Windham Holidays
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Top hotels in Windham
Hotel Vienna
107 State Route 296 Windham NY
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (750 reviews)
Clean and quiet
Reviewed on 30 Jan, 2026
Wylder Hotel Windham
19 New York 296 Windham NY
The price is S$373 per night from 6 Feb to 7 Feb
S$373
6 Feb - 7 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 S$309 per night from 6 Feb to 7 Feb
S$309
6 Feb - 7 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
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
