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Top Ski Hudson Valley Hotels

Hotel Vienna

107 State Route 296 Windham NY

3 hours drive from LEGOLAND® New York

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. ...

9.4/10 Exceptional! (816 reviews)

"Great place to stay ; recommend the area for a Catskills getaway!"

Reviewed on 2026/6/24

Starlite Motel

8722 Route 28 Big Indian NY

2 hours drive from LEGOLAND® New York

Stay at this aparthotel in Big Indian. Enjoy free WiFi, free parking, and a garden. Popular attractions Belleayre Beach and Pine Hill Community Center are located ...

9.2/10 Wonderful! (305 reviews)

"Great place and price. Definitely will recommend this place for a getaway."

Reviewed on 2026/6/10

The Winwood Condominiums

5220 NY-23 Windham NY

3 hours drive from LEGOLAND® New York

Book a stay at this ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Country Club and Windham Mountain Resort ...

See all 5,954 properties in Hudson Valley

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.