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Compare 6 Resorts in Hillsdale with updated reviews, rates, and availability.

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

10.0 out of 10, Exceptional, (1)
"We loved everything about this place! It was quiet, centrally located, and everyone was friendly and helpful. We will stay here again for sure!"
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!

Holiday Inn Club Vacations Oak 'n Spruce Resort

2.0 star property
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires

Mountain Lodge Apt!

Mountain Lodge Apt!

Canyon Ranch Lenox

3.0 star property
Canyon Ranch Lenox

Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC

2.0 star property
Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
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.
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Other property types in Hillsdale

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow

Postcard Cabins Eastern Catskills

2.0 star property
8.0 out of 10, Very Good, (4)
"I had an amazing weekend.! Away from everything."
The price is AED 459
AED 496 total
includes taxes & fees
4 Mar - 5 Mar
Postcard Cabins Eastern Catskills

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (14)
"Great property overlooking Hudson River. Close to Woodstock and Rheinbeck. Very good local restaurants for brunch and dinner. Host was great and responded quickly with all questions "
Hamptons on the Hudson in South Saugerties
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.

Frequently asked questions

What can I expect from a resort vacation in Hillsdale?
You deserve a break, and a resort is the perfect place to indulge in all the services and amenities you need for a relaxing time in Hillsdale. One of the comfortable resort hotels in the surrounding area could be just what you’re searching for, whether you want an amazing pool, a state-of-the-art fitness center, or nightly entertainment options.
What's a top resort for my stay in Hillsdale?
Our top-rated resort near Hillsdale: Holiday Inn Club Vacations Oak ‘n Spruce Resort - Ski resort. 14.5 mi (23.4 km) from Hillsdale. Enjoy the sauna, fitness center, and terrace.
What can I do in Hillsdale?
Catamount Aerial Adventure Park, Catamount Ski Area, and Copake Lake are a few of the interesting sights to visit. Hillsdale Town Hall and Community Library are a few additional attractions in the area that you might like.
What's the seasonal weather like in Hillsdale?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Hillsdale are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Hillsdale?
Fly into Hudson, NY (HCC-Columbia County), which is located 12.5 mi (20.1 km) away from the heart of the city. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 20.8 mi (33.4 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.