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

Luxury Hotels & Resorts in Windsor from AU$160

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Check availability on Windsor Luxury Hotels

Tonight
16 Sept - 17 Sept
Tomorrow
17 Sept - 18 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Windsor luxury hotels

1. The Inn at Weathersfield

The Inn at Weathersfield
Perkinsville
AU$341
includes taxes & fees
17 Sept - 18 Sept
The Inn at Weathersfield

2. The Jackson

The Jackson
West Woodstock
AU$532
includes taxes & fees
23 Sept - 24 Sept
The Jackson

3. On The River Inn

On The River Inn
West Woodstock
  • Woodstock retreat blends riverside luxury with alpine elegance, offering fireplaces, spa pools, and fine dining.
AU$476
includes taxes & fees
17 Sept - 18 Sept
On The River Inn

4. Woodstock Inn & Resort

Woodstock Inn & Resort
Woodstock
  • Elegant alpine retreat features luxurious spa treatments, 4 upscale restaurants, and scenic surroundings in the heart of Woodstock.
AU$1,140
includes taxes & fees
20 Sept - 21 Sept
Woodstock Inn & Resort

5. Hanover Inn Dartmouth

Hanover Inn Dartmouth
Hanover
  • Ivy League luxury steps from Dartmouth College, where collegiate charm meets upscale comfort and fine dining.
AU$490
includes taxes & fees
20 Sept - 21 Sept
Hanover Inn Dartmouth
View all properties

Top Windsor Hotel Reviews

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

8/10 Good
"It was nice, a little northwoods retro. A little sus at 1st glance bc of its location. Front desk personnel were kind enough, could be a bit more welcoming, energetic. I had dinner at the bar since there were very few people in dining room. Bartender was kind and attentive. Food was good. However, the morning breakfast buffet was a bit lacking, coffee was meh, as was any real sign of service. On an other note, the doors /walls are very thin. The couple in the next room, besides arguing loudly with expletives, played the tv as loud... and in the middle of the night, I guess they decided to... "make up" ;-/... again... loudly. Overall, would probably stay there again, maybe on top floor and would bring ear plugs just in case. I'd opt to go out for nice breakfast."
DAVID 1-night trip
Posted less than an hour ago
Fireside Inn & Suites West Lebanon
The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Stay was great, they have bike lockers to keep bikes at night super close to Killington lifts"
Christopher 1-night trip
Posted 2 hours ago
The Mountain Inn at Killington
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"I loved that they have 2 room suites with a full kitchen. Everyone who worked there was beyond efficient and friendly. The fact that its dog friendly was great as I had been on the road almost 3 weeks and was missing my pups ."
Linda 3-night trip
Posted 14 hours ago
Pointe at Castle Hill Resort
Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"Align was clean, free breakfast was good, pool was heated, outside seating area"
Colleen 1-night trip
Posted 1 day ago
Align Inn Vermont
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

8/10 Good
"Stayed here because of the hot tub!!! Love that it was open until 11pm but wished it was open by like 8 am so we could have used it before we started our day !!"
Angie 2-night trip
Posted 2 days ago
Killington Mountain Lodge, Tapestry Collection by Hilton
Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG

10/10 Excellent
"Friendly and helpful staff. Easy parking. Nice breakfast. Clean, pretty rooms."
Jennifer 1-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites White River Junction by IHG
Hotel Coolidge

Hotel Coolidge

10/10 Excellent
"Great historic hotel with nice and helpful staff in the middle of town."
Elizabeth 3-night trip
Posted 3 days ago
Hotel Coolidge

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 Harpoon Brewery 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 Harpoon Brewery, Mt Ascutney State Park and Connecticut River. If you have spare time during your trip, you might want to make a stop at American Precision Museum and Brownsville Trail.
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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