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Hotels in Windsor

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Choose from 2636 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 (1,004 reviews)
Very nice hotel, location was perfect.

Reviewed on Dec 20, 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! (1,002 reviews)
Very happy.

Reviewed on Dec 19, 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. ...
9/10 Wonderful! (966 reviews)
Great inn!!! Close to everything and specially the mountain

Reviewed on Dec 17, 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
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! (1,055 reviews)
Clean , new but AC is so noisy

Reviewed on Dec 21, 2025

Align Inn Vermont
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! (1,002 reviews)
Staff was courteous, room is ckean

Reviewed on Dec 20, 2025

Hampton Inn White River Junction
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! (930 reviews)
Staff are exceptionally friendly and helpful

Reviewed on Dec 22, 2025

Pointe at Castle Hill Resort
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)
Recommend it nice and clean

Reviewed on Dec 21, 2025

North Star Lodge and Resort
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! (986 reviews)
Clean room and helpful staff, definitely worth the price.

Reviewed on Dec 20, 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! (891 reviews)
The staff was super nice and flexible! Location was great

Reviewed on Dec 13, 2025

The Shire Woodstock
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
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)
The room was clesan and quiet and comfortable

Reviewed on Dec 21, 2025

Hilton Garden Inn Hanover Lebanon
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

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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 2,636 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 2,636 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.

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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.