Compare and book 4 Star hotels in Windsor, Vermont

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windsor 4 Star Hotels

Tonight
3 Mar - 4 Mar
Tomorrow
4 Mar - 5 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 Mar

Our top choices for Windsor 4-star hotels

Exterior

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (565 reviews)
"Excellent hotel, staff well trained. "
United States
Christian
The price is 8.051.922 ₫
10.003.666 ₫ total
includes taxes & fees
15 Mar - 16 Mar
Woodstock Inn & Resort
Breakfast, lunch, dinner served; local cuisine

Hanover Inn Dartmouth

Hanover Inn Dartmouth
4.0 star property
Hanover
9.6 out of 10, Exceptional, (919 reviews)
"Friendly. Clean, good location"
United States
Deborah
The price is 5.916.469 ₫
6.419.388 ₫ total
includes taxes & fees
9 Mar - 10 Mar
Hanover Inn Dartmouth
Hallway

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,002 reviews)
"Everything was amazing from the room to the pool to the restaurant and staff. "
United States
Ilana
The price is 26.031.942 ₫
29.590.683 ₫ total
includes taxes & fees
3 Apr - 4 Apr
On The River Inn
Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (272 reviews)
"The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing."
United States
Abby
The Jackson
Terrace/patio

The Village Inn of Woodstock

The Village Inn of Woodstock
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (96 reviews)
"Super nice people. Would definitely stay there again. "
United States
Rich
The Village Inn of Woodstock
Restaurant

Mountain Green Resort

Mountain Green Resort
4.0 star property
Killington
4.0 out of 10, (2 reviews)
"Clean room, elevator broken and not enough bathroom towels."
United States
Jing
Mountain Green Resort
Exterior

Solitude Village at Okemo by Vail Resorts

Solitude Village at Okemo by Vail Resorts
4.0 star property
Clock Tower Base Area
8.0 out of 10, Very good, (34 reviews)
"Great location!"
United States
DIEN
Solitude Village at Okemo by Vail Resorts
Exterior

Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property
4.0 star property
Clock Tower Base Area
8.8 out of 10, Excellent, (26 reviews)
"I love everything about staying here!! The front desk are so nice and welcoming!! I really appreciate and recommend this place "
United States
Kathia
Winterplace at Okemo, A Vail Resorts Property
Property entrance

The Woodstocker B&B

The Woodstocker B&B
4.0 star property
Woodstock
10.0 out of 10, Exceptional, (51 reviews)
"This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! "
United States
Kavina
The price is 6.423.558 ₫
7.066.148 ₫ total
includes taxes & fees
3 Apr - 4 Apr
The Woodstocker B&B
Apartment (2 Bedrooms) | Interior

Bright Condo w/ Community Perks: Near Ski Quechee!

Bright Condo w/ Community Perks: Near Ski Quechee!
4.0 star property
Quechee
10.0 out of 10, Exceptional, (1 review)
"Great place for 2 couples to relax and enjoy the fall sights.Only problem was the master bedroom bath. The bathtub drain was blocked and took 30 minutes to drain the water. Property owner was unable to get a plumber over the weekend, so I removed the stopper cleaned a lot of hair and waste, replaced the stopper and bathtub drained real good after that. "
United States
James
Bright Condo w/ Community Perks: Near Ski Quechee!
Apartment (3 Bedrooms) | Interior

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

Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
4.0 star property
Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"We travelled to Vermont to experience the total eclipse of the sun with my so, daughter and her partner. It was an incredible experience, made all that more comfortable by being able to stay in this beautiful apartment. Next time we ate in that area we will not hesitate to book again. Thanks"
United States
alistair
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
Cottage, 1 Bedroom | Interior

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
4.0 star property
Killington
The price is 34.107.316 ₫
53.169.687 ₫ total
includes taxes & fees
18 Mar - 19 Mar
The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home
Apartment (3 Bedrooms) | Interior

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

All-season Ludlow Apartment: 3 Mi to Okemo Resort!
4.0 star property
Ludlow
All-season Ludlow Apartment: 3 Mi to Okemo Resort!
Apartment (3 Bedrooms) | Interior

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

1 Mi to Killington Resort: Townhome w/ Dry Sauna!
4.0 star property
Killington
1 Mi to Killington Resort: Townhome w/ Dry Sauna!
Cottage, 1 Bedroom | Living area

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
4.0 star property
Killington
The price is 28.117.364 ₫
44.735.833 ₫ total
includes taxes & fees
18 Mar - 19 Mar
The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
Cottage, 1 Bedroom | Living area

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
4.0 star property
Killington
The price is 24.124.236 ₫
39.113.511 ₫ total
includes taxes & fees
18 Mar - 19 Mar
The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home
Signature House, Multiple Beds, Patio, Lake View | Individually decorated, individually furnished, desk, laptop workspace

Valhalla

Valhalla
4.0 star property
Sunapee
Valhalla
Cottage, 1 Bedroom | Living area

The Birch Ridge: American Classic Room #7 - King Suite In Killington. Hot Tub. 1 Bedroom Home

The Birch Ridge: American Classic Room #7 - King Suite In Killington. Hot Tub. 1 Bedroom Home
4.0 star property
Killington
The price is 21.985.135 ₫
34.957.970 ₫ total
includes taxes & fees
18 Mar - 19 Mar
The Birch Ridge: American Classic Room #7 - King Suite In Killington. Hot Tub. 1 Bedroom Home
Cottage, 1 Bedroom | Living area

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
4.0 star property
Killington
The price is 24.945.150 ₫
39.143.028 ₫ total
includes taxes & fees
15 Mar - 16 Mar
The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
Apartment (4 Bedrooms) | Interior

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

Ski-in/out Townhome w/ Views at Okemo Resort!
4.0 star property
Ludlow
Ski-in/out Townhome w/ Views at Okemo Resort!
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Windsor

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

See all hotels in Windsor
Cornish Windsor Covered Bridge

Top Windsor Hotel Reviews

Hanover Inn Dartmouth

Hanover Inn Dartmouth

10/10 Excellent
"Lovely hotel, great room, wonderful service "
hadley 1-night trip
Posted 12 days ago
Hanover Inn Dartmouth
On The River Inn

On The River Inn

10/10 Excellent
"Pool and sauna were wonderful after a day of skiing. Excellent breakfast. "
Aaron 2-night trip
Posted 2 weeks ago
On The River Inn

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Windsor?
With Expedia's handy search filters, landing a top deal on a 4-star hotel in Windsor just got easier. Start by entering your chosen arrival date and length of your stay. Then sort the results by price and pick the option that best fits your style and budget.

  • Search for the lowest price from 6.419.388 ₫

What's the difference between 5-star and 4-star hotels in Windsor?
Treat yourself to refined living during your Windsor getaway by choosing a 4-star hotel. As well as featuring upscale accommodation, these properties are usually packed with amenities like large beds, bathrobes and more. A 5-star hotel will go the extra mile to make your trip an even more indulgent and unforgettable one. Concierge assistance, elegant décor and world-class dining are only the start of the exclusive conveniences and services you'll likely be able to enjoy.
Does Windsor have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to find your dream resort in Windsor where everything is taken care of, from your accommodation to your food, activities and entertainment. We can also help you find standard 4-star stays in and around this sought-after destination.