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. ...

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 ...

9.2/10 Wonderful! (315 reviews)

"Cute motel! Had updated bathroom. Also, had a kitchen with full refrigerator. Unfortunately, because of the rain we did not get to experience the grill, picnic area and fire pit out back. Location is great if you want to do some heavy duty hiking....lots of hikes/trailheads within 30 minutes of Starlite. ..."

Reviewed on 2026/9/30

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! (365 reviews)

"Very happy with the condo. Staff was helpful resolving minor tv issue. It was clean with small kitchenette area."

Reviewed on 2026/9/29

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.