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Jan 23 - Jan 24
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Jan 24 - Jan 25
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Jan 23 - Jan 25
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Jan 30 - Feb 1

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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, (126 reviews)
"So peaceful and beautiful. Very clean ! "
United States
Asanda
The Brooks Motel
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

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, (1,005 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is ￥14,942
￥16,690 total
includes taxes & fees
Jan 25 - Jan 26
Best Western Plus Berkshire Hills Inn & Suites
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,001 reviews)
"Great place to stay for a night in Great Barrington. Walk to everything in town "
United States
robert
The price is ￥11,133
￥12,436 total
includes taxes & fees
Feb 5 - Feb 6
Quality Inn Great Barrington
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,011 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is ￥15,546
￥17,365 total
includes taxes & fees
Jan 25 - Jan 26
The Yankee, Trademark Collection by Wyndham
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, (135 reviews)
"I loved every single part of the stay "
United States
Srijana
The price is ￥20,443
￥28,924 total
includes taxes & fees
Jan 26 - Jan 27
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (414 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is ￥16,639
￥19,135 total
includes taxes & fees
Jan 25 - Jan 26
Locust Tree Bed and Breakfast LLC
Restaurant

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 ￥15,530
￥17,348 total
includes taxes & fees
Jan 30 - Jan 31
Holiday Inn & Suites Pittsfield-Berkshires by IHG
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (567 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is ￥11,885
￥13,276 total
includes taxes & fees
Jan 25 - Jan 26
Travelodge by Wyndham Great Barrington Berkshires
Lobby lounge

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 ￥22,027
￥24,605 total
includes taxes & fees
Jan 29 - Jan 30
Element Lenox Berkshires
Lake

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, (1,001 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is ￥16,037
￥17,913 total
includes taxes & fees
Feb 1 - Feb 2
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

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, (726 reviews)
"Great property, very accommodating. "
United States
Shanice
The price is ￥16,956
￥18,940 total
includes taxes & fees
Jan 26 - Jan 27
Holiday Inn Express Hotel & Suites Great Barrington by IHG
In-room safe, blackout drapes, iron/ironing board, free WiFi

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.4 out of 10, Very Good, (17 reviews)
"The front desk was very helpful in making sure we had a good stay. "
United States
Mark
The price is ￥25,607
￥36,100 total
includes taxes & fees
Feb 17 - Feb 18
Pocketbook Hotel and Bath
Lobby

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 ￥13,335
￥14,895 total
includes taxes & fees
Feb 5 - Feb 6
Quality Inn Lee - Lenox South
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (818 reviews)
"Unbelieveably clean for the price."
United States
Micah
Monument Mountain Motel
Free daily continental breakfast

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
7.8 out of 10, Good, (90 reviews)
"clean place - would stay there again"
United States
Andradys
The price is ￥14,169
￥15,303 total
includes taxes & fees
Feb 2 - Feb 3
Spark by Hilton West Coxsackie
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (444 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 ￥16,064
￥17,622 total
includes taxes & fees
Jan 25 - Jan 26
Shaker Mill Inn
Indoor pool

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1,002 reviews)
"Easy check in, friendly staff. "
United States
Daniel
The price is ￥19,492
￥21,832 total
includes taxes & fees
Jan 25 - Jan 26
Howard Johnson by Wyndham Saugerties
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (841 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 ￥13,492
￥15,070 total
includes taxes & fees
Jan 25 - Jan 26
Berkshire Inn
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (663 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is ￥21,723
￥24,263 total
includes taxes & fees
Jan 30 - Jan 31
Hilton Garden Inn Lenox Pittsfield
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (844 reviews)
"So charming, clean, thoughtful touches and a really special place!"
United States
Juliana
The price is ￥13,991
￥15,629 total
includes taxes & fees
Jan 25 - Jan 26
Berkshires Untold
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.
See properties

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

voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG

10/10 Excellent
"We loved our stay at this beautiful hotel and the stay were so friendly and accommodating!"
Christine 1-night trip
Posted 2 days ago
voco James Newbury Hudson Valley 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 ￥12,519 per night from Jan 25 to Jan 26
￥12,519
￥13,983 total
Jan 25 - Jan 26
includes taxes & fees
7.4/10 Good! (828 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 Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy and Berkshire Mountain Lodge. See all available top hotels, or vacation rentals in Hillsdale.
What's the top vacation rental in Hillsdale?
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: This vacation home rental outside of Hillsdale offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. 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: Provides free self parking, an indoor pool, and complimentary wireless internet access. Holiday Inn & Suites Pittsfield-Berkshires by IHG and Holiday Inn Club Vacations Oak n' Spruce Resort in the 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 65 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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