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

Find hotels in Hillsdale, NY from Rp1.207.445

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Check prices for these dates

This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

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Our top choices for Hillsdale hotels

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, (158 reviews)
"Great value. Excellent location. Responsive staff."
United States
Nelson
The price is Rp2.633.440
Rp2.949.454 total
includes taxes & fees
12 Nov - 13 Nov
The Brooks Motel
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

2. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (158 reviews)
"Such a lovely stay! Helpful and kind staff, and lots of nearby nature, farms, vineyards, and restaurants."
United States
Nutcha
The price is Rp2.587.963
Rp2.898.517 total
includes taxes & fees
17 Nov - 18 Nov
Little Cat Lodge
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

3. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (52 reviews)
"Great experience!"
United States
Sunny
The price is Rp4.307.787
Rp5.416.974 total
includes taxes & fees
1 Dec - 2 Dec
Prospect Berkshires
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

4. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Great location friendly staff"
United States
David
The price is Rp1.366.390
Rp1.526.258 total
includes taxes & fees
3 Dec - 4 Dec
Quality Inn Great Barrington
A wooden cabin with a deck, large windows, and outdoor seating.

5. The Cozy Cat Motel

The Cozy Cat Motel
Copake Falls
The price is Rp2.186.766
Rp2.449.179 total
includes taxes & fees
12 Nov - 13 Nov
The Cozy Cat Motel
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

6. 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, (822 reviews)
"Nice view and location for fall color."
United States
Md
The price is Rp2.901.660
Rp3.241.153 total
includes taxes & fees
16 Nov - 17 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
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, (857 reviews)
"Amazing stay and great staff. Hotel was also very updated with nice rooms. Will stay again."
United States
Joseph
The price is Rp1.499.146
Rp1.674.546 total
includes taxes & fees
9 Dec - 10 Dec
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, (292 reviews)
"Super cute, fairly clean and such a lovely breakfast!"
United States
Luis
The price is Rp2.528.680
Rp2.832.121 total
includes taxes & fees
12 Nov - 13 Nov
the Alander
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

9. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (944 reviews)
"Clean, reasonably priced, convenient"
United States
Martha
The price is Rp1.081.011
Rp1.207.445 total
includes taxes & fees
12 Nov - 13 Nov
Monument Mountain Motel
Interior detail

10. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is Rp2.959.693
Rp3.305.977 total
includes taxes & fees
12 Nov - 13 Nov
Wilder House Berkshires
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

11. 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 Rp2.440.537
Rp2.726.080 total
includes taxes & fees
29 Nov - 30 Nov
East Rock Inn
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

12. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,015 reviews)
"Enjoyed staying in the old hotel and loved the large porch with the bar to relax on."
United States
Mallory
The price is Rp2.845.126
Rp4.075.325 total
includes taxes & fees
29 Nov - 30 Nov
The Red Lion Inn
A large house with a balcony and a grassy yard.

13. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (640 reviews)
"Wonderful place to stay and still enjoy the amenities at the Red Lion Inn"
United States
Linda
The price is Rp1.843.769
Rp2.059.429 total
includes taxes & fees
23 Nov - 24 Nov
The Little Lion
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

14. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (627 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 Rp1.354.650
Rp1.513.144 total
includes taxes & fees
12 Nov - 13 Nov
Travelodge by Wyndham Great Barrington Berkshires
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 Rp4.593.590
Rp5.131.076 total
includes taxes & fees
20 Nov - 21 Nov
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, (1,008 reviews)
"The location was good for our trip."
United States
Basil
The price is Rp2.278.710
Rp2.545.283 total
includes taxes & fees
12 Dec - 13 Dec
The Yankee Inn
A balcony with a table featuring a bottle, glasses, and binoculars, overlooking a river, greenery, and a house.

17. Diamond Mills Resort

Diamond Mills Resort
3.5 star property
Saugerties
9.2 out of 10, Wonderful, (409 reviews)
"We love this day. It was amazing. Everything was clean. The view was beautiful. I would come again."
United States
Shantee
The price is Rp4.794.377
Rp5.821.383 total
includes taxes & fees
22 Nov - 23 Nov
Diamond Mills Resort
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

18. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,005 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is Rp1.562.544
Rp1.745.362 total
includes taxes & fees
6 Dec - 7 Dec
Quality Inn Lee - Lenox South
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

19. 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 Rp1.936.904
Rp2.163.522 total
includes taxes & fees
6 Dec - 7 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.

20. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2.5 star property
Saugerties
8.8 out of 10, Excellent, (831 reviews)
"Room was nice and spacious Breakfast was tasty done with a class and quick service"
United States
Artur
The price is Rp2.438.370
Rp2.730.974 total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
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.
View all properties

Hotels recommended for families in Hillsdale

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

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (158)
The price is Rp2.633.440
Rp2.949.454 total
includes taxes & fees
12 Nov - 13 Nov
The Brooks Motel
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Stay near popular Hillsdale attractions

Catamount Aerial Adventure Park

6.4/10 (5 reviews)
Scale New England's largest aerial adventure park with over 150 treetop challenges across nine difficulty levels. Glide between zip lines and navigate bridges while surrounded by serene forest scenery.
See properties

Learn more about Hillsdale

Tucked in the Hudson Valley, this rural hamlet offers scenic hikes through Taconic State Park and charming farm-to-table dining. Explore nearby art galleries in Copake or visit Catamount Mountain Resort for outdoor adventures in all seasons.

See all hotels in Hillsdale
A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.

Top Hillsdale Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"A beautiful relaxing vibe! The gathering area is comfortable with a full variety of, games, food. The lighting brings. Alm to the day"
Cathy 1-night trip
Posted 2 hours ago
Berkshires Untold

More cheap stays in Hillsdale

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
The price is Rp1.284.208 per night from 17 Nov to 18 Nov
Rp1.284.208
Rp1.434.460 total
17 Nov - 18 Nov
includes taxes & fees

Frequently asked questions

Where is the best place to stay in Hillsdale?
Located 20.9 mi (33.7 km) from the heart of Hillsdale, Berkshire Mountain Lodge is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Quality Inn Great Barrington and Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy. See all available top hotels, or vacation rentals in Hillsdale.
If I need to cancel my hotel reservation in Hillsdale, will I receive a refund?
Yes! Most hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Hillsdale.
What's the best dog-friendly place to stay in Hillsdale?
The Brooks Motel is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Hillsdale.
What are some accommodation options with pools in Hillsdale?
Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. Pocketbook Hotel and Bath and The Yankee Inn are a couple of other choices that feature an on-site pool. View all hotels with pools in Hillsdale.
What's it like staying in Hillsdale?
Visitors can enjoy all that Hillsdale has to offer, including the coffee shops and ski areas. This city also attracts tourists with its relaxing and quaint setting. In Hillsdale, there are 59 hotels and other accommodation options to choose from. Find out more about Hillsdale.
What should I see while I'm in Hillsdale?
The picturesque setting of Copake Lake and Mosquito Island exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Catamount Aerial Adventure Park and Catamount Ski Area. Take a look at what more there is to see and do in Expedia's Hillsdale guide.
What's the seasonal weather in Hillsdale?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Hillsdale are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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