4 Star Hotels in Windsor CA $223

  • 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
May 5 - May 6
Tomorrow
May 6 - May 7
This weekend
May 8 - May 10
Next weekend
May 15 - May 17

Our top choices for Windsor 4-star hotels

Lobby

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (574 reviews)
"Always an Amazing time when we stay here. Property well maintained, staff is super friendly and the food here is above and beyond. Did I mention I got married here 👍👍"
United States
Daniele
The price is CA $516
CA $628 total
includes taxes & fees
May 19 - May 20
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, (940 reviews)
"Beautiful hotel, recommend. "
United States
Dayana
The price is CA $436
CA $473 total
includes taxes & fees
May 10 - May 11
Hanover Inn Dartmouth
Hallway

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,003 reviews)
"Clean room, friendly staff, family-friendly. "
United States
Suwei
The price is CA $219
CA $291 total
includes taxes & fees
May 11 - May 12
On The River Inn
Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (279 reviews)
"Easy Check-In; Lovely Room; Great Location & Atmosphere. The staff was very friendly,"
United States
Michael
The price is CA $203
CA $223 total
includes taxes & fees
May 19 - May 20
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)
"Inn was beautiful, the details exactly what you'd want for a weekend getaway. Room was cozy (room 6), bed was comfortable, jetted tub was awesome for us not having a tub at home, bar was a nice place to hang out and breakfast was excellent. Location was perfect, it was an easy walk into the center of town, even in winter. Honestly, nothing bad to say."
United States
Nicholas
The Village Inn of Woodstock
Interior

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (79 reviews)
"Great location, service and restaurant "
United States
LUDJANE
The price is CA $219
CA $289 total
includes taxes & fees
May 11 - May 12
The Inn at Weathersfield
Exterior

Solitude Village at Okemo by Vail Resorts

Solitude Village at Okemo by Vail Resorts
4.0 star property
Clock Tower Base Area
7.8 out of 10, Good, (35 reviews)
"Great location!"
United States
DIEN
Solitude Village at Okemo by Vail Resorts
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
Property grounds

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
Exterior

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 Woodstocker B&B
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 had a wonderful four night stay at this great condo! Perfect if you are skiing out of Okemo! The condo was beautiful, clean and the host Bill was so communicative and responded to texts immediately. The gym and spa was also an added bonus! Great time! "
United States
Nipa
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
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!
Interior

Killington Condo w/ Spa ~ 3 Miles to Ski Resort!

Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
4.0 star property
The Woods
8.0 out of 10, Very good, (1 review)
"Great property and location. Ground floor bedroom very drafty especially when windy at Killington. Made it difficult to comfortably get rest. Otherwise very nice living space. At the high end for cost for the size and location. "
United States
Craig
Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
Cottage, 1 Bedroom | Living area

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 Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 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 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!
Signature House, Multiple Beds, Patio, Lake View

Valhalla

Valhalla
4.0 star property
Sunapee
Valhalla
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 Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
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 Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
House, 4 Bedrooms | Living room

Tanglewood Chalet at Killington by Killington Vacation Rentals

Tanglewood Chalet at Killington by Killington Vacation Rentals
4.0 star property
Killington
Tanglewood Chalet at Killington by Killington Vacation Rentals
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, 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

On The River Inn

On The River Inn

8/10 Good
"The room was large and clean (except that the grout needed redoing) and the during the refresher night housekeeping appeared to leave our room before they finished (but it was basically done). The breakfast was really good and more than enough to keep us most of the day. There is a game room which looked good for the kids (or kids at heart). There is also a library with board games and a really old, broken and completely slanted pool table. The pool and sauna look really nice, although we did not use them. The hotel offered s'mores at dusk and had coffee and water available all day. It also has access to the river but, in early May, the yard area to the river was nothing special. The restaurant had good food and the drinks were worth the price. Although, generally, we liked the hotel, I'm still on the fence if it was worth $300/night. Generally, it probably is."
Jill A 2-night trip
Posted 1 day ago
On The River Inn
Hanover Inn Dartmouth

Hanover Inn Dartmouth

10/10 Excellent
"Wonderful stay!"
Carly 2-night trip
Posted 7 days ago
Hanover Inn Dartmouth

Find out more about Windsor

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 Windsor are calling your name. Known for providing first-rate service in amazing locations, each of the Windsor 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 Windsor. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Windsor, 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 Windsor hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Windsor?
We can help you quickly locate the perfect 4-star hotel for your stay in Windsor. Use our handy filter tool to fine-tune your search by things like price, conveniences and star rating and get access to awesome deals in a couple of clicks.

  • Search for the lowest price from CA $223

What's the difference between 5-star and 4-star hotels in Windsor?
If you choose to spend your vacation at a 4-star hotel in Windsor, you'll typically find loads of conveniences to ensure you're relaxed, such as a pool, restaurant and gym. You can look forward to top-quality service and upmarket accommodations. Choose a 5-star hotel and you'll have access to a few more bells and whistles — think on-site spas, 24-hour front desk and opulent turndown services. You're likely to get more amenities and exclusive services at a 5-star getaway, though both are great options for luxury travellers.
Does Windsor have any 4-star all-inclusive resorts?
Enjoy a relaxing vacation experience where everything is included in the one upfront rate by using our "All inclusive" filter. Keeping to your budget is simple when your room, meals and many activities are already taken care of. Eager for more options? Check out the incredible offers on Expedia's standard 4-star resorts in and around Windsor.

Explore a world of travel with Expedia