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

Find hotels in Hillsdale, NY from NT$2,223

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Check prices for these dates

This weekend
Jul 10 - Jul 12
Next weekend
Jul 17 - Jul 19

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Star rating

Our top choices for Hillsdale hotels

Breakfast included
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, (142 reviews)
"Nice "
United States
Daljit
The price is NT$4,845
NT$5,426 total
includes taxes & fees
Jul 13 - Jul 14
The Brooks Motel
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, (1,009 reviews)
"Great location with easy parking Excellent cleaning staff. Done promptly and right. Very helpful front desk staff."
United States
Brian
The price is NT$4,845
NT$5,412 total
includes taxes & fees
Jul 12 - Jul 13
The Yankee Inn
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (486 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 NT$2,163
NT$2,422 total
includes taxes & fees
Jul 13 - Jul 14
Berkshire Travel Lodge
Classic Tent, Garden View | Outdoor dining

Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is NT$5,640
NT$6,317 total
includes taxes & fees
Jul 27 - Jul 28
Gatherwild Ranch
Children's activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
"The property is in terrible condition."
United States
Olga V
The price is NT$2,163
NT$2,373 total
includes taxes & fees
Jul 12 - Jul 13
Pleasant Valley Motel West Stockbridge
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,009 reviews)
"Great place"
United States
Michelle
The price is NT$4,586
NT$5,122 total
includes taxes & fees
Jul 29 - Jul 30
Quality Inn Lee - Lenox South
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, (1,004 reviews)
The price is NT$4,332
NT$4,839 total
includes taxes & fees
Jul 12 - Jul 13
Best Western Plus Berkshire Hills Inn & Suites
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, (794 reviews)
"Extremely friendly and helpful staff upon arrival. Provide great insights on local restaurant opportunities, and included a five star breakfast. Highly recommend!"
United States
Lisa
The price is NT$6,782
NT$7,576 total
includes taxes & fees
Jul 23 - Jul 24
Fairfield Inn & Suites by Marriott Great Barrington 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
9.2 out of 10, Wonderful, (1,008 reviews)
"Great service and friendly staff "
United States
Ly
The price is NT$7,458
NT$8,331 total
includes taxes & fees
Jul 12 - Jul 13
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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, (881 reviews)
"Great place"
United States
Luciane
The price is NT$3,172
NT$3,544 total
includes taxes & fees
Jul 12 - Jul 13
Howard Johnson by Wyndham Lenox
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (191 reviews)
"beautiful inn"
United States
Maura
The price is NT$4,989
NT$5,738 total
includes taxes & fees
Jul 13 - Jul 14
Blackberry River Inn
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (463 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is NT$6,217
NT$6,820 total
includes taxes & fees
Jul 13 - Jul 14
Shaker Mill Inn
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, (785 reviews)
"very responsive staff excellent check in and check out"
United States
Kathleen
The price is NT$5,174
NT$5,779 total
includes taxes & fees
Jul 27 - Jul 28
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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, (877 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 NT$3,562
NT$3,979 total
includes taxes & fees
Jul 16 - Jul 17
Monument Mountain Motel
Front of property

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (95 reviews)
"Really sweet quality, details. Kind and helpful staff and management. Truly enjoyed my stay."
United States
Koryn
The price is NT$7,066
NT$7,914 total
includes taxes & fees
Jul 27 - Jul 28
Little Cat Lodge
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,013 reviews)
"Great staff. Clean comfortable rooms. Good pillows and mattress and cold A/C"
United States
sarah
The price is NT$4,231
NT$4,726 total
includes taxes & fees
Jul 19 - Jul 20
Quality Inn Great Barrington
Porch

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (304 reviews)
"Great staff and location!"
United States
Stacie
Interlaken Inn & Resort
Desk, blackout drapes, iron/ironing board, free WiFi

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (504 reviews)
"The lady at the front desk was very helpful and nice."
United States
Austin
The price is NT$4,118
NT$4,448 total
includes taxes & fees
Jul 13 - Jul 14
Red Ranch Motel
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (874 reviews)
"Clean, quiet, friendly, no frills but everything needed. Mattresses were very good."
United States
James
The price is NT$2,884
NT$3,221 total
includes taxes & fees
Jul 19 - Jul 20
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

Catamount Aerial Adventure Park

6.4/10 (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

The Yankee Inn

The Yankee Inn

8/10 Good
"The hotel is a few minutes from Tanglewood and the Berkshire hotspots. Super friendly staff. Very accommodating. The place is a bit dated, but that has a retro charm like places on the Cape. The grounds are lovely. The breakfast is like other hotel breakfast. Lots of options: cereal, oatmeal, eggs, sausage, hard boiled eggs, fruit, bread, pastries, etc. My only complaint was the bed, which had a mattress in desperate need of replacement. We referred to it as sleeping in the valley because it made us roll to the center. It was also really high, which was challenging in an accessible room. I called and they had a stool for me within 5 minutes so we made it work. The people were so nice so I hate adding a complaint in my review. We would have asked for a room change but were there over a holiday weekend and I was pretty sure there wouldnā€™t be another option. The pluses outweigh the negatives so we had a good time."
Jean 3-night trip
Posted 10 hours ago
The Yankee Inn

More cheap stays in Hillsdale

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
The price is NT$1,990 per night from Jul 26 to Jul 27
NT$1,990
NT$2,223 total
Jul 26 - Jul 27
includes taxes & fees
5.4/10 (848 reviews)

Hotels in Hillsdale with star-rating

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 traveler data. Two other choices for your visit to the area are Berkshire Mountain Lodge and Berkshires Untold. 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! 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. 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?
The Yankee Inn: Offers a seasonal outdoor pool, an indoor pool, and buffet. Berkshire Mountain Lodge 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 61 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 68Ā°F, while the coldest months are January and February with an average of 29Ā°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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