A snow-covered river valley with a bridge and a town.

Find 4 Star Hotels in Windsor, VT from $200

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Check availability on Windsor 4 Star Hotels

Tonight
Sep 2 - Sep 3
Tomorrow
Sep 3 - Sep 4
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Windsor 4-star hotels

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.

1. Woodstock Inn & Resort

Woodstock Inn & Resort
Woodstock
United States
Mary Beth
$449 nightly
$494 total
Sep 7 - Sep 8
Total with taxes and fees
Woodstock Inn & Resort
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.'

2. Hanover Inn Dartmouth

Hanover Inn Dartmouth
Hanover
United States
Laly
$359 nightly
$390 total
Sep 13 - Sep 14
Total with taxes and fees
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 kitchen with white tiled backsplash, wooden crates, and hanging pendant lights.
A two-story house with a snow-covered roof and a front porch.

3. On The River Inn

On The River Inn
West Woodstock
United Kingdom
Laura
$258 nightly
$284 total
Sep 8 - Sep 9
Total with taxes and fees
On The River Inn
A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.
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 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.

4. The Jackson

The Jackson
West Woodstock
United States
Yanil
$182 nightly
$200 total
Sep 7 - Sep 8
Total with taxes and fees
The Jackson
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
United States
Rula
$231 nightly
$251 total
Sep 3 - Sep 4
Total with taxes and fees
The Inn at Weathersfield
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 room with a fireplace, a table with a teapot and cup, and a mirror above the fireplace.
A large, two-story house with a snow-covered roof and a porch with string lights.

6. The Village Inn of Woodstock

The Village Inn of Woodstock
Woodstock
United States
Sam
The Village Inn of Woodstock
A multi-story residential building with a central courtyard.
A multi-story residential building with wooden balconies and a stone foundation.
A private property entrance with a sign indicating it is for residents and guests only, with a speed limit sign of 15 mph.
A living room with a high arched window, a fireplace, a television, and a bookshelf.

7. 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 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 building with green shutters and flower boxes filled with various flowers.
A bedroom with a wooden ceiling, a large bed, a rocking chair, and a sofa.

8. The Woodstocker B&B

The Woodstocker B&B
Woodstock
United States
Kavina
The Woodstocker B&B
A large, multi-story building with a symmetrical facade, surrounded by a well-maintained lawn and wildflowers.
A spacious living room with leather sofas, a stone fireplace, and a large window offering a view.
A dining area with a long wooden table, wooden chairs, and a decorative centerpiece.
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.

9. 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 restaurant with a high ceiling and skylights, featuring a bar area with stools and a seating area with tables and chairs.
A modern living room with a large sliding glass door leading to a balcony with a mountain view.
A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a dining area with a chandelier.
An indoor swimming pool with a hot tub, steps leading to the pool, and a reception area with chairs.

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.
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!
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!
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.

13. 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.

14. 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 lodge with a dock, a pond, and a grassy area.
A spacious living room with a fireplace, a television, and a kitchen in the background.
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.

15. 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.
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.

16. 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 modern living room with a stone fireplace, a flat-screen TV mounted above it, and a large window with curtains.
A modern apartment complex with multiple floors, balconies, and a view of distant mountains.
A modern kitchen with a central island, dark chairs, and a wooden dining table.
A modern kitchen with stainless steel appliances, wooden cabinets, and a central island.

17. Ski-in/out Townhome w/ Views at Okemo Resort!

Ski-in/out Townhome w/ Views at Okemo Resort!
Ludlow
Ski-in/out Townhome w/ Views at 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 loft-style interior with a herringbone-patterned wooden floor, a yellow sofa, a bar area with stools, and a stone accent wall.
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.
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, and a mounted deer head.

19. The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home

The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
Killington
The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
A spacious loft-style living area with high ceilings, 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 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.

20. The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home

The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home
Killington
The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home
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Learn more about Windsor

Step back in time at the American Precision Museum, where industrial history comes alive through fascinating exhibits. Afterward, savor craft brews at Harpoon Brewery or hike the scenic trails of Mt Ascutney State Park for breathtaking views.

See all hotels in Windsor
A covered bridge over a river with lush greenery and a clear sky.

Top Windsor Hotel Reviews

On The River Inn

On The River Inn

10/10 Excellent
"We had a wonderful stay at On the River. The room was large, clean, and very quiet. It's a short, quick drive into town. The staff was pleasant and helpful. A good choice when staying near Woodstock."
Marc 1-night trip
Posted 1 day ago
On The River Inn
The Jackson

The Jackson

10/10 Excellent
"Love this B&B - very well located, the food is amazing and the bedrooms are very comfy! Highly recommend!"
Yanil 1-night trip
Posted 1 day ago
The Jackson

Find out more about Windsor

Windsor Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Windsor, Vermont are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Windsor 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Windsor. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Windsor, Vermont, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Windsor hotels offer everything your heart desires.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Windsor?
Expedia can help you easily track down the ideal 4-star hotel for your stay in Windsor. Use our handy filter tool to tailor your search by things like budget, amenities and property star rating and get access to fantastic deals in a couple of clicks.
  • Search for the lowest price from $200
What's the difference between 5-star and 4-star hotels in Windsor?
Offering a welcoming guest experience and upscale décor, 4-star hotels are a terrific option for your Windsor escape. These kinds of stays generally come with lots of handy amenities that make it easy to unpack and relax — think large beds, bathrobes, gyms and restaurants. Or live in the lap of luxury at a 5-star hotel designed to spoil you with luxury perks and amenities. Concierge assistance, complimentary toiletries and gourmet dining are typically featured at these plush properties.
Does Windsor have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to search for your dream resort in Windsor where everything is taken care of, from your accommodations to your food, entertainment and activities. We can also help you find standard 4-star stays in and around this much-loved destination.

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