
Hudson Valley Ski Vacations
Book a Ski Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ₩234,741 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Ski Hudson Valley Hotels

Hotel Vienna
107 State Route 296, Windham, NY
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. ...
9.2/10 Wonderful! (620 reviews)
"Beautiful property. Lovely room with a very comfortable bed. Extremely helpful desk staff—I would like to extend my thanks especially to her."
Reviewed on Aug 20, 2025

Starlite Motel
8722 Route 28, Big Indian, NY
Stay at this aparthotel in Big Indian. Enjoy free WiFi, free parking, and a garden. Popular attractions Belleayre Beach at Pine Hill Lake and Pine Hill Community ...
9/10 Wonderful! (262 reviews)
Quiet and Cozy
"We only stayed one night at the Starlite Motel. This motel is not like other places we have stayed. It was quiet and it had character. We really liked that our room included a small kitchen. The bed was comfortable and everything was clean. The backyard area was great for us to relax with friends ..."
Reviewed on Jul 23, 2025

Winwood Condominiums by Windham Mountain Club
5220 NY-23, Windham, NY
Stay at this 3-star ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country ...
8.6/10 Excellent! (331 reviews)
Great place
"Condo was excellent. Two bedrooms and two full bathrooms. Great spot on Rt23. Close to the center of town and surrounding golf courses."
Reviewed on Aug 19, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.