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 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17
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
Sep 30 - Oct 1
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
Sep 27 - Sep 28
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)
"Excellent host!"
United States
Kenny
$320 nightly
The price is $358
Sep 28 - Sep 29
Total with taxes and fees
Ideal location for summer and winter activities with plenty of outdoor space.
A two-story house with a front porch, surrounded by lush greenery and trees.

4. Perfect House In Hillsdale, Brings Friends & Fam

Perfect House In Hillsdale, Brings Friends & Fam
Hillsdale
8.4 out of 10, Very good, (5 reviews)
"Overall a very pleasant stay. It is a cool old house with all its charm and quirks. Very spacious, comfortable. Decent kitchen. Location very accessible for mountains and tooling around. Just right for a getaway"
United States
Annetta D.
$474 nightly
The price is $531
Sep 27 - Sep 28
Total with taxes and fees
Perfect House In Hillsdale, Brings Friends & Fam
A two-story house with a balcony, a deck, and a view of the surrounding forest.

5. Gorgeous Mountain Views Retreat: Family & Nature

Gorgeous Mountain Views Retreat: Family & Nature
Hillsdale
10.0 out of 10, Exceptional, (133 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.
$633 nightly
The price is $709
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.

6. 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.
$178 nightly
The price is $199
Sep 27 - Sep 28
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.

7. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.8 out of 10, Exceptional, (142 reviews)
"The staff did ann excellent job communicating before we got there, while we were there, and even after we checked out. Good room, easily accessible, and beautiful area."
United States
Kees
$199 nightly
The price is $223
Sep 27 - Sep 28
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.

8. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,002 reviews)
"It was perfect for our weekend away, clean, comfortable bed and a decent breakfast, definitely worth the value:)"
United States
Kimberly
$101 nightly
The price is $113
Oct 18 - Oct 19
Total with taxes and fees
Quality Inn Great Barrington
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, (915 reviews)
"Great place. Staff, property , parking, location"
United States
Victor
$76 nightly
The price is $85
Oct 25 - Oct 26
Total with taxes and fees
Monument Mountain Motel
A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

10. the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (273 reviews)
"Great on-site restaurant and bar. Fire pit and Adirondack chairs."
United States
Thomas
$145 nightly
The price is $162
Sep 30 - Oct 1
Total with taxes and fees
the Alander
A modern hotel lobby with seating areas, tables, and a reception desk.

11. 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, (827 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
$119 nightly
The price is $133
Oct 19 - Oct 20
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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, (812 reviews)
"No extra amenities…just an average hotel"
United States
Bruce
$169 nightly
The price is $189
Oct 1 - Oct 2
Total with taxes and fees
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

13. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (44 reviews)
"Once I got the cabin I expected it was an amazing stay. Right on the water as shown on the website. I look forward to my next stay."
United States
Kellee
$395 nightly
The price is $441
Sep 27 - Sep 28
Total with taxes and fees
Prospect Berkshires
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, (616 reviews)
"Front desk was very pleasant. Room was awful!"
United States
Kevin
$75 nightly
The price is $84
Sep 27 - Sep 28
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.

15. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,013 reviews)
"The room was spacious, clean and comfortable. I will definitely stay there again."
United States
William
$108 nightly
The price is $121
Oct 27 - Oct 28
Total with taxes and fees
The Yankee Inn
A large house with a balcony and a grassy yard.

16. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (614 reviews)
"This little gem was clean and very conveniently located between Great Barrington and Stockbridge. Ample parking right in front of the room. Did not meet any staff nor use any amenities ( none at hotel but apparently able to use amenities at the Red Lion). Clearly an older property but clean and comfortable"
United States
Mary
$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.

17. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (55 reviews)
"great place!"
United States
ERIK
$139 nightly
The price is $156
Oct 27 - Oct 28
Total with taxes and fees
East Rock Inn

18. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (67 reviews)
"Perfect little b&b."
United States
Mark
$195 nightly
The price is $218
Sep 27 - Sep 28
Total with taxes and fees
Wilder House Berkshires
A dining table with pastries, a coffee pot, and a vase of sunflowers.

19. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (106 reviews)
"Beautiful home with warm and friendly hosts. The rooms were tastefully designed, the bed was very comfortable and the large bathroom was luxurious. The breakfast was absolutely delicious. We will definitely stay again next time we are in Great Barrington. "
United States
Nicole
$224 nightly
The price is $250
Sep 27 - Sep 28
Total with taxes and fees
Granville House
A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

20. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (178 reviews)
"Great little place."
United States
Kim
$113 nightly
The price is $127
Oct 27 - Oct 28
Total with taxes and fees
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.
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Top Hillsdale Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"A clean, well maintained, close to everything, motel. Would highly recommend and will stay again next time we are in the area."
Joan 1-night trip
Posted 2 hours ago
Quality Inn Great Barrington

Find out more about Hillsdale

Hillsdale Condo Rentals information

Number of reviews
3,819
Accommodation
6 Condo Rentals
Lowest Price
$84
Highest Price
$709

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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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