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

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Check prices for these dates

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Jun 12 - Jun 14
Next weekend
Jun 19 - Jun 21

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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, (138 reviews)
"Nice "
United States
Daljit
The price is ￥18,681
￥20,922 total
includes taxes & fees
Jun 14 - Jun 15
The Brooks Motel
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (469 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is ￥10,511
￥11,773 total
includes taxes & fees
Jun 14 - Jun 15
Berkshire Travel Lodge
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, (1,001 reviews)
"Breakfast was reasonable. We had issue with our room and the staff helpfully moved us to another room. Would stay again"
United States
Anandaraja
The price is ￥18,433
￥20,590 total
includes taxes & fees
Jun 15 - Jun 16
Best Western Plus Berkshire Hills Inn & Suites
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,006 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is ￥17,441
￥19,481 total
includes taxes & fees
Jun 14 - Jun 15
Quality Inn Lee - Lenox South
Seasonal outdoor pool, pool umbrellas, sun loungers

The Amelia

The Amelia
2.0 star property
Hudson
10.0 out of 10, Exceptional, (31 reviews)
"The Amelia is fantastic. I loved the decor, the attention to details. So comfortable and a great location"
United States
Chris
The price is ￥55,443
￥62,651 total
includes taxes & fees
Jun 21 - Jun 22
The Amelia
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,012 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is ￥16,769
￥18,731 total
includes taxes & fees
Jun 15 - Jun 16
The Yankee Inn
Exterior

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (784 reviews)
"Staff was lovely, everything was easy, clean and comfortable"
United States
Helena
The price is ￥31,251
￥34,908 total
includes taxes & fees
Jul 1 - Jul 2
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Children's activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"The property is in terrible condition."
United States
Olga V
The price is ￥11,521
￥12,638 total
includes taxes & fees
Jun 14 - Jun 15
Pleasant Valley Motel West Stockbridge
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (865 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is ￥12,641
￥14,120 total
includes taxes & fees
Jun 15 - Jun 16
Howard Johnson by Wyndham Lenox
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (461 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ￥23,815
￥26,124 total
includes taxes & fees
Jun 17 - Jun 18
Shaker Mill Inn
Breakfast, lunch and dinner served

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (681 reviews)
"Five Star stay!"
United States
Adeline
The price is ￥25,419
￥28,394 total
includes taxes & fees
Jun 22 - Jun 23
Hilton Garden Inn Lenox Pittsfield
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, (772 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is ￥21,921
￥24,486 total
includes taxes & fees
Jun 23 - Jun 24
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Porch

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (301 reviews)
"Great staff and location!"
United States
Stacie
The price is ￥38,739
￥44,550 total
includes taxes & fees
Jun 16 - Jun 17
Interlaken Inn & Resort
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is ￥15,049
￥16,809 total
includes taxes & fees
Jun 15 - Jun 16
Quality Inn Great Barrington
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (825 reviews)
"Quiet"
United States
William
The price is ￥10,922
￥12,201 total
includes taxes & fees
Jun 29 - Jun 30
FairBridge Inn Express
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (666 reviews)
"Decent place.friendly, quiet"
United States
William
The price is ￥12,105
￥13,521 total
includes taxes & fees
Jun 29 - Jun 30
Econo Lodge Lee - Great Barrington
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (186 reviews)
"beautiful inn"
United States
Maura
The price is ￥23,793
￥27,361 total
includes taxes & fees
Jun 21 - Jun 22
Blackberry River Inn
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (564 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is ￥14,081
￥15,728 total
includes taxes & fees
Jun 15 - Jun 16
The Little Lion
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (81 reviews)
"Excellent lodge, recommend."
United States
Jason
The price is ￥24,338
￥27,257 total
includes taxes & fees
Jun 23 - Jun 24
Little Cat Lodge
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, (583 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is ￥12,641
￥14,120 total
includes taxes & fees
Jun 14 - Jun 15
Travelodge by Wyndham Great Barrington Berkshires
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

3.2/5 (5 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

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 & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"From my check-in, throughout my stay and my check-out, everything was great! The staff were helpful and friendly. It was nice to have hot water for my showers. The breakfast was fantastic! Dinner was excellent. I look forward to my visit next week."
Frank 4-night trip
Posted less than an hour ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

More cheap stays in Hillsdale

Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
The price is ￥15,049 per night from Jun 15 to Jun 16
￥15,049
￥16,809 total
Jun 15 - Jun 16
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)

Frequently asked questions

Where is the best place to stay in Hillsdale?
Located 20.9 mi (33.7 km) from the heart of Hillsdale, Berkshire Mountain Lodge is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Berkshires Untold and The Yankee Inn. See all available top hotels, or vacation rentals in Hillsdale.
What's the top vacation rental in Hillsdale?
Cozy Riverside Berkshires Retreat: This vacation home rental outside of Hillsdale is located on a river and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and an electric kettle, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. 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 accommodation for a family vacation in Hillsdale?
Farm House Getaway on beautiful horse farm! is a country house with in-room kitchens and laundry facilities, and it's a top choice on Expedia for families. Attractions in the area like The Bookstore and Charles H. Baldwin & Sons are also fun for kids of all ages. Find more child-friendly accommodations in Hillsdale.
What's the best accommodation for a romantic getaway to Hillsdale?
Farm House Getaway on beautiful horse farm! is a favorite country house for couples, and features in-room fireplaces and a garden. See all romantic hotels in Hillsdale.
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: Features free self parking, an indoor pool, and complimentary wireless internet access. The Yankee Inn and The Red Lion Inn 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 67 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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