Find hotels in Hillsdale, NY from 1.853.066 ₫

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Our top choices for Hillsdale hotels

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (124 reviews)
"So peaceful and beautiful. Very clean ! "
United States
Asanda
The Brooks Motel

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, (1,001 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is 2.006.063 ₫
2.240.772 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Best Western Plus Berkshire Hills Inn & Suites

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (815 reviews)
"Room was very well designed and clean. The woman who worked at the desk was wonderful!"
United States
Cynthia
Monument Mountain Motel

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (16 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is 3.650.974 ₫
4.078.138 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Element Lenox Berkshires

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (126 reviews)
"I loved every single part of the stay "
United States
Srijana
The price is 3.388.314 ₫
4.794.072 ₫ total
includes taxes & fees
20 Jan - 21 Jan
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,004 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is 2.567.502 ₫
2.867.900 ₫ total
includes taxes & fees
2 Feb - 3 Feb
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is 2.757.930 ₫
3.171.620 ₫ total
includes taxes & fees
15 Jan - 16 Jan
Locust Tree Bed and Breakfast LLC

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.2 out of 10, Very good, (16 reviews)
"The front desk was very helpful in making sure we had a good stay. "
United States
Mark
The price is 5.174.402 ₫
7.034.297 ₫ total
includes taxes & fees
9 Feb - 10 Feb
Pocketbook Hotel and Bath

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (566 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is 1.969.950 ₫
2.200.565 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Travelodge by Wyndham Great Barrington Berkshires

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, (719 reviews)
"Nice warm pool and hot tub. Good little fitness center. "
United States
Fawn
The price is 2.810.462 ₫
3.139.287 ₫ total
includes taxes & fees
15 Jan - 16 Jan
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,001 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is 2.114.413 ₫
2.361.799 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Quality Inn Lee - Lenox South

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Everything was great! "
Canada
Daphne
The price is 2.656.806 ₫
2.967.652 ₫ total
includes taxes & fees
20 Jan - 21 Jan
The Yankee, Trademark Collection by Wyndham

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828 reviews)
"Staff was very friendly and helpful."
United States
Pamela
The price is 2.075.014 ₫
2.317.712 ₫ total
includes taxes & fees
14 Jan - 15 Jan
Howard Johnson by Wyndham Lenox

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (810 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is 2.592.060 ₫
3.482.113 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Berkshire Mountain Lodge

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (18 reviews)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is 5.568.392 ₫
7.100.069 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Prospect Berkshires

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1,006 reviews)
"Everyone that works here is so nice! I’ve stayed here twice and had such a nice time. Thank youN"
United States
Melissa
The price is 2.574.068 ₫
2.875.339 ₫ total
includes taxes & fees
23 Jan - 24 Jan
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (440 reviews)
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is 2.915.526 ₫
3.198.332 ₫ total
includes taxes & fees
14 Jan - 15 Jan
Shaker Mill Inn

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
7.8 out of 10, Good, (86 reviews)
"Clean room, and helpful check in staff. "
United States
Grant
The price is 2.347.655 ₫
2.535.467 ₫ total
includes taxes & fees
11 Feb - 12 Feb
Spark by Hilton West Coxsackie

Nautical Nest

Nautical Nest
2.5 star property
Hudson
9.6 out of 10, Exceptional, (128 reviews)
"Very cute, great location in town, nice and quiet"
United States
Michael
The price is 3.120.401 ₫
3.619.665 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Nautical Nest

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
2.5 star property
West Coxsackie
8.4 out of 10, Very good, (989 reviews)
"Great little property for travelers needing a short stay. Not too much to do in the immediate area but rooms were clean and everything was fresh and updated."
United States
Vincent
The price is 2.810.783 ₫
3.035.647 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
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

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.

Red and Green Norway Maple Trees and Wood Fence

Top Hillsdale Hotel Reviews

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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.