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Mar 1 - Mar 2
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Mar 2 - Mar 3
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Mar 6 - Mar 8
In two weeks
Mar 13 - Mar 15

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Our top choices for Hillsdale hotels

Egyptian cotton sheets, premium bedding, memory foam beds, desk

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (132 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
In-room safe, blackout drapes, iron/ironing board, free WiFi

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 ￥35,634
￥47,318 total
includes taxes & fees
Mar 25 - Mar 26
Pocketbook Hotel and Bath
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (217 reviews)
"Great friendly personable person at the front desk!!"
United States
Carolyn
The price is ￥14,979
￥16,777 total
includes taxes & fees
Mar 3 - Mar 4
Chatham Travel Lodge
Lobby sitting area

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 ￥9,830
￥11,010 total
includes taxes & fees
Mar 3 - Mar 4
Berkshire Travel Lodge
Lobby

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 ￥66,321
￥72,755 total
includes taxes & fees
Mar 20 - Mar 21
Inn at Kenmore Hall
Property grounds

Catskill Motor Court Motel

Catskill Motor Court Motel
2.5 star property
Catskill
5.8 out of 10, (125 reviews)
"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 ￥14,955
￥16,153 total
includes taxes & fees
Apr 1 - Apr 2
Catskill Motor Court Motel
Suite, Private Bathroom (RedBird Suite) | View from room

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 ￥48,293
￥58,422 total
includes taxes & fees
Mar 14 - Mar 15
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, sun loungers

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (491 reviews)
"Clean room comfortable bed we’ll stay again"
United States
Mina
The price is ￥15,000
￥16,198 total
includes taxes & fees
Apr 1 - Apr 2
Red Ranch Motel
Miscellaneous

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 ￥21,847
￥24,715 total
includes taxes & fees
Mar 15 - Mar 16
Jenny's Country Manor
Desk, iron/ironing board, free WiFi, bed sheets

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 ￥11,095
￥12,393 total
includes taxes & fees
Apr 1 - Apr 2
FairBridge Inn Express
Front of property

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
Exterior

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (203 reviews)
"Nice room and reasonable prices! Will recommend."
United States
Jianyang
The price is ￥18,726
￥20,973 total
includes taxes & fees
Mar 3 - Mar 4
the Alander
View from property

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, (160 reviews)
"The cabin was very clean and cozy"
United States
Azma
The price is ￥17,009
￥25,111 total
includes taxes & fees
Mar 3 - Mar 4
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Porch

Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.2 out of 10, Very Good, (207 reviews)
"Great for what it is. Not fancy, but some good amenities: frig, microwave. Also clean. "
United States
Gary
The price is ￥15,605
￥16,853 total
includes taxes & fees
Mar 3 - Mar 4
Four Seasons Motel
Individually decorated, individually furnished, desk, laptop workspace

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (97 reviews)
"Absolutely magical at Christmas time! It was only for a quick overnight but felt like time stood still while we were there. The service was impeccable and Terry and Terri were a delight! I look forward to returning. "
United States
Jennifer
The price is ￥27,153
￥30,330 total
includes taxes & fees
Mar 9 - Mar 10
Granville House
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.4 out of 10, Exceptional, (138 reviews)
"Very pleasent stay , and kind helpful staff ."
United States
Kevin
The price is ￥20,277
￥22,711 total
includes taxes & fees
Mar 6 - Mar 7
Micosta Leisure Inn
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (73 reviews)
"It was nice "
United States
Nicholas
Little Cat Lodge
In-room dining

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 ￥9,511
￥10,624 total
includes taxes & fees
Apr 1 - Apr 2
Econo Lodge Lee - Great Barrington
Terrace/patio

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 ￥15,917
￥17,779 total
includes taxes & fees
Mar 4 - Mar 5
The Central Downtown Inn & Suites
Front of property

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 ￥37,265
￥43,707 total
includes taxes & fees
Mar 13 - Mar 14
The Inn at Stockbridge
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

Catamount Aerial Adventure Park

3.0/5 (2 reviews)
Scale New England's largest aerial adventure park with over 150 treetop challenges across nine difficulty levels. Glide between zip lines and navigate bridges while surrounded by serene forest scenery.
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Copake Lake

This glacial lake in the Hudson Valley offers pristine waters for boating, fishing, and swimming year-round. Enjoy serene morning kayaking or lively afternoons of water skiing surrounded by picturesque natural scenery.
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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.

See all hotels in Hillsdale
Red and Green Norway Maple Trees and Wood Fence

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
"Simple and clean hotel"
Vitor 1-night trip
Posted 10 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

More cheap stays in Hillsdale

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
The price is ￥10,767 per night from Mar 3 to Mar 4
￥10,767
￥12,026 total
Mar 3 - Mar 4
includes taxes & fees
7.6/10 Good! (834 reviews)

Frequently asked questions

Where is the best place to stay in Hillsdale?
Based on Expedia's traveler preferences, The Brooks Motel is a top place to stay in Hillsdale. Two other choices for your visit 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's the top vacation rental in Hillsdale?
Pool & Secluded Historic Estate on the Hudson | River House by AvantStay: This vacation home rental outside of Hillsdale is located on a river and has an arcade game room, a barbecue grill, 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 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! You'll find that most room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Hillsdale.
Where can I learn more about changing or cancelling my trip to Hillsdale?
To access more information about changing or cancelling your trip to Hillsdale, head over to our customer service page.
What's the best pet-friendly accommodation in Hillsdale?
The Brooks Motel is a top pet-friendly option for your stay. Hudson valley and The Berkshires Cottage is another option for a stay with your pet. See more pet-friendly hotel accommodations in Hillsdale.
Where is the best hotel to stay close to Catamount Aerial Adventure Park?
Catamount Lodging is one of the top choices for your stay based on our traveler data, and this aparthotel offers private balconies and free WiFi. It's located just a short 0.3 mi (0.5 km) from Catamount Aerial Adventure Park. Another good option is Holiday House Motel, located 1.2 mi (2 km) away.
What are some accommodations 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 with an onsite pool. View all hotels with pools in Hillsdale.
What is the best hotel near Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.
What's it like staying in Hillsdale?
Visitors can enjoy all that Hillsdale has to offer including the coffeehouses and ski areas. This city also attracts tourists with its relaxing and quaint setting. In Hillsdale, there are 64 hotels and other accommodations to choose from. Find out more about Hillsdale.
What should I do while I'm visiting 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 agenda are Catamount Aerial Adventure Park and Catamount Ski Area. Check out what more to see and do in Expedia's Hillsdale guide.
What's the weather like in Hillsdale?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Hillsdale are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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