Ski Holidays in Hudson Valley 2026

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Hotel Vienna

107 State Route 296 Windham NY

3 hours drive from Woodbury Common Premium Outlets

Stay at this golf hotel in Windham. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their 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 14 Aug 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 Wi-Fi, 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

Stay at this ski hotel in Windham. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club are ...

8.8/10 Excellent! (359 reviews)

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

Reviewed on 4 Aug 2026

See all 5,902 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.