Windsor Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by mike dobias
Top hotels in Windsor
White River Inn and Suites
91 Ballardvale Drive White River Junction VT
Fully refundableReserve now, pay when you stay
6.8/10 (1,000 reviews)
Room was really clean
Reviewed on 22 Dec 2025
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
The price is 5.156.001 ₫ per night from 21 Jan to 22 Jan
5.156.001 ₫
5.671.601 ₫ total
21 Jan - 22 Jan 2026
includes taxes & fees
7.2/10 Good! (1,002 reviews)
Very happy.
Reviewed on 19 Dec 2025
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
9/10 Wonderful! (965 reviews)
Great inn!!! Close to everything and specially the mountain
Reviewed on 17 Dec 2025
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.
Popular places to visit
Harpoon Brewery
You can take time to visit Harpoon Brewery during your travels to Windsor. Wander the forests or discover the area's mountain views.
American Precision Museum
You can spend time exploring the galleries in American Precision Museum during your travels in Windsor. Wander the riverfront in this quaint area.
Brownsville Trail
You can take time to visit Brownsville Trail during your travels to Windsor. Discover the mountain views in this family-friendly area or seek out the ski slopes.
