Windham Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Windham Holiday
Our pick of the best Windham Hotel Deals
Hotel Vienna
107 State Route 296 Windham NY
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (754 reviews)
Excellent room and shower
Reviewed on 3 Feb 2026
Wylder Hotel Windham
19 New York 296 Windham NY
The price is NZ$466 per night from 24 Feb to 25 Feb
NZ$466
24 Feb - 25 Feb
includes taxes & fees
8.6/10 Excellent! (92 reviews)
This place is GREAT!! Outstanding room, top notch service, cool staff, and good food!! Mmm mm!! I'm ready to go again!!
Reviewed on 10 Jan 2026
Eastwind Windham
5088 NY-23 Windham NY
The price is NZ$477 per night from 18 Feb to 19 Feb
NZ$477
18 Feb - 19 Feb
includes taxes & fees
9/10 Wonderful! (87 reviews)
Great time, Candace was AWESOME! This hotel is super lucky to have her. The entire crew took great care of the hotel and guests during a wild snow storm. Was our second time staying and even more blown away this time but how cozy and special this little place can be.
Reviewed on 28 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.
What to do in Windham
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
