Search for Cheap Deals on
Hotels in Windsor

Photo by William E Berry Jr.

Check Last Minute Windsor Hotel Deals

Tonight Jan 3 - Jan 4Next weekend Jan 9 - Jan 11

Choose from 2629 Windsor Hotel Deals

White River Inn and Suites

White River Inn and Suites

2.5 out of 5
91 Ballardvale Drive White River Junction VT
  • 36 min drive from Mt Ascutney State Park
Book a stay at this business-friendly hotel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
6.8/10 (1,001 reviews)
Room was clean and staff was friendly

Reviewed on Dec 31, 2025

White River Inn and Suites
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
  • 1 hour drive from Mt Ascutney State Park
Book a stay at this ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (1,006 reviews)
Great resort & people even better !!! No shuttle to ski fyi so u have to have a car !!

Reviewed on Dec 27, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
  • 1 hour drive from Mt Ascutney State Park
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (972 reviews)
The best thing about this place is location and the shuttle to the mountain. Onsite restaurant was good as well but with basic food. While there is nothing bad, there is nothing remarkable either to justify the cost. Some things to point out: Rooms were not made for the entire stay. Breakfast was ...

Reviewed on Dec 28, 2025

The Mountain Inn at Killington
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
  • 32 min drive from Mt Ascutney State Park
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (558 reviews)
Luxurious and friendly resort! Loved it

Reviewed on Dec 18, 2025

Woodstock Inn & Resort
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
  • 31 min drive from Mt Ascutney State Park
Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (938 reviews)
The suite has everything what we need it ,this place is great for stay ,everyone is so polite ,location is great .Highly recommend!!!

Reviewed on Dec 29, 2025

Pointe at Castle Hill Resort
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd Quechee VT
  • 32 min drive from Mt Ascutney State Park
Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (1,057 reviews)
Wonderful stay. Staff were very kind. Room was clean.

Reviewed on Dec 24, 2025

Align Inn Vermont
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr Killington VT
  • 1 hour drive from Mt Ascutney State Park
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (1,001 reviews)
Spacious room. The one issue was that the walls are thin and you can hear people in other rooms and the hall if you intend to go to sleep early. There are also not many breakfast options in walking distance especially when it is cold out. But the lounge restaurant has good food for dinner and good ...

Reviewed on Jan 1, 2026

North Star Lodge and Resort
Hampton Inn White River Junction

Hampton Inn White River Junction

2.5 out of 5
104 Ballardvale Dr White River Junction VT
  • 36 min drive from Mt Ascutney State Park
Book a stay at this business-friendly hotel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,003 reviews)
The room was comfortable, clean, and a wonderful location. Very courteous and friendly staff.

Reviewed on Dec 28, 2025

Hampton Inn White River Junction
Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

3 out of 5
35 Labombard Rd Lebanon NH
  • 46 min drive from Mt Ascutney State Park
Book a stay at this business-friendly hotel in Lebanon. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,004 reviews)
Nice and quite stay

Reviewed on Dec 25, 2025

Hilton Garden Inn Hanover Lebanon
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

2.5 out of 5
25 Airport Road West Lebanon NH
  • 36 min drive from Mt Ascutney State Park
Book a stay at this business-friendly hotel in West Lebanon. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the pool in ...
8.2/10 Very Good! (1,000 reviews)
The staff was very accommodating Since I chaged leaving date.

Reviewed on Dec 10, 2025

Fireside Inn & Suites West Lebanon
Mountain Sports Inn

Mountain Sports Inn

2 out of 5
813 Killington Road Killington VT
  • 1 hour drive from Mt Ascutney State Park
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (995 reviews)
Room was fine close to mountain breakfast included was great

Reviewed on Dec 31, 2025

Mountain Sports Inn
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
  • 32 min drive from Mt Ascutney State Park
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (893 reviews)
Clean and spacious room. Check-in was quick and staff were kind and helpful.

Reviewed on Dec 24, 2025

The Shire Woodstock
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.

Find cheap hotels in Windsor

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Windsor hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Windsor.

Choosing the right hotel in Vermont has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Windsor’s 2,629 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $120. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Windsor hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Windsor. No matter your reason for visiting Windsor, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Windsor hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Windsor for as low as $120.

How many hotels are there in Windsor?

With over 2,629 hotels in Windsor, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $120.

How to find cheap car rentals in Windsor?

Finding a cheap car rental deal in Windsor is as easy as scoring cheap hotels in Windsor. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.