Hillsdale hotels from RM365

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Top 10 trending Hillsdale hotels

The Brooks Motel

2.0 star property
Hillsdale
7.4 out of 10, Good, (116)
"The room was very comfortable & clean. It had a really nice shower, which is very important for us when travelling. Thank you! See you again some time."
United States
Robert
The price is RM1,203
RM1,347 total
includes taxes & fees
6 Dec - 7 Dec
The Brooks Motel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1002)
"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 RM453
RM506 total
includes taxes & fees
4 Dec - 5 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (798)
"Easy parking, great community spaces, beautiful decor! "
United States
Kerry
The price is RM383
RM428 total
includes taxes & fees
17 Nov - 18 Nov
Berkshires Untold

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Great place. Friendly staff and very well located. Great breakfast options. "
United States
Abiezer
The price is RM413
RM461 total
includes taxes & fees
7 Dec - 8 Dec
The Yankee, Trademark Collection by Wyndham

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very good, (953)
"Great stay! Nice quiet room for 2 little “alert “ to outside noise pups!! Comfy beds and central location for the day trips we had planned."
United States
Stacey
The price is RM364
RM407 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1002)
"Very friendly staff. "
United States
Pamela
The price is RM532
RM756 total
includes taxes & fees
17 Nov - 18 Nov
The Cornell Inn, Lenox & The Berkshires

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is RM637
RM897 total
includes taxes & fees
17 Nov - 18 Nov
The Red Lion Inn

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
South Lee
9.0 out of 10, Wonderful, (781)
"Place was great!"
United States
Benjamin
The price is RM554
RM676 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (753)
"Everything was so perfect for a weekend to just get away and decompress, the staff were great, the room was awesome. "
United States
Jeff
Berkshire Mountain Lodge

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (58)
"Room was far from spotless but overall good and nice breakfast. "
United States
Hannah
The price is RM453
RM506 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hotel On North

3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (796)
"Clean room and staff was super friendly"
United States
Yuen
The price is RM551
RM616 total
includes taxes & fees
30 Nov - 1 Dec
Hotel On North

Catskill Motor Court Motel

2.5 star property
Catskill
5.8 out of 10, (124)
"We like the playground just in front of the room. The pool is closes. The motel is degraded and used. The owner is kind. We like our stay for the activities nearby in the Catskill region."
Canada
Sarah
The price is RM465
RM502 total
includes taxes & fees
30 Nov - 1 Dec
Catskill Motor Court Motel

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (692)
"Solid location, great room, good breakfast. Fair Price. Been 3 different times and look forward to returning again "
United States
Jamie
The price is RM422
RM471 total
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (372)
"We LOVED our mini getaway at the Chambery Inn. The room was gorgeous, spacious, and very comfortable. The fireplace couldn't have been easier to operate. The jetted tubs were divine with plenty of hot water the towel warmer was a nice bonus. The room was fully stocked with glassware and a corkscrew which was appreciated. We look forward to coming back"
United States
Samuel
Chambery Inn

Nautical Nest

2.5 star property
Hudson
9.6 out of 10, Exceptional, (123)
"We had an amazing stay! What a lovely and comfortable room, conveniently situated to shopping & so many great dining options. The shared kitchen area was well-appreciated. We would definitely return again in the future. "
United States
Robin
The price is RM541
RM627 total
includes taxes & fees
17 Nov - 18 Nov
Nautical Nest

St. Charles Hotel

2.0 star property
Hudson
6.8 out of 10, (841)
"Good beds and quiet room "
United States
Alex
The price is RM664
RM750 total
includes taxes & fees
18 Nov - 19 Nov
St. Charles Hotel

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (754)
"Clean room, very courteous staff "
United States
Thomas
The price is RM591
RM660 total
includes taxes & fees
17 Nov - 18 Nov
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Howard Johnson by Wyndham Saugerties

2.0 star property
Saugerties
7.6 out of 10, Good, (1002)
"we found the room very clean and the staff was friendly "
United States
MAURICIO
The price is RM409
RM458 total
includes taxes & fees
27 Nov - 28 Nov
Howard Johnson by Wyndham Saugerties

Micosta Leisure Inn

3.0 star property
Hudson
9.2 out of 10, Wonderful, (130)
"Clean, pet friendly , just an overall super nice place to stay "
United States
Gail
The price is RM488
RM546 total
includes taxes & fees
21 Nov - 22 Nov
Micosta Leisure Inn

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

2.5 star property
Saugerties
8.8 out of 10, Excellent, (680)
"We just stayed overnight, our room was clean and staff are friendly. "
United States
MERLITA
The price is RM574
RM643 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Saugerties - Hudson Valley 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.

Bird's eye view of the cityscape of Hillsdale, New York under a cloudy sky in winter

Top Hillsdale Hotel Reviews

More cheap stays in Hillsdale

Frequently asked questions

Where is the best place to stay in Hillsdale?
Based on Expedia's traveller preferences, The Brooks Motel is a top place to stay in Hillsdale. Two other options for your trip to the area are Berkshire Mountain Lodge and Holiday Inn & Suites Pittsfield-Berkshires by IHG. See all available top hotels, or vacation rentals in Hillsdale.
If I need to cancel my hotel reservation in Hillsdale, will I receive a refund?
Yes! Most hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Hillsdale.
What's the best dog-friendly place to stay in Hillsdale?
The Brooks Motel is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Hillsdale.
What are some accommodation options with pools in Hillsdale?
Berkshire Mountain Lodge: Offers free self parking, an indoor pool and complimentary wireless Internet access. Holiday Inn & Suites Pittsfield-Berkshires by IHG and The Red Lion Inn are a couple of other choices that feature an on-site pool. View all hotels with pools in Hillsdale.
What's it like staying in Hillsdale?
Visitors can enjoy all that Hillsdale has to offer, including the coffee shops and ski areas. This city also attracts tourists with its relaxing and quaint setting. In Hillsdale, there are 67 hotels and other accommodation options to choose from. Find out more about Hillsdale.
What should I see while I'm in Hillsdale?
The picturesque setting of Copake Lake and Mosquito Island exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Catamount Aerial Adventure Park and Catamount Ski Area. Take a look at what more there is to see and do in Expedia's Hillsdale guide.
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.