Search Resorts in Hillsdale

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Compare 7 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

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

Mountain Lodge Apt!

Mountain Lodge Apt!

Oak n' Spruce Resort in the Berkshires. Charming 2-bedroom in quaint Lee

Oak n' Spruce Resort in the Berkshires. Charming 2-bedroom in quaint Lee

Canyon Ranch Lenox

3.0 star property
Canyon Ranch Lenox
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

Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!

10.0 out of 10, Exceptional, (11)
"We had our family Thanksgiving at this home and it was a great time. Enough space to cook a Thanksgiving meal, have a baking contest, play board games, and relax. The bedrooms were comfortable and everyone commented on how well they slept. More than enough bathrooms and showers with hot water for six people. Close to Great Barrington and Stockbridge for some small town vibes. Overall a great stay!"
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!

Postcard Cabins Eastern Catskills

2.0 star property
8.6 out of 10, Excellent, (9)
"A must visit!! "
The price is SAR 469
SAR 648 total
includes taxes & fees
30 Apr - 1 May
Postcard Cabins Eastern Catskills

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (96)
"Lovely, and quiet, with water nearby. Everything was nice and worked, and owner responded to communication quickly. Will visit again! "
The price is SAR 487
SAR 526 total
includes taxes & fees
11 May - 12 May
Micosta Leisure Inn
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.