs, a bench, and a chandelier.
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.
A red car parked at an electric charging station.

13. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
€161
includes taxes & fees
9 Nov - 10 Nov
Sleep Woodstock - Dog Friendly King Suite
A drawer with various food items, including jars of condiments and a bottle opener.
A red car parked at an electric charging station.
A dining area with a round table, two wooden chairs, a bench, and a chandelier.
A row of cabins with a snow-covered ground and trees in the background.

14. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
United States
David M.
€176
includes taxes & fees
27 Oct - 28 Oct
Sleep Woodstock - Dog Friendly King Suite
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 building with green shutters and flower boxes filled with various 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.

15. The Woodstocker B&B

The Woodstocker B&B
Woodstock
United States
Kavina
The Woodstocker B&B
A covered outdoor dining area with metal chairs and a table, surrounded by white columns and glass doors.
A large, multi-story building with a grand entrance, featuring a central staircase and a symmetrical facade.
A four-poster bed with a wooden frame, a bedside table with a lamp, a chair with a cushion, and a small table with a bottle and glasses.
An outdoor patio with tables and chairs, umbrellas, and a wooden deck.

16. Woodstock Inn and Resort

Woodstock Inn and Resort
Woodstock
Woodstock Inn and Resort
A row of cabins with a snow-covered ground and trees in the background.
A dining area with a round table, two wooden chairs, a bench, and a chandelier.
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.
A red car parked at an electric charging station.

17. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
United States
James
Sleep Woodstock - Dog Friendly King Suite
A row of cabins with a snow-covered ground and trees in the background.
A compact hotel room with a kitchenette, a bed, a dining area, and a wall with framed pictures.
A dining area with a round table, two wooden chairs, a bench, and a chandelier.
A red car parked at a charging station in front of a building with a 'OPEN' sign.

18. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
€210
includes taxes & fees
27 Oct - 28 Oct
Sleep Woodstock - Dog Friendly King Suite
A row of cabins with a snow-covered ground and trees in the background.
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.
A red car parked at an electric charging station.
A bright bedroom with two full sized beds, crisp white linens, and a convenient in-room kitchenette.

19. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
€163
includes taxes & fees
10 Nov - 11 Nov
Sleep Woodstock - 2 Double Beds - Dog Friendly
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.
A red car parked at an electric charging station.
Room
Exterior

20. Sleep Woodstock Mobility Impaired Accessible Suite

Sleep Woodstock Mobility Impaired Accessible Suite
Woodstock
€141
includes taxes & fees
10 Nov - 11 Nov
Sleep Woodstock Mobility Impaired Accessible Suite
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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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