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

4 Star Hotels in Woodstock CA $221

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Check availability on Woodstock 4 Star Hotels

Tonight
Oct 3 - Oct 4
Tomorrow
Oct 4 - Oct 5
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 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.
A rustic dining area with wooden beams, a chandelier, and a kitchen in the background.

1. Woodstock Inn & Resort

Woodstock Inn & Resort
Woodstock
United States
Ann
CA $626
CA $751 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 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.

2. The Jackson

The Jackson
West Woodstock
United States
Laura
CA $201
CA $221 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 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.

3. Hanover Inn Dartmouth

Hanover Inn Dartmouth
Hanover
United States
Laly
CA $496
CA $538 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 spacious living room with a large American flag, a fireplace, and a chandelier.
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.

4. On The River Inn

On The River Inn
West Woodstock
United States
SARAH
CA $232
CA $287 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 large, multi-story building with a symmetrical facade, multiple chimneys, and a well-maintained garden with evergreen trees.
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
CA $310
CA $391 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Weathersfield
A multi-story residential building with a central courtyard.
An indoor swimming pool with clear water, surrounded by green chairs and large windows offering views of trees.
A multi-story residential building with wooden balconies and a stone foundation.
A living room with a high arched window, a fireplace, a television, and a bookshelf.

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 bar area with a wooden counter, various bottles, glasses, and a menu.
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.
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.
A building with green shutters and flower boxes filled with various flowers.

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.
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.
A gym with various exercise machines, wooden walls, and a large mirror.

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
Interior

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 wooden building with large windows and a visible staircase.
A cozy living room with a black leather sofa, wooden flooring, and a kitchen in the background.
A bedroom with a large window offering a view of trees and a forest.

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 modern house with a covered porch, large windows, and a stone pathway.
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 wooden play structure and a charging station with cables, set against a snowy background.
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.

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 bedroom with a wooden bed, a white wall, and a wooden radiator.
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 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 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.
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 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.

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 staircase with wooden railings leading to a bedroom with a bed and a window.
A spacious kitchen with wooden cabinets, a stainless steel refrigerator, and a large island.
A wooden deck with a glass door leading to a snowy outdoor area.

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 historic courthouse with a prominent clock tower and a brick facade.

Top Woodstock Hotel Reviews

The Jackson

The Jackson

10/10 Excellent
"This property is beautiful, peaceful, friendly, welcoming and far enough away from the green for a noiseless stay. The wine, cheese and bites that start your evening are lovely and gives you the opportunity to meet other guests if you choose. Ms. Walton, the host, was friendly, helpful and warm. She made me feel right at home. A magnificent place to stay in Woodstock Vermont"
susan 2-night trip
Posted 1 day 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 2 days ago
On The River Inn

Find out more about Woodstock

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Woodstock are calling your name. Known for providing first-rate service in amazing locations, each of the Woodstock 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Woodstock. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Woodstock, Vermont, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Woodstock hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

What are the best 4-star hotels in Woodstock?
Woodstock Inn & Resort is a 4-star hotel in Woodstock that rates highly among Expedia guests. Pillow top mattresses and massage services are just a couple of its amenities. Travellers also love 506 On the River Inn. From pillow top mattresses to a swimming pool, it features conveniences that cater to all aspects of your relaxation and enjoyment.
How much does it cost to stay in a 4-star hotel in Woodstock?
To find a 4-star hotel in Woodstock that's within your budget, use Expedia's handy filter tool. Check out the availability during your getaway dates and use our pricing filter to set your limit. You can also list your results by the most affordable stay first.
  • Search for the lowest price from CA $221
What's the difference between 5-star and 4-star hotels in Woodstock?
If you decide to book a stay at a 4-star hotel in Woodstock, you'll usually find plenty of amenities to make sure you're relaxed, such as a gym, restaurant and pool. You can look forward to high-quality service and upmarket surroundings. Go for a 5-star hotel and you'll have access to a few more bells and whistles — think on-site spas, around-the-clock concierge and nightly turndown services. You'll most likely get extra amenities and exclusive services at a 5-star getaway, but both are awesome options for luxury guests.

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