Find 4 Star Hotels in Windsor, VT

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
23 Nov - 24 Nov
Tomorrow
24 Nov - 25 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

Compare Windsor 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 star property
Woodstock
9.2 out of 10, Wonderful, (551)
"Highly recommend stay here"
United States
Margie
The price is SAR 1,234
SAR 1,522 total
includes taxes & fees
30 Nov - 1 Dec
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, (889)
"Perfect when visiting Dartmouth. Location, cozyness, seamless check-in & check-out, spotless rooms."
United States
Juan Pablo
The price is SAR 737
SAR 799 total
includes taxes & fees
14 Dec - 15 Dec
Hanover Inn Dartmouth
Front of property
The Jackson

The Jackson

4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (251)
"Very cute inn, the restaurant was a plus. Had a great dinner there and def will come back. "
United States
Jaunita
The price is SAR 591
SAR 650 total
includes taxes & fees
24 Nov - 25 Nov
The Jackson
Terrace/patio
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1006)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is SAR 889
SAR 1,115 total
includes taxes & fees
5 Dec - 6 Dec
On The River Inn
Property grounds
Winterplace at Okemo

Winterplace at Okemo

4.0 star property
Clock Tower Base Area
8.8 out of 10, Excellent, (25)
"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
Garden
The Village Inn of Woodstock

The Village Inn of Woodstock

4.0 star property
Woodstock
9.6 out of 10, Exceptional, (95)
"Super clean and the ambiance was so perfect for such a neat place. Owners are awesome!"
United States
Curtis
The Village Inn of Woodstock
Solitude Village Two Bedroom Suite Mountainside | Private kitchen | Fridge, microwave, stovetop, toaster
Solitude Village at Okemo

Solitude Village at Okemo

4.0 star property
Clock Tower Base Area
8.0 out of 10, Very Good, (31)
"Our room was really nice! It was the bathrooms the reason why we didn't rate this place better. We did let the front desk know Both bathrooms had mold in the showers. One person in our party is extremely allergic to mold. I myself could clean the mold off, which I did partially. The dishwasher had dirty dishes in also."
United States
Larry
Solitude Village at Okemo
Interior
The Inn at Weathersfield

The Inn at Weathersfield

4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (70)
"The location of the Inn was in an area that was just wonderful. Staff was very friendly and the menu options were very tasty. Room was clean and well maintained. "
United States
Joshua
The Inn at Weathersfield
Exterior
The Woodstocker B&B

The Woodstocker B&B

4.0 star property
Woodstock
10.0 out of 10, Exceptional, (51)
"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 Woodstocker B&B
Cottage, 1 Bedroom | Interior
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

4.0 star property
Killington
The price is SAR 3,768
SAR 5,517 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
Cottage, 1 Bedroom | Interior
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 SAR 3,932
SAR 5,888 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
Terrace/patio
Deer Brook Inn

Deer Brook Inn

4.0 star property
Woodstock
10.0 out of 10, Exceptional, (21)
"One of the best experiences I have ever had! The staff were kind, attentive, and just plain wonderful! I can't wait to return as soon as possible! This place is BEAUTIFUL inside and out! (Not to mention that the breakfast was to die for). Don't think twice- you need to stay at the Deer Brook Inn!"
United States
Joseph
Deer Brook Inn
Cottage, 1 Bedroom | Interior
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 SAR 3,372
SAR 5,150 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home
Cottage, 1 Bedroom | Interior
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

4.0 star property
Killington
The price is SAR 3,136
SAR 4,683 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
Cottage, 1 Bedroom | Interior
The Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home

The Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home

4.0 star property
Killington
The price is SAR 3,367
SAR 4,987 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home
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 SAR 4,770
SAR 6,995 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home
Cottage, 1 Bedroom | Interior
The Birch Ridge: Lace Room #3 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home

The Birch Ridge: Lace Room #3 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home

4.0 star property
Killington
The price is SAR 3,136
SAR 4,683 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: Lace Room #3 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
Cottage, 1 Bedroom | Interior
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 SAR 3,544
SAR 5,221 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: English Gentleman's Room #9 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
Cottage, 1 Bedroom | Interior
The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home

The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home

4.0 star property
Killington
The price is SAR 2,933
SAR 4,414 total
includes taxes & fees
26 Nov - 27 Nov
The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
Reception
Mountain Green Resort

Mountain Green Resort

4.0 star property
Killington
Mountain Green 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. 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
Cornish Windsor Covered Bridge

Top Windsor Hotel Reviews

Hanover Inn Dartmouth

Hanover Inn Dartmouth

10/10 Excellent
"Great hotel!"
Barbara 1-night trip
Posted 3 days ago
Hanover Inn Dartmouth

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

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 accommodations, 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 accommodations to your food, activities and entertainment. We can also help you find standard 4-star stays in and around this sought-after destination.

Explore a world of travel with Expedia