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Kid-Friendly Hotels in Windham

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Featured Windham Family Hotels

Antique Rose Inn Windham

Antique Rose Inn Windham

3 out of 5
326 State Route 296 Windham NY
Book a stay at this 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
Book a stay at this 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
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 Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3 out of 5
5220 NY-23 Windham NY
Book a stay at this ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country ...
Winwood Condominiums by Windham Mountain Club
Beds on Clouds

Beds on Clouds

3 out of 5
5320 Main Street Windham NY
Stay at this guesthouse in Windham. Enjoy free WiFi, free parking, and an area shuttle (surcharge). Popular attractions Windham Mountain Resort and Windham Country ...
Beds on Clouds
See all 2,096 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! (717 reviews)
Love this place when its available. Low key, clean and conveniently near BOTH Hunter and Windham ski areas!

Reviewed on Dec 8, 2025

Hotel Vienna
See all 2,096 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 2,096 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.