Hillsdale Hotels

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Tonight
Apr 27 - Apr 28
Tomorrow
Apr 28 - Apr 29
Next weekend
May 2 - May 4
In two weeks
May 9 - May 11

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Hillsdale hotels

The Brooks Motel
Egyptian cotton sheets, premium bedding, memory foam beds, desk

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (69)
"Nice motel, very clean, comfortable beds, i enjoyed my stay "
The price is P7,088
P7,655 total
includes taxes & fees
Apr 28 - Apr 29
The Brooks Motel
Little Cat Lodge
Seasonal outdoor pool

Little Cat Lodge

2.0 star property
9.4 out of 10, Exceptional, (39)
"I didn't want to leave and wish I had time to stay longer. Room was exceptional. Staff was exceptional. A truly great stay. "
The price is P9,569
P10,334 total
includes taxes & fees
May 11 - May 12
Little Cat Lodge
the Alander
Exterior

the Alander

2.5 star property
9.0 out of 10, Wonderful, (123)
"Amazing cozy spot for a couples weekend getaway. The owner was so nice and welcomed us. The staff was stellar and informative and the North Star restaurant on premises has delicious dishes!"
The price is P9,000
P9,721 total
includes taxes & fees
Apr 30 - May 1
the Alander
Quality Inn
1 bedroom, premium bedding, pillowtop beds, desk

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1002)
"Room was clean and the frig was updated to a larger size, which was nice. There is a bit of a danger with the bathtub. It has a high step in and out of the shower/ tub. Pillows were too soft. There was no neck support."
The price is P4,256
P4,753 total
includes taxes & fees
May 11 - May 12
Quality Inn
Granville House
Interior detail

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
The price is P12,601
P14,075 total
includes taxes & fees
Apr 28 - Apr 29
Granville House
Monument Mountain Motel
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (708)
"Manager (owner?) was friendly and helpful. Room was clean and spacious (had corner room). Very good for price. Some annoying ticking sound maybe from room heater throughout the night but otherwise no issues at all. Would stay here again."
The price is P3,741
P4,178 total
includes taxes & fees
Apr 28 - Apr 29
Monument Mountain Motel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Lobby

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (696)
"Stayed a week while working in the area. Staff was super friendly, rooms were clean & quiet, mattresses pretty comfortable. The only thing keeping it from a solid 5 stars was the breakfast is not so good. Watery eggs just aren't my jam. "
The price is P8,494
P9,488 total
includes taxes & fees
May 26 - May 27
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Premium bedding, pillowtop beds, in-room safe, desk

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (611)
"Staff was very nice and the room was clean and quiet. "
The price is P6,975
P7,792 total
includes taxes & fees
May 1 - May 2
Holiday Inn Express Hotel & Suites Great Barrington by IHG
East Rock Inn
Private kitchen

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (24)
"The property is well maintained and set back from the road. It was very quiet and the rooms are fantastic. A must stay if you are going to be in the area. "
The price is P8,202
P9,161 total
includes taxes & fees
Apr 28 - Apr 29
East Rock Inn
Wilder House Berkshires
Premium bedding, individually decorated, individually furnished

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (21)
"Bert was great - he really tried to help after the Expedia website (and app) made it impossible for me to cancel my trip (my wife and I came down with Influenza A). There was little he could do as I had booked through Expedia. I ended up paying full price and am finding it impossible to communicate with Expedia..."
The price is P8,607
P9,614 total
includes taxes & fees
Apr 28 - Apr 29
Wilder House Berkshires
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (523)
"The staff was very friendly and the room was clean. "
The price is P3,881
P4,335 total
includes taxes & fees
Apr 28 - Apr 29
Travelodge by Wyndham Great Barrington Berkshires
The Little Lion
Pet-friendly

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (483)
"My stay here was very pleasant. Booking was a breeze and I did like the fact they were easy to communicate with and checking in was so easy. Love the simplicity. Whenever I have to travel back to that town I will surely stay here again. In fact I will be next week."
The price is P4,303
P4,807 total
includes taxes & fees
May 11 - May 12
The Little Lion
Changing Times Boutique Country Lodging
Premium bedding, individually decorated, individually furnished, desk

Changing Times Boutique Country Lodging

3.5 star property
10.0 out of 10, Exceptional, (95)
"we had a great time, the room was beautiful and clean. really easy to check in and out and overall amazing communication "
The price is P8,438
P9,113 total
includes taxes & fees
Apr 29 - Apr 30
Changing Times Boutique Country Lodging
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"The breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer most questions"
The price is P23,871
P28,877 total
includes taxes & fees
Apr 28 - Apr 29
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Tanglewood Suites
Premium bedding, iron/ironing board, free WiFi, bed sheets

Tanglewood Suites

2.5 star property
8.0 out of 10, Very Good, (15)
"Portion of hosts home, separate and available for rent. Heating system not efficient and took some work to sort out how to keep all areas of the unit comfortably heated. Beds clean and comfortable. Overall cleanliness was good. Bath facilities are an addition to existing structure and sufficient, but could use some TLC. Host is eager to please and pleasant to interact with. Listing indicates free breakfast for all guests. However, upon arrival, we were advised there is no winter offering of...
The price is P12,319
P12,319 total
includes taxes & fees
Apr 28 - Apr 29
Tanglewood Suites
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (96)
"Lovely, and quiet, with water nearby. Everything was nice and worked, and owner responded to communication quickly. Will visit again! "
The price is P7,310
P7,895 total
includes taxes & fees
May 11 - May 12
Micosta Leisure Inn
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"Quaint & hospitable!"
The price is P8,382
P11,876 total
includes taxes & fees
Apr 30 - May 1
The Red Lion Inn
Berkshire Travel Lodge
Outdoor pool

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (400)
"Staff friendly and helpful. "
The price is P4,050
P4,374 total
includes taxes & fees
May 11 - May 12
Berkshire Travel Lodge
Pleasant Valley Motel West Stockbridge
Garden view

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (964)
"The room and bathroom were very clean. "
The price is P3,663
P4,019 total
includes taxes & fees
May 4 - May 5
Pleasant Valley Motel West Stockbridge
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (409)
"Beautiful room, very clean. breakfast was not what i was expecting, walk way from parking lot covered with ice and snow, very dangerous to walk, needs to be cleaned or at least put some salt on the ground. other then that everything was excellent. will stay again"
The price is P8,157
P8,948 total
includes taxes & fees
Apr 30 - May 1
Shaker Mill 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.
Don't see what you're looking for?
See all available properties in Hillsdale
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Hillsdale

Relaxing Hillsdale is calling! Discover its coffee, library, ruins, and more.

See all hotels in Hillsdale

Frequently asked questions

Where is the best place to stay in Hillsdale?

Located 19.2 mi (31 km) from the heart of Hillsdale, Berkshires Untold is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG and The Yankee, Trademark Collection by Wyndham. 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 accommodation for a family vacation in Hillsdale?

Holiday House Motel is a property with free parking and free WiFi, and it's a top choice on Expedia for families. Kids of all ages will also enjoy a visit to Catamount Aerial Adventure Park.

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's the best hotel for a winter vacation in Hillsdale?

Little Cat Lodge is a top hotel for a winter getaway, and features ski storage and free WiFi. This hotel is adjacent to Catamount Ski Area. The Brooks Motel is another good choice for your winter getaway.

What are some accommodations with pools in Hillsdale?

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Offers 2 indoor pools, 2 outdoor pools, and a snack bar/deli. The Yankee, Trademark Collection by Wyndham and Howard Johnson by Wyndham Saugerties 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 68 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.