Windsor Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NZ$616 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Windsor Holiday
Our pick of the best Windsor Hotel Deals
Fat Sheep Farm & Cabins
122 Best Rd, Windsor, VT
The price is NZ$375 per night from 1 May to 2 May
NZ$375
includes taxes & fees
1 May - 2 May
I didn’t wanna leave
"Honestly as soon as I got there I knew I had made a good choice. Then I stepped into the cabin and knew I had made an excellent choice. It’s by far the cleanest place Ive stayed. I went looking for peace and quiet and I got just that. It’s silent, it’s beautiful, it’s private. Even though it’s deep ..."
Reviewed on 18 Jan. 2025
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd, Killington, VT
Fully refundableReserve now, pay when you stay
The price is NZ$225 per night from 6 May to 7 May
NZ$225
includes taxes & fees
6 May - 7 May
7.2/10 Good! (1,002 reviews)
Killington in Late April
"We had a great visit and ate in the restaurant, enjoyed the hot tub."
Reviewed on 28 Apr. 2025
Align Inn Vermont
5817 Woodstock Rd, Quechee, VT
Fully refundableReserve now, pay when you stay
The price is NZ$215 per night from 21 May to 22 May
NZ$215
includes taxes & fees
21 May - 22 May
9/10 Wonderful! (1,002 reviews)
Great Accommodations at the Align Inn
"Very comfortable room at an affordable price. The breakfast offerings were fantastic and the inn is conveniently located to several walkable attractions and restaurants."
Reviewed on 29 Apr. 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.
More holiday ideas
Expedia's Latest Trends
Hotels
Flights
Packages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.