Search for Cheap Deals on
Kid-Friendly Hotels in Windham

Check Last Minute Windham Hotel Deals

Tonight Feb 22 - Feb 23Next weekend Feb 28 - Mar 2

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!

Featured Windham Family Hotels

Antique Rose Inn Windham
Antique Rose Inn Windham
3 out of 5
326 State Route 296, Windham, NY
Stay at this 3-star ski B&B in Windham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Windham Mountain Resort and Windham Country Club ...
Antique Rose Inn Windham
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
3.5 out of 5
43 State Route 296, Windham, NY
Stay at this 3.5-star golf B&B in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Albergo Allegria Hotel & Breakfast Restaurant
Hotel Vienna
Hotel Vienna
2.5 out of 5
107 State Route 296, Windham, NY
Fully refundableReserve now, pay when you stay
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hotel Vienna
Winwood Inn & Condominiums
Winwood Inn & Condominiums
3 out of 5
5220 NY-23, Windham, NY
Stay at this 3-star ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country ...
Winwood Inn & Condominiums
Beds on Clouds
Beds on Clouds
3 out of 5
5320 Main Street, Windham, NY
Stay at this 3-star guesthouse in Windham. Enjoy free WiFi, free parking, and an area shuttle (surcharge). Popular attractions Windham Mountain Resort and Windham ...
Beds on Clouds
See all 1,933 properties in Windham
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.

Hotels with Pools in Windham

Hotel Vienna
Hotel Vienna
2.5 out of 5
107 State Route 296, Windham, NY
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (531 reviews)
"Comfortable rooms, friendly staff, convenient to Windham Mountain and downtown, very reasonably priced."

Reviewed on Feb 12, 2025

Hotel Vienna
See all 1,933 properties in Windham
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.

Hotels With Connecting Rooms in Windham

Hotel Vienna
Hotel Vienna
2.5 out of 5
107 State Route 296, Windham, NY
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hotel Vienna
See all 1,933 properties in Windham
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.