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

Woodstock 4 Stars Hotels

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Check availability on Woodstock 4 Star Hotels

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Woodstock 4-star 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 large, white building with a symmetrical facade, multiple windows, and a central entrance with steps.

1. Woodstock Inn & Resort

Woodstock Inn & Resort
Woodstock
United States
Ann
NT$13,987
NT$16,788 total
includes taxes & fees
Nov 2 - Nov 3
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 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.
A well-maintained lawn with a central garden area, a brick building, and a view of a forested hill.

2. The Jackson

The Jackson
West Woodstock
United States
Laura
NT$4,486
NT$4,935 total
includes taxes & fees
Nov 3 - Nov 4
The Jackson
A hotel lobby with a fireplace, seating areas, and large arched windows.
A spacious living room with a high ceiling, a fireplace, and a large dining table.
A brick building with a covered entrance labeled 'HANOVER INN.'
A conference room with a fireplace, large windows, and a view of the outdoors.

3. Hanover Inn Dartmouth

Hanover Inn Dartmouth
Hanover
United States
Laly
NT$11,109
NT$12,054 total
includes taxes & fees
Oct 25 - Oct 26
Hanover Inn Dartmouth
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 balcony, surrounded by lush greenery and a pond.
A two-story house with a snow-covered roof and a front porch.

4. On The River Inn

On The River Inn
West Woodstock
United States
SARAH
NT$5,199
NT$6,420 total
includes taxes & fees
Nov 1 - Nov 2
On The River Inn
A rustic dining area with wooden beams, tables, chairs, and a fireplace.
A living room with a sofa, ottoman, armchair, and a television on a stand.
A bedroom with a large bed, a bedside table, a lamp, and a view of the outdoors through a sliding door.
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
United States
Rula
NT$7,223
NT$9,046 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Weathersfield
A multi-story residential building with a central courtyard.
A multi-story residential building with wooden balconies and a stone foundation.
An indoor swimming pool with clear water, surrounded by green chairs and large windows offering views of trees.
A private property entrance with a sign indicating it is for residents and guests only, with a speed limit sign of 15 mph.

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 spacious living room with leather sofas, a stone fireplace, and a large window offering a view.
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 person holding two plates of food in a kitchen.
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.

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.
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.
A wooden table with a stack of magazines and a vase with pink flowers.
A bedroom with a wooden ceiling, a large bed, a rocking chair, and a sofa.

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 modern living room with a sofa, coffee table, and fireplace.
A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a dining area with a chandelier.

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 swimming pool with lounge chairs and tables, surrounded by trees and a stone wall.
A gym with various exercise machines, wooden walls, and a large mirror.
A patio with a table and chairs, a screen door, and a view of a grassy area with trees.

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 two-story house with a front porch, a driveway, and a snow-covered yard.
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.

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 dining area with a wooden table, chairs, and a view of trees through large windows.
A spacious living room with a fireplace, a television, and a kitchen in the background.
A modern house with a covered porch, large windows, and a stone pathway.

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.
An outdoor seating area with a long wooden table and benches, illuminated by string lights forming a triangular pattern.
A modern living room with a stone wall, a fireplace, a mounted deer head, and a cozy seating area.
A modern, A-frame lodge with a stone exterior, large windows, and a covered front porch.

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 bathroom with a wooden vanity, a large mirror, a wooden bowl sink, and toiletries on the counter.
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 white building with a red door and a sign above it that reads "LUDLOW - 1761".

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 modern, A-frame lodge with a stone exterior, large windows, and a covered front porch.
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.

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.
An outdoor seating area with a long wooden table and benches, illuminated by string lights forming a triangular pattern.
A modern living room with a stone wall, a fireplace, a mounted deer head, and a cozy seating area.
A wooden play structure and a charging station with cables, set against a snowy background.

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 modern, A-frame lodge with a stone exterior, large windows, and a covered front porch.
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.

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

The Jackson

The Jackson

10/10 Excellent
"Staff extremely helpful at check in. Welcome wine n cheese for quests was a wonderful start too our evening. Beds were comfortable and bathrooms nice but a little small."
Howard 1-night trip
Posted 19 hours ago
The Jackson
On The River Inn

On The River Inn

8/10 Good
"We had a river view suite. Trouble was you couldn’t see the river. There was to much undergrowth and trees, so you couldn’t tell there was a river there. The view from our balcony was beautiful, out onto the large lawn and a small pond. The TVs are old, so you couldn’t stream. Make sure you tell the front desk or put out your door hanger or you won’t get your room refreshed. The bar seemed open only during dinner hours. During our stay, one night the chief was “out” and they only served burgers. Breakfast was around $18, we never went down. Our room was large and bathroom adequate. It’s a 10 minute drive to town. It’a satisfactory hotel, but not worth the price."
Loxley 3-night trip
Posted 3 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 NT$4,935
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 accommodations, 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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