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Compare 3 Resorts in Hillsdale with updated reviews, rates, and availability.

Other property types in Hillsdale

"Only stayed one night, but would have loved to stay for one week! Beautiful grounds and our host, Steven, was super welcoming and greeted us once we arrived to check us in. Local cat also greeted us once we arrived (if you’re driving, check under your car before backing out!)"

AED 517 total

includes taxes & fees

23 Jun - 24 Jun

"Our trip was amazing. We do it again again and again"

AED 459 total

includes taxes & fees

23 Jun - 24 Jun

Sandisfield Vacation Rental | 4BR | 3BA | 1,978 Sq Ft | Stairs Required

"We loved our time, very cozy cabin"

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 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.

Recent reviews of Hillsdale hotels
Expedia verified reviews

The Black Swan Lee - Lenox, Ascend Hotel Collection

5/5 Excellent

"Loved the lake in the back !!!"

A verified traveler stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection

Posted 2 days ago

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

5/5 Excellent

"We enjoyed our stay, played mini golf, swam and used the arcade. There were a lot of activities and amenities to choose from. Well kept property. "

A verified traveler stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

Posted 2 days ago

5/5 Excellent

Great place

"High end feel at a budget friendly price. The room was boho fun but needs a few tweaks. I still give it 5 stars but wish that they had a variety of pillows on the bed, they were very nice but too thick for a stomach or back sleeper. There is a full mini bar with prices only available by QR reader, there is a free bottle of still water but since it was not marked i wasn’t sure what it was or if it was free. There is a fun wardrobe with robes but no place but the floor to put your suit case. Oh and no coffee in the room but free in the lobby. Regardless, if opportunity arises i would once again stay at this property. The lobby and lounge area with fire pits outside is very comfortable and inviting. "

A verified traveler stayed at Life House Berkshires

Posted 2 days ago