A rural landscape with snow-covered fields, a winding road, and scattered trees.

Search Resort Hotels in Hillsdale from CA $94

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Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Hillsdale

A modern bedroom with a large bed, two bedside tables, and a textured wall behind the bed.

1. The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (156 reviews)
"Great value. Excellent location. Responsive staff."
United States
Nelson
The price is CA $204
CA $228 total
includes taxes & fees
Oct 30 - Oct 31
The Brooks Motel
A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

2. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
The price is CA $211
CA $268 total
includes taxes & fees
Nov 4 - Nov 5
The Brooks Motel: Exceptional Suite
A wooden cabin with a porch, a grill, and a flower planter.

3. Ideal location for summer and winter activities with plenty of outdoor space.

Ideal location for summer and winter activities with plenty of outdoor space.
Hillsdale
9.8 out of 10, Exceptional, (80 reviews)
"We very much enjoyed our two week stay in July. The cabin suited our needs in every regard. Our lab was also able to fully relax, whether it was napping on the screen porch or sitting by the fire pit. For those looking to explore the region, the location could not be better situated. Hoping to return over Christmas."
United States
Richard M.
The price is CA $294
CA $574 total
includes taxes & fees
Nov 2 - Nov 3
Ideal location for summer and winter activities with plenty of outdoor space.
A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

4. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
8.4 out of 10, Very good, (8 reviews)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
The price is CA $222
CA $280 total
includes taxes & fees
Nov 4 - Nov 5
The Brooks Motel: Exceptional Suite
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

5. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (150 reviews)
"Beyond amazing, we loved it so much!"
United States
Stacy
The price is CA $213
CA $238 total
includes taxes & fees
Nov 5 - Nov 6
Little Cat Lodge
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

6. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is CA $106
CA $119 total
includes taxes & fees
Nov 22 - Nov 23
Quality Inn Great Barrington
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

7. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (847 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is CA $126
CA $141 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

8. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (289 reviews)
"Super cute, fairly clean and such a lovely breakfast!"
United States
Luis
The price is CA $231
CA $259 total
includes taxes & fees
Nov 20 - Nov 21
the Alander
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

9. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (48 reviews)
"Great stay!"
United States
Conor
The price is CA $397
CA $490 total
includes taxes & fees
Nov 11 - Nov 12
Prospect Berkshires
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

10. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (933 reviews)
"Super clean and cozy and safe"
United States
Andrea
The price is CA $84
CA $94 total
includes taxes & fees
Nov 1 - Nov 2
Monument Mountain Motel
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

11. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (819 reviews)
"Nice view and location for fall color."
United States
Md
The price is CA $201
CA $225 total
includes taxes & fees
Nov 5 - Nov 6
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

12. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (626 reviews)
"Stay was great. Staff very friendly and helpful. 1 guest was screaming at someone at 4am but other than that it was a great stay"
United States
Sherry
The price is CA $111
CA $123 total
includes taxes & fees
Oct 30 - Oct 31
Travelodge by Wyndham Great Barrington Berkshires
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

13. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is CA $173
CA $194 total
includes taxes & fees
Nov 28 - Nov 29
East Rock Inn
A large house with a balcony and a grassy yard.

14. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (636 reviews)
"A fine place for a quick overnight trip to the Berkshires."
United States
David
The price is CA $117
CA $131 total
includes taxes & fees
Nov 16 - Nov 17
The Little Lion
A dining table with pastries, a coffee pot, and a vase of sunflowers.

15. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (110 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food! It was definitely the highlight of our trip to New England."
United States
Cynthia
The price is CA $357
CA $399 total
includes taxes & fees
Nov 5 - Nov 6
Granville House
Two Adirondack chairs facing a river with a forested hill in the background.

16. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,011 reviews)
"The location was good for our trip."
United States
Basil
The price is CA $134
CA $150 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

17. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,000 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is CA $153
CA $171 total
includes taxes & fees
Nov 22 - Nov 23
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A red building with a sign reading "Shaker Mill Inn."

18. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (482 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is CA $155
CA $170 total
includes taxes & fees
Nov 2 - Nov 3
Shaker Mill Inn
A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

19. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (193 reviews)
"Great stay"
United States
George
The price is CA $139
CA $155 total
includes taxes & fees
Nov 1 - Nov 2
Micosta Leisure Inn
Dining

20. Garden Gables

Garden Gables
4.0 star property
Lenox
10.0 out of 10, Exceptional, (1 review)
"Lovely place!"
United States
Eyee
The price is CA $183
CA $306 total
includes taxes & fees
Nov 10 - Nov 11
Garden Gables
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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Top Hillsdale Hotel Reviews

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Great"
Oneal 2-night trip
Posted 11 hours ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Find out more about Hillsdale

Hillsdale Resorts information

Number of reviews
6,095
Accommodation
4 Resorts
Lowest Price
CA $94
Highest Price
CA $574

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 resorts near Hillsdale: July 12-19 2026: Resort with 2 bedrooms and AC in the delightful Berkshires - 14.5 mi (23.3 km) from Hillsdale. Has a fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 14.5 mi (23.4 km) from Hillsdale. Enjoy the fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 14.5 mi (23.4 km) from Hillsdale. Amenities include a fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 14.5 mi (23.4 km) from Hillsdale. Access to a fitness center.
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 Roe Jan Brewing Co. 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.

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