Mountain Vacations in Hudson Valley 2026

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4 Night Mountain holidays in Hudson Valley

Price found within the past 48 hours. Click for updated prices.

Overlook Lodge at Bear Mountain

CA $1,262

per person

Oct 29 - Nov 2

found 24 hours ago

Roundtrip flight included

St. John's (YYT) to New York (JFK)

8.4/10 Very good! (1,010 reviews)

Very peaceful

Reviewed on Sep 28, 2026

Holiday Inn Express West Point by IHG

CA $1,540

per person

Oct 29 - Nov 2

found 24 hours ago

Roundtrip flight included

St. John's (YYT) to New York (JFK)

9/10 Wonderful! (308 reviews)

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Mountain Hotels in Hudson Valley

Mountain Treasure B&B

408 County Route 40 Maplecrest NY

3 hours drive from Woodbury Common Premium Outlets

Stay at this B&B in Maplecrest. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Windham Mountain Resort and Hunter Mountain are located ...

9.4/10 Exceptional! (303 reviews)

"Wonderful! My wife and I stayed two nights and wished we could stayed more. Amazing experience from beginning to an end. This is a gem. Highly recommend. You won’t regret it"

Reviewed on Sep 13, 2026

Xenia Resort

10241 Route 23A Jewett NY

3 hours drive from Woodbury Common Premium Outlets

Book a stay at this beach hotel in Jewett. Enjoy free parking, breakfast (surcharge), and spa treatment rooms. Popular attractions Windham Mountain Resort and ...

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! (364 reviews)

"I came here thirty years ago. And I came here thirty years later, and it's still run by a wonderful proprietor and it's a beautiful place to unwind, and enjoy breakfast in the morning will be a wonderful host if she's not busy. That is taking care of this amazing place. I very much enjoyed my ..."

Reviewed on Sep 11, 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.