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

Luxury Hotels & Resorts in Windsor from AU$156

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Check availability on Windsor Luxury Hotels

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug

Our top choices for Windsor luxury hotels

Restaurant

1. The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (299 reviews)
The price is AU$337
includes taxes & fees
30 Aug - 31 Aug
The Jackson
Interior

2. The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (80 reviews)
The price is AU$343
includes taxes & fees
3 Aug - 4 Aug
The Inn at Weathersfield
Hallway

3. On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Woodstock retreat blends riverside luxury with alpine elegance, offering fireplaces, spa pools, and fine dining.
The price is AU$410
includes taxes & fees
16 Aug - 17 Aug
On The River Inn
Lobby

4. Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (597 reviews)
  • cleanliness
    Elegant alpine retreat features luxurious spa treatments, 4 upscale restaurants, and scenic surroundings in the heart of Woodstock.
The price is AU$751
includes taxes & fees
16 Aug - 17 Aug
Woodstock Inn & Resort
Breakfast, lunch, dinner and brunch served

5. Hanover Inn Dartmouth

Hanover Inn Dartmouth
4.0 star property
Hanover
9.6 out of 10, Exceptional, (967 reviews)
  • cleanliness
    Ivy League luxury steps from Dartmouth College, where collegiate charm meets upscale comfort and fine dining.
The price is AU$498
includes taxes & fees
9 Aug - 10 Aug
Hanover Inn Dartmouth
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

Align Inn Vermont

Align Inn Vermont

8/10 Good
"Clean room with lots of character. Constructive comment would be: more parking for each unit"
Merle 1-night trip
Posted 1 day ago
Align Inn Vermont

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 Mt Ascutney State Park, 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, Mt Ascutney State Park and Connecticut River. If you have spare time during your trip, you might want to make a stop at Old Constitution House and Harpoon Brewery.
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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