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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, (131 reviews)
"The room is clean, exactly how you see it in the picture. Staff is very responsive, we enjoyed our stay and will definitely consider staying there again. "
United States
Michael
The Brooks Motel

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.2 out of 10, Very good, (28 reviews)
"The front desk was very helpful in making sure we had a good stay. "
United States
Mark
The price is NZ$487
includes taxes & fees
1 Mar - 2 Mar
Pocketbook Hotel and Bath

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (216 reviews)
"Great friendly personable person at the front desk!!"
United States
Carolyn
The price is NZ$217
includes taxes & fees
23 Feb - 24 Feb
Chatham Travel Lodge

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27 reviews)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is NZ$1,055
includes taxes & fees
23 Feb - 24 Feb
Inn at Kenmore Hall

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is NZ$626
includes taxes & fees
7 Mar - 8 Mar
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (133 reviews)
"Very nice staff! Large rooms, convenient location."
United States
Georgi
The price is NZ$265
includes taxes & fees
1 Mar - 2 Mar
Jenny's Country Manor

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (463 reviews)
"Nice location for my needs. Breakfast was not good or healthy. A little old, but had everything I needed. "
United States
Cameron
The price is NZ$118
includes taxes & fees
23 Feb - 24 Feb
Berkshire Travel Lodge

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
8.2 out of 10, Very good, (26 reviews)
"Lynn was a wonderful & accommodating host. Tje"
United States
Julie-Anne
it's a good thing

The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (146 reviews)
"Such a cozy, authentic New England hotel, with all its charm. "
United States
Maulik
The price is NZ$462
includes taxes & fees
26 Feb - 27 Feb
The White Hart

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (71 reviews)
"It was nice "
United States
Nicholas
Little Cat Lodge

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (658 reviews)
"The room was clean and the service adequate"
United States
David
The price is NZ$119
includes taxes & fees
8 Mar - 9 Mar
Econo Lodge Lee - Great Barrington

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is NZ$469
includes taxes & fees
23 Feb - 24 Feb
The Inn at Stockbridge

Overlook Hotel

Overlook Hotel
2.0 star property
Saugerties
8.8 out of 10, Excellent, (28 reviews)
"Room clean , nice bathroom, comfortable bed. Helpful owners turned on heat for us to pre-warm room and provided us with plastic utensils so we could have our yogurts in the morning! Would stay again!"
United States
Edward
The price is NZ$395
includes taxes & fees
26 Feb - 27 Feb
Overlook Hotel

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811 reviews)
"Room spotless and staff helpful."
United States
William
The price is NZ$150
includes taxes & fees
7 Mar - 8 Mar
FairBridge Inn Express

Comfort Inn Saugerties

Comfort Inn Saugerties
2.5 star property
Saugerties
7.2 out of 10, Good, (722 reviews)
"The owners of the property rent rooms to what appears is a homeless shelter. The first night we arrived, there were four police cars in front and more officers taking info from one of the homeless guests that had been beaten. The breakfast was descent, but I will likely stay elsewhere the next trip to Saugerties."
United States
Todd
The price is NZ$268
includes taxes & fees
1 Mar - 2 Mar
Comfort Inn Saugerties

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (375 reviews)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.4 out of 10, Exceptional, (137 reviews)
"Very pleasent stay , and kind helpful staff ."
United States
Kevin
The price is NZ$244
includes taxes & fees
23 Feb - 24 Feb
Micosta Leisure Inn

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (358 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is NZ$191
includes taxes & fees
25 Feb - 26 Feb
The Central Downtown Inn & Suites

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, (1,001 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is NZ$193
includes taxes & fees
25 Feb - 26 Feb
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (844 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is NZ$155
includes taxes & fees
2 Mar - 3 Mar
Berkshire 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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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

More cheap accommodation 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 Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy. See all available top hotels, or vacation rentals in Hillsdale.
What are some of the best holiday rentals that Hillsdale has to offer?
Pool & Secluded Historic Estate on the Hudson | River House by AvantStay: This holiday home rental outside of Hillsdale is located on a river, and has an arcade/games room, a BBQ and air conditioning to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all 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. Hudson valley and The Berkshires Cottage is another good option for you and your pet. 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. The Yankee, Trademark Collection by Wyndham and Holiday Inn & Suites Pittsfield-Berkshires by IHG 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 66 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.

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