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

Hillsdale Condominium Resorts to Rent

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21
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
$151 nightly
The price is $169
Oct 31 - Nov 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
Oct 30 - Oct 31
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, (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.
$361 nightly
The price is $404
Oct 28 - Oct 29
Total with taxes and fees
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.
$179 nightly
The price is $200
Oct 29 - Oct 30
Total with taxes and fees
The Brooks Motel: Exceptional Suite
A house with a stone patio and wooden stools.

5. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (149 reviews)
"Beyond amazing, we loved it so much!"
United States
Stacy
$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.

6. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,008 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
$75 nightly
The price is $84
Nov 22 - Nov 23
Total with taxes and fees
Quality Inn Great Barrington
A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

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, (845 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
$90 nightly
The price is $101
Nov 12 - Nov 13
Total with taxes and fees
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
$165 nightly
The price is $185
Nov 20 - Nov 21
Total with taxes and fees
the Alander
A wooden boat on calm water with a house in the background.

9. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (48 reviews)
"Great stay!"
United States
Conor
$345 nightly
The price is $385
Nov 11 - Nov 12
Total with taxes and fees
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
8.8 out of 10, Excellent, (931 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 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, (818 reviews)
"Nice view and location for fall color."
United States
Md
$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 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, (625 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
$79 nightly
The price is $88
Oct 28 - Oct 29
Total with taxes and fees
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
$135 nightly
The price is $151
Nov 17 - Nov 18
Total with taxes and fees
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, (635 reviews)
"A fine place for a quick overnight trip to the Berkshires."
United States
David
$115 nightly
The price is $128
Oct 28 - Oct 29
Total with taxes and fees
The Little Lion
Dining

15. Garden Gables

Garden Gables
4.0 star property
Lenox
$184 nightly
The price is $206
Nov 1 - Nov 2
Total with taxes and fees
Garden Gables
A dining area with a round table and four chairs, a radiator, and a window with a view of greenery.

16. 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
$255 nightly
The price is $285
Nov 1 - Nov 2
Total with taxes and fees
Granville House
Two Adirondack chairs facing a river with a forested hill in the background.

17. 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
$96 nightly
The price is $107
Oct 28 - Oct 29
Total with taxes and fees
The Yankee Inn
A lodge with a large building and a dock by a lake, surrounded by forest.

18. 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, (1,013 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
$110 nightly
The price is $122
Nov 22 - Nov 23
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Outdoor pool

19. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (525 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
$75 nightly
The price is $84
Oct 28 - Oct 29
Total with taxes and fees
Berkshire Travel Lodge
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

20. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,007 reviews)
"Nice place to stay"
United States
Michael
$143 nightly
The price is $159
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
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

Hotel On North

Hotel On North

10/10 Excellent
"Very large room and bathroom. Had parking easily accessible, very nice and helpful staff."
Gaby 2-night trip
Posted 4 hours ago
Hotel On North

Find out more about Hillsdale

Hillsdale Condo Resorts information

Number of reviews
4,897
Accommodation
0 Condo Resorts
Lowest Price
$74
Highest Price
$404

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