Luxury Hotels & Resorts in Windsor from AU$139

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Check availability on Windsor Luxury Hotels

Our top choices for Windsor luxury hotels

Hanover Inn Dartmouth

Hanover Inn Dartmouth
4.0 star property
Hanover
9.6 out of 10, Exceptional, (924 reviews)
"Beautiful boutique inn, right on Dartmouth campus. Appreciate all the useful information about the local area in the binder at the reception desk. Hotel and Pine restaurant staff very kind."
United States
Sofia
The price is AU$353
includes taxes & fees
16 Mar - 17 Mar
Hanover Inn Dartmouth

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
10.0 out of 10, Exceptional, (76 reviews)
"Everything was really lovely, clean and nice. Loved the downstairs lounge and bar areas, so warm and relaxing. The host was extremely gracious. Looking forward to going back soon! "
United States
James
The Inn at Weathersfield

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (567 reviews)
"Amazing restaurant and attentive staff"
United States
Noelle
The price is AU$550
includes taxes & fees
22 Mar - 23 Mar
Woodstock Inn & Resort

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 AU$420
includes taxes & fees
20 Mar - 21 Mar
The Woodstocker B&B

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,000 reviews)
"Everything was amazing from the room to the pool to the restaurant and staff. "
United States
Ilana
The price is AU$1,627
includes taxes & fees
3 Apr - 4 Apr
On The River Inn

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (274 reviews)
"Easy Check-In; Lovely Room; Great Location & Atmosphere. The staff was very friendly,"
United States
Michael
The Jackson

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 AU$1,877
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

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 AU$2,121
includes taxes & fees
18 Mar - 19 Mar
The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home

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 AU$1,803
includes taxes & fees
18 Mar - 19 Mar
The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home

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 AU$1,803
includes taxes & fees
18 Mar - 19 Mar
The Birch Ridge: American Classic Room #7 - King Suite In Killington. Hot Tub. 1 Bedroom Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Windsor Hotel Reviews

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Windsor?
Expedia can help you arrange a flight to Lebanon, NH (LEB-Lebanon Municipal) airport or Springfield, VT (VSF-Hartness State) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are important when you plan a trip, so we make it easy to find what you want to make your stay special. If you want an upscale hotel with a spa, an indoor pool or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Windsor offers. Windsor has some interesting things to see and do including American Precision Museum and Harpoon Brewery, so you might want to take in the local sights during your visit.
When can I expect good weather in Windsor?
Planning for the weather is an important factor for making your trip to Windsor a success, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Windsor are March, January, November and February, with each month seeing an average of 38 cm of snowfall.
What's there to see and do in Windsor?
Take in some sights and attractions while you're in Windsor by visiting American Precision Museum, Harpoon Brewery and Mt Ascutney State Park. If you have spare time during your trip, you might want to make a stop at Connecticut River and Paradise Park.
How can I get around Windsor?
It's easier to get around town comfortably when you know your options. To see more of the larger area, hop aboard a train at Windsor Station.

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