
Windham Vacation Packages
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Save up to CA $1,096 when you book a flight and hotel together*
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Windham Hotel Deals

Hotel Vienna
107 State Route 296, Windham, NY
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Jul 6 to Jul 7
CA $170
CA $184 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (580 reviews)
"Wonderful place, I love it and and definitely recommend."
Reviewed on Jun. 30, 2025

Eastwind Windham
5088 NY-23, Windham, NY
The price is CA $271 per night from Jul 6 to Jul 7
CA $271
CA $302 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (56 reviews)
"Friendly staff, accommodating and clean Some of it under construction"
Reviewed on May 23, 2025

Wylder Hotel Windham
19 New York 296, Windham, NY
The price is CA $231 per night from Jul 7 to Jul 8
CA $231
CA $317 total
Jul 7 - Jul 8
includes taxes & fees
8.4/10 Very Good! (60 reviews)
"Great!"
Reviewed on Jun. 30, 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.
Discover the most popular places to visit in Windham
Windham Mountain Resort
5/5(2 reviews)
Hit the slopes in Windham with a visit to Windham Mountain Resort. Discover the mountain views in this relaxing area.
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.