Hudson Valley Ski Vacations 2026

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Top Ski Hudson Valley Hotels

Hotel Vienna

107 State Route 296 Windham NY

3 hours drive from Woodbury Common Premium Outlets

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! (842 reviews)

"The only thing I didn't like was the pool was small and the granola they had out was stale for breakfast. Place is very nice and clean."

Reviewed on Aug 14, 2026

Starlite Motel

8722 Route 28 Big Indian NY

2 hours drive from Woodbury Common Premium Outlets

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 ...

The Winwood Condominiums

5220 NY-23 Windham NY

3 hours drive from Woodbury Common Premium Outlets

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 ...

8.8/10 Excellent! (359 reviews)

"Very clean property....helpful staff ...lovely setting for the outdoor pool."

Reviewed on Aug 4, 2026

See all 5,900 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.