Search for Cheap Deals on
Hotels in Windsor

Choose from 2697 Windsor Hotel Deals

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 golf hotel in Killington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the ...
7.4/10 Good! (1,006 reviews)
it was good

Reviewed on Apr 8, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
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 ...
7/10 Good! (1,001 reviews)
Great stay.

Reviewed on Apr 11, 2026

White River Inn and Suites
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! (1,005 reviews)
Nice and clean. Great beds and pool. Rooms are big.

Reviewed on Apr 12, 2026

Fireside Inn & Suites West Lebanon
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 ...
8.8/10 Excellent! (1,002 reviews)
Room was perfect (king bed), and big. Hot tub was wonderful after skiing all day and hot, but jets could have been stronger. Staff efficient and very friendly. Location great-10 minutes from Okemo. Will definitely come back!

Reviewed on Apr 10, 2026

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! (1,157 reviews)
Wonderful experience from the moment I checked in to the moment I left. Really enjoyed the breakfast also.

Reviewed on Apr 13, 2026

Align Inn Vermont
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. ...
9.4/10 Exceptional! (572 reviews)
Wonderful historic property with warm and thoughtful staff. Even though some areas in the lobby were being refurbished, we still enjoyed the experience. Look forward to returning when the huge fireplace in the lobby is back up and operational.

Reviewed on Apr 10, 2026

Woodstock Inn & Resort
Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG

2.5 out of 5
121 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 ...
8.6/10 Excellent! (1,003 reviews)
Great stay. Clean rooms, great location. The breakfast was very good as well. Front desk associate very welcoming and pleasant. Great place to stay when passing through.

Reviewed on Apr 10, 2026

Holiday Inn Express Hotel & Suites White River Junction by IHG
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
485 Hotel Road Brownsville VT
  • 6 min drive from Mt Ascutney State Park
Stay at this resort in Brownsville. Enjoy an outdoor pool, a business center, and a fireplace in the lobby. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (825 reviews)
Staff were super friendly. Miles was great to deal with. Amazing gentleman and very friendly and helpful. Others were also equally helpful. Loved it!

Reviewed on Apr 9, 2026

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
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! (1,007 reviews)
Always love our stay - dog friendly and people friendly!

Reviewed on Apr 10, 2026

The Mountain Inn at Killington
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2 out of 5
1403 New Hampshire Rte 103 Newbury NH
  • 54 min drive from Mt Ascutney State Park
Stay at this hotel in Newbury. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions John Hay National Wildlife Refuge and Mount Sunapee ...
8.8/10 Excellent! (157 reviews)
Well maintained, nicely decorated and ticked all of our boxes. I highly recommend staying here.

Reviewed on Mar 27, 2026

Hideaway Inn Mt.Sunapee
Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel

2.5 out of 5
45 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 breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (991 reviews)
Did not need any services but the room was excellent, clean roomy enough for two and the complimentary breakfast was perfect! Thanks for the stay!

Reviewed on Apr 8, 2026

Best Western West Lebanon-Hanover Hotel
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 ...
8.8/10 Excellent! (1,004 reviews)
Inn is not fancy but the room was very clean, breakfast

Reviewed on Apr 10, 2026

Mountain Sports Inn
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 2,697 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 $109. 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 $109.

How many hotels are there in Windsor?

With over 2,697 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 $109.

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.