Windsor Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Windsor
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
The price is 4.061.082 ₫ per night from 1 Mar to 2 Mar
4.061.082 ₫
4.467.191 ₫ total
1 Mar - 2 Mar
includes taxes & fees
7.2/10 Good! (1,003 reviews)
Close to the resort, nice hot tub, decent room with a modern tv software for easy connections. Good price to hotel quality ratio.
Reviewed on 26 Jan 2026
Align Inn Vermont
5817 Woodstock Rd Quechee VT
The price is 2.804.328 ₫ per night from 8 Feb to 9 Feb
2.804.328 ₫
3.084.760 ₫ total
8 Feb - 9 Feb
includes taxes & fees
9.4/10 Exceptional! (1,099 reviews)
Clean room, nice breakfast, nice restaurant next door
Reviewed on 1 Feb 2026
Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
The price is 4.388.254 ₫ per night from 1 Mar to 2 Mar
4.388.254 ₫
5.002.610 ₫ total
1 Mar - 2 Mar
includes taxes & fees
8.8/10 Excellent! (969 reviews)
Clean room! Great food!
Reviewed on 30 Jan 2026
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
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.
Paradise Park
Explore the great outdoors at Paradise Park, a lovely green space in Windsor. Wander the riverfront in this quaint area.
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.
