A rural landscape with snow-covered fields, a winding road, and scattered trees.

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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul

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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, (139 reviews)
"Nice "
United States
Daljit
The price is Rp2.500.119
Rp2.800.134 total
includes taxes & fees
29 Jun - 30 Jun
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, (1,001 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is Rp2.136.302
Rp2.386.249 total
includes taxes & fees
29 Jun - 30 Jun
Best Western Plus Berkshire Hills Inn & Suites
Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is Rp2.279.678
Rp2.546.401 total
includes taxes & fees
6 Jul - 7 Jul
The Yankee Inn
Porch

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (303 reviews)
"Great staff and location!"
United States
Stacie
The price is Rp4.338.916
Rp4.989.754 total
includes taxes & fees
12 Jul - 13 Jul
Interlaken Inn & Resort
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, (780 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is Rp2.670.378
Rp2.982.758 total
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,004 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is Rp2.117.484
Rp2.365.230 total
includes taxes & fees
21 Jul - 22 Jul
Quality Inn Great Barrington
Exterior

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (236 reviews)
"It’s a wonderful place to rest for a while. it has all you need, everything it’s in good conditions also it’s near of many activities like hiking."
United States
Daniel
The price is Rp3.046.740
Rp3.412.349 total
includes taxes & fees
15 Jul - 16 Jul
the Alander
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (875 reviews)
"I was pleasantly surprised how clean,spacious,quiet and comfortable the room was ( two queens) Loved the place."
United States
Yekaterina
The price is Rp1.992.030
Rp2.225.196 total
includes taxes & fees
1 Jul - 2 Jul
Monument Mountain Motel
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (190 reviews)
"beautiful inn"
United States
Maura
The price is Rp2.790.455
Rp3.209.023 total
includes taxes & fees
30 Jun - 1 Jul
Blackberry River Inn
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,004 reviews)
"The staff was very helpful. It was very clean and the bed was comfortable. We would stay there again."
United States
Andrew
The price is Rp2.515.236
Rp3.209.896 total
includes taxes & fees
28 Jul - 29 Jul
Berkshire Mountain Lodge
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (474 reviews)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is Rp1.209.556
Rp1.354.724 total
includes taxes & fees
6 Jul - 7 Jul
Berkshire Travel Lodge
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (227 reviews)
"Very clean. Updated "
United States
jennifer
The price is Rp2.004.576
Rp2.244.910 total
includes taxes & fees
29 Jun - 30 Jun
Chatham Travel Lodge
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, (789 reviews)
"Dawn was super helpful in getting us checked in."
United States
Kristen
The price is Rp3.793.191
Rp4.236.993 total
includes taxes & fees
5 Jul - 6 Jul
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Free daily continental breakfast

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
8.0 out of 10, Very good, (138 reviews)
"Nice friendly staff, offers Continental breakfast, clean facility and affordable pricing- definitely recommended!"
United States
Juan
The price is Rp1.748.829
Rp1.888.735 total
includes taxes & fees
23 Jul - 24 Jul
Spark by Hilton West Coxsackie
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (832 reviews)
"Plenty of parking. Staff was friendly"
United States
William
The price is Rp1.112.956
Rp1.243.172 total
includes taxes & fees
12 Jul - 13 Jul
FairBridge Inn Express
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)
"Rooms were clean property was dated."
United States
Carl
The price is Rp1.919.446
Rp2.149.777 total
includes taxes & fees
29 Jun - 30 Jun
Howard Johnson by Wyndham Saugerties
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (427 reviews)
"Below average B&B"
United States
Larry
The price is Rp1.881.810
Rp2.164.082 total
includes taxes & fees
5 Jul - 6 Jul
Locust Tree Bed and Breakfast LLC
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (88 reviews)
"Excellent lodge, recommend."
United States
Jason
The price is Rp2.887.234
Rp3.233.701 total
includes taxes & fees
29 Jun - 30 Jun
Little Cat Lodge
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (154 reviews)
"The room was cozy. In a very quiet part of town. The check in process was easy. I would definitely stay again while in town."
United States
Kathleen
The price is Rp2.429.148
Rp2.720.560 total
includes taxes & fees
29 Jun - 30 Jun
Micosta Leisure 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

Catamount Aerial Adventure Park

6.4/5 (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
A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.

Top Hillsdale Hotel Reviews

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

8/10 Good
"The room was very clean. Staff were friendly and helpful. Breakfast was ok. Parking was good. Good location stopped over. Quaint city."
Mary 1-night trip
Posted 9 hours ago
Best Western Plus Berkshire Hills Inn & Suites

More cheap stays in Hillsdale

Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
The price is Rp2.117.484 per night from 21 Jul to 22 Jul
Rp2.117.484
Rp2.365.230 total
21 Jul - 22 Jul
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)

Frequently asked questions

Where is the best place to stay in Hillsdale?
Located 20.3 mi (32.7 km) from the heart of Hillsdale, The Yankee Inn is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Berkshire Mountain Lodge and Quality Inn Great Barrington. 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?
The Yankee Inn: Features a seasonal outdoor pool, an indoor pool and buffet. Berkshire Mountain Lodge 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 64 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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