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

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7
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
$143 nightly
The price is $160
Oct 15 - Oct 16
Total with taxes and fees
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
$170 nightly
The price is $190
Oct 15 - Oct 16
Total with taxes and fees
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, (79 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.
$350 nightly
The price is $392
Oct 15 - Oct 16
Total with taxes and fees
Ideal location for summer and winter activities with plenty of outdoor space.
A two-story house with a balcony, a deck, and a view of the surrounding forest.

4. Gorgeous Mountain Views Retreat: Family & Nature

Gorgeous Mountain Views Retreat: Family & Nature
Hillsdale
10.0 out of 10, Exceptional, (134 reviews)
"This home has beautiful views. It is quiet and clean with all of the amenities we needed. We had a lovely stay."
United States
Anne S.
$555 nightly
The price is $621
Oct 18 - Oct 19
Total with taxes and fees
Gorgeous Mountain Views Retreat: Family & Nature
A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

5. 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.
$179 nightly
The price is $200
Oct 15 - Oct 16
Total with taxes and fees
The Brooks Motel: Exceptional Suite
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

6. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (146 reviews)
$169 nightly
The price is $189
Nov 2 - Nov 3
Total with taxes and fees
Little Cat Lodge
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

7. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"A clean, well maintained, close to everything, motel. Would highly recommend and will stay again next time we are in the area."
United States
Joan
$78 nightly
The price is $87
Nov 10 - Nov 11
Total with taxes and fees
Quality Inn Great Barrington
A modern hotel lobby with seating areas, tables, and a reception desk.

8. 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, (835 reviews)
"The location is very convenient. We have been going and staying at this hotel for the past 6 years every time we come to the Berkshire area."
United States
Maria Dulce
$83 nightly
The price is $93
Nov 12 - Nov 13
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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
8.8 out of 10, Excellent, (923 reviews)
"Super clean and cozy and safe"
United States
Andrea
$67 nightly
The price is $74
Nov 1 - Nov 2
Total with taxes and fees
Monument Mountain Motel
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

10. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (45 reviews)
"Great stay!"
United States
Conor
$345 nightly
The price is $385
Nov 10 - Nov 11
Total with taxes and fees
Prospect Berkshires
A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

11. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (279 reviews)
"We absolutely loved our two nights at the Alander, Jason, Reid, and Presley were amazing and kind and we absolutely encourage anyone thinking to stay here to do so!"
United States
Joseph
$170 nightly
The price is $190
Oct 20 - Oct 21
Total with taxes and fees
the Alander
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

12. 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, (815 reviews)
"Excellent room! Clean and good breakfast!"
Canada
Kelly
$144 nightly
The price is $160
Nov 2 - Nov 3
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A swimming pool with a tiled edge, surrounded by lounge chairs and a small building with a sign.

13. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (619 reviews)
"The owners and staff are very helpful. The rooms are comfortable and clean."
United States
Mark
$79 nightly
The price is $88
Oct 15 - Oct 16
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

14. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"The location was good for our trip."
United States
Basil
$106 nightly
The price is $118
Nov 1 - Nov 2
Total with taxes and fees
The Yankee Inn
A large house with a balcony and a grassy yard.

15. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (625 reviews)
"What a beautiful spot and the views! Pool and hot tub access is a plus!"
United States
Lidia
$115 nightly
The price is $128
Oct 18 - Oct 19
Total with taxes and fees
The Little Lion
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

16. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (56 reviews)
"great place!"
United States
ERIK
$121 nightly
The price is $135
Nov 14 - Nov 15
Total with taxes and fees
East Rock Inn
A dining table with pastries, a coffee pot, and a vase of sunflowers.

17. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (108 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
$254 nightly
The price is $284
Oct 25 - Oct 26
Total with taxes and fees
Granville House
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)
"Very nice stay"
United States
Christine
$93 nightly
The price is $103
Nov 3 - Nov 4
Total with taxes and fees
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, (1,008 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
$115 nightly
The price is $128
Nov 8 - Nov 9
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A red building with a sign reading "Shaker Mill Inn."

20. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (477 reviews)
"Very nice Inn in West Stockbridge. Easy walk to center of town and short drive to all the Berkshires attractions. Room was very quiet and the grounds are wonderful. Highly recommended!"
United States
Steven
$131 nightly
The price is $144
Nov 9 - Nov 10
Total with taxes and fees
Shaker Mill 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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Top Hillsdale Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"Very clean and nice options for breakfast. Helpful staff."
Scott 1-night trip
Posted less than an hour ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about Hillsdale

Hillsdale Condo Rentals information

Number of reviews
6,071
Accommodation
6 Condo Rentals
Lowest Price
$74
Highest Price
$621

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What is there to do in Hillsdale near my condo?
If you'd like to discover the best of Hillsdale, be sure to stop by Catamount Aerial Adventure Park. It's a favorite with locals and visitors alike.

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