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

Find hotels in Hillsdale, NY from 1.823.737 ₫

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Check prices for these dates

Next weekend
24 Jul - 26 Jul
In two weeks
31 Jul - 2 Aug

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Our top choices for Hillsdale hotels

Breakfast included
Egyptian cotton sheets, premium bedding, memory-foam beds, desk

1. The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.2 out of 10, Good, (145 reviews)
"Very cute motel off route 23 only a short distance to Great Barrington, very easy to get to staff were very nice and rooms were cleaned and well laid out!"
United States
Alexis
The price is 3.975.048 ₫
4.452.054 ₫ total
includes taxes & fees
20 Jul - 21 Jul
The Brooks Motel
Restaurant

2. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (102 reviews)
"The staff was lovely and the continental breakfast was the best I've ever seen!"
United States
Berenger
The price is 5.796.945 ₫
6.492.579 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Little Cat Lodge
Exterior

3. 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, (791 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is 3.999.498 ₫
4.467.439 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior

4. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (246 reviews)
"This is an adorable motel, renovated and a great little getaway for a weekend trip. Will definitely be back!"
United States
Tiffany
The price is 4.469.300 ₫
5.005.616 ₫ total
includes taxes & fees
21 Jul - 22 Jul
the Alander
Lobby

5. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,005 reviews)
"Comfortable rooms within walking distance to Great Barrington."
United States
Lynn
The price is 3.471.595 ₫
3.877.776 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Quality Inn Great Barrington
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

6. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (884 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is 2.922.134 ₫
3.264.167 ₫ total
includes taxes & fees
21 Jul - 22 Jul
Monument Mountain Motel
Exterior

7. 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, (794 reviews)
"Extremely friendly and helpful staff upon arrival. Provide great insights on local restaurant opportunities, and included a five star breakfast. Highly recommend!"
United States
Lisa
The price is 5.117.349 ₫
5.716.079 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

8. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"A comfortable, clean place with good breakfast, good amenities, and a good hot tub."
United States
Michael
The price is 4.443.010 ₫
4.962.763 ₫ total
includes taxes & fees
22 Jul - 23 Jul
The Yankee Inn
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, desk, laptop workspace, blackout curtains

9. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,000 reviews)
"Hotel was clean and staff helpful and courteous. Hotel is a little tired (showing it's age) but I would certainly not hesitate to book a future stay."
United States
Andrew
The price is 3.104.323 ₫
3.467.529 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Best Western Plus Berkshire Hills Inn & Suites
In-room safe, desk, free cots/infant beds, free rollaway beds

10. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (593 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is 2.602.710 ₫
2.907.226 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Travelodge by Wyndham Great Barrington Berkshires
Exterior

11. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (584 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is 3.312.540 ₫
3.700.107 ₫ total
includes taxes & fees
22 Jul - 23 Jul
The Little Lion
Garden

12. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (464 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is 5.626.060 ₫
6.171.788 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Shaker Mill Inn
Exterior

13. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (34 reviews)
"Great stay!"
United States
Conor
The price is 11.002.365 ₫
13.170.501 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Prospect Berkshires
Balcony

14. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (232 reviews)
"Great place to stay."
United States
Jurij
The price is 2.940.537 ₫
3.293.086 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Chatham Travel Lodge
Lobby

15. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,000 reviews)
"Great place"
United States
Michelle
The price is 3.471.595 ₫
3.877.776 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Quality Inn Lee - Lenox South
Exterior

16. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (158 reviews)
"The room was cozy. In a very quiet part of town. The check in process was easy. I would definitely stay again while in town."
United States
Kathleen
The price is 3.644.057 ₫
4.080.997 ₫ total
includes taxes & fees
23 Jul - 24 Jul
Micosta Leisure Inn
Outdoor pool

17. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (492 reviews)
"We needed a bed for a quick crash session on the way through. The gentleman at the front desk was pleasant and so helpful and kind."
United States
Kyle
The price is 1.774.312 ₫
1.987.261 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Berkshire Travel Lodge
Porch

18. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (304 reviews)
"Great staff and location!"
United States
Stacie
The price is 7.074.639 ₫
8.135.835 ₫ total
includes taxes & fees
3 Aug - 4 Aug
Interlaken Inn & Resort
Library

19. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (194 reviews)
"Excellent breakfast, very nice staff."
United States
Leslie
The price is 4.093.353 ₫
4.707.356 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Blackberry River 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.
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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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"Very good value if you can find a deal. Large rooms and clean but a bit rough around edges. Also some minor maintence issues. I would stay again if price was right. kitchen well equipped and bed comfortable. Not much in way of outdoor amenities- no real place for a walk but a few chairs spread around. They do not clean room during your stay and check out time of 10 am is very early. location is close to shopping and resturants but not much in way of attractions near by."
Lawrence 5-night trip
Posted 1 hour ago
Berkshire Mountain Lodge

More cheap stays in Hillsdale

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
The price is 1.632.609 ₫ per night from 2 Aug to 3 Aug
1.632.609 ₫
1.823.737 ₫ total
2 Aug - 3 Aug
includes taxes & fees
5.4/10 (855 reviews)

Hotels in Hillsdale with star rating

Frequently asked questions

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.