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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Villas in Hillsdale

No exact matches found, but these alternatives could be just right

Recommended hotels in Hillsdale

Exterior
The Brooks Motel

Motel in Hillsdale

2.0 star property
7.4 out of 10, Good, (119)
"Unbearably hard bed, very small room, particle board decor, icy cold cement floor. We checked out within minutes of arriving. "
United States
Carmen
The Brooks Motel
Exterior
Hudson valley and The Berkshires Cottage

Guesthouse in Hillsdale

10.0 out of 10, Exceptional, (17)
"Wonderful place - great location. Beautiful cottage and perfectly designed. Had everything we needed for a lone weekend."
United States
Lauren P.
The price is SAR 458
SAR 1,329 total
includes taxes & fees
18 Dec - 19 Dec
Hudson valley and The Berkshires Cottage
TV, offices
The Brooks Motel: Exceptional Suite

Apartment in Hillsdale

9.2 out of 10, Wonderful, (5)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
The price is SAR 540
SAR 689 total
includes taxes & fees
13 Dec - 14 Dec
The Brooks Motel: Exceptional Suite
Exterior
Perfect House In Hillsdale, Brings Friends & Fam

Vacation Home in Hillsdale

8.4 out of 10, Very Good, (5)
"As a group of 10 friends, this house was everything we could have wanted. 5 bedrooms, a very large living room, and a dining table to fit all of us at once. Very close to Catamount, Hy’s Fried, Roe Jan brewery and more. Very clean for such an old house. "
United States
Stefanie K.
The price is SAR 698
SAR 2,027 total
includes taxes & fees
10 Dec - 11 Dec
Perfect House In Hillsdale, Brings Friends & Fam
TV, offices
The Brooks Motel: Exceptional Suite

Apartment in Hillsdale

7.0 out of 10, Good, (4)
"Location was good for what we wanted. The people involved responded quickly. The bed was very comfortable. Reasonably clean, the coffee pot had leftover coffee in it and a dirty spoon on the counter. The biggest issue was the musty odor."
United States
John P.
The price is SAR 540
SAR 689 total
includes taxes & fees
12 Dec - 13 Dec
The Brooks Motel: Exceptional Suite
Fridge, microwave, stovetop, coffee/tea maker
Brooks Motel: Perfect Suite, Seasonal Waterviews

Apartment in Hillsdale

6.0 out of 10, (1)
"NO HOT WATER!!! My room had exposed wood not like the photo. Musty smell in living room."
United States
Joan V.
The price is SAR 540
SAR 689 total
includes taxes & fees
20 Dec - 21 Dec
Brooks Motel: Perfect Suite, Seasonal Waterviews
Front of property
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2.0 star property
8.4 out of 10, Very Good, (10)
"The room was very nice, and the staff was great"
United States
Kienan
The price is SAR 878
SAR 1,162 total
includes taxes & fees
29 Dec - 30 Dec
Pocketbook Hotel and Bath
Exterior
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is SAR 351
SAR 392 total
includes taxes & fees
15 Dec - 16 Dec
Best Western Plus Berkshire Hills Inn & Suites
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1008)
"Great stay!"
United States
Ann
The price is SAR 335
SAR 374 total
includes taxes & fees
16 Dec - 17 Dec
The Yankee, Trademark Collection by Wyndham
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (706)
"Great hospitality "
United States
regina maria
The price is SAR 383
SAR 428 total
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

3.0 star property
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
The price is SAR 492
SAR 549 total
includes taxes & fees
16 Dec - 17 Dec
Element Lenox Berkshires
Exterior
Monument Mountain Motel

Motel in Great Barrington

2.5 star property
9.0 out of 10, Wonderful, (804)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Exterior
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (983)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is SAR 345
SAR 385 total
includes taxes & fees
12 Dec - 13 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Garden
Shaker Mill Inn

Bed & Breakfast in West Stockbridge

2.5 star property
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
The price is SAR 385
SAR 422 total
includes taxes & fees
16 Dec - 17 Dec
Shaker Mill Inn
Terrace/patio
Nautical Nest

Nautical Nest

2.5 star property
9.6 out of 10, Exceptional, (125)
"Very cute, great location in town, nice and quiet"
United States
Michael
The price is SAR 446
SAR 517 total
includes taxes & fees
5 Jan - 6 January 2026
Nautical Nest
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1004)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is SAR 380
SAR 424 total
includes taxes & fees
23 Dec - 24 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Berkshire Mountain Lodge

Lodge in Pittsfield

3.0 star property
9.0 out of 10, Wonderful, (781)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
Berkshire Mountain Lodge
Exterior
Quality Inn

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1001)
"Clean room and good breakfast "
United States
Kelly
The price is SAR 340
SAR 380 total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn
Exterior
Howard Johnson by Wyndham Lenox

Motel in Lenox

2.0 star property
7.6 out of 10, Good, (827)
"Staff was very friendly and helpful."
United States
Pamela
The price is SAR 296
SAR 331 total
includes taxes & fees
11 Dec - 12 Dec
Howard Johnson by Wyndham Lenox
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 Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"Great hospitality "
regina maria 1-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

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