Hillsdale Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 1 - Aug 2
Tomorrow
Aug 2 - Aug 3
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Hillsdale hotels

The Brooks Motel
Two beds with white bedding, a unique wall paneling, and a cozy reading area.

The Brooks Motel

2.0 star property
7.8 out of 10, Good, (90)
"Basic, clean and good value for the money."
The price is P7,699
P8,623 total
includes taxes & fees
Aug 3 - Aug 4
The Brooks Motel
The Yankee, Trademark Collection by Wyndham
Classic hotel entrance with a covered walkway, surrounded by beautifully maintained gardens.

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Loved the Yankee Inn!"
The price is P9,248
P10,330 total
includes taxes & fees
Sep 1 - Sep 2
The Yankee, Trademark Collection by Wyndham
The Black Swan Lee - Lenox, Ascend Hotel Collection
Relax in a serene lakeside setting with Adirondack chairs and a tranquil atmosphere.

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Beautiful location!"
The price is P7,366
P8,228 total
includes taxes & fees
Sep 1 - Sep 2
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Constance by the Lenox Collection
Situated in a tranquil setting, The Whittock offers a traditional home with a covered front porch and mature trees surrounding the property.

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (507)
"Property was excellent "
The price is P9,348
P10,442 total
includes taxes & fees
Sep 2 - Sep 3
The Constance by the Lenox Collection
The Cornell Inn, Lenox & The Berkshires
Traditional two-story house with a welcoming porch and balcony, set amidst snow-covered trees.

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Breakfast each day was phenomenal, staff were all so friendly, hotel & room were beautifully decorated. We had a wonderful time & would stay here again!"
The price is P7,774
P10,964 total
includes taxes & fees
Aug 27 - Aug 28
The Cornell Inn, Lenox & The Berkshires
Berkshires Untold
Relax in a stylish space with a bar area, seating area, and large windows offering views of the outdoors.

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (655)
"It's a clean, nice place. And easy to get to the surrounding towns."
The price is P24,738
P27,633 total
includes taxes & fees
Aug 8 - Aug 9
Berkshires Untold
The Red Lion Inn
Relax by the serene pool surrounded by lounge chairs and umbrellas.

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1002)
"Loved our visit"
The price is P11,140
P15,050 total
includes taxes & fees
Aug 4 - Aug 5
The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Play a round of golf amidst lush surroundings and scenic obstacles.

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (683)
"Terrific place. Spacious, clean, comfortable."
The price is P6,933
P8,556 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Econo Lodge Lee - Great Barrington
Relax in comfort with a large bed, two bedside tables, and a balcony with a view.

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (615)
"It was a clean, well-run, low cost option. "
The price is P3,708
P4,142 total
includes taxes & fees
Sep 1 - Sep 2
Econo Lodge Lee - Great Barrington
Catskill Motor Court Motel
Enjoy a refreshing swim in the pool with a designated shallow area marked for safety.

Catskill Motor Court Motel

2.5 star property
5.8 out of 10, (105)
"Pool was filled in years ago not like the picture on Expedia. Smells like sewage. I didn’t stay. I left. Place was disgusting "
The price is P6,076
P6,562 total
includes taxes & fees
Aug 4 - Aug 5
Catskill Motor Court Motel
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Dine in style with a long table set for a memorable meal, surrounded by cushioned chairs and large windows offering a view of the outdoors.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (842)
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield. "
The price is P6,689
P7,471 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG
FairBridge Inn Express
Relax in a spacious room with a large bed, two bedside tables, and a separate bathtub area.

FairBridge Inn Express

2.5 star property
5.4 out of 10, (758)
"Close to our target event a plus"
The price is P4,135
P4,619 total
includes taxes & fees
Aug 27 - Aug 28
FairBridge Inn Express
Best Western Plus Berkshire Hills Inn & Suites
Welcome to our reception area, featuring a comfortable seating area, a reception desk, and a beautiful abstract art piece.

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"Very nice stay"
The price is P6,921
P7,731 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Berkshire Hills Inn & Suites
St. Charles Hotel
Enjoy a convenient bar area with a refrigerator, coffee station, and microwave.

St. Charles Hotel

2.0 star property
6.8 out of 10, (767)
"Very nice staff and comfy stay"
The price is P9,344
P10,559 total
includes taxes & fees
Aug 10 - Aug 11
St. Charles Hotel
Chatham Travel Lodge
Stroll through the serene garden, surrounded by lush greenery and vibrant flowers beneath a charming pergola.

Chatham Travel Lodge

2.5 star property
7.6 out of 10, Good, (184)
"Nice and quiet"
The price is P6,746
P7,286 total
includes taxes & fees
Aug 3 - Aug 4
Chatham Travel Lodge
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Relax in a welcoming space with comfortable seating and a stunning chandelier.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (723)
"Was the perfect stop over for our way home. All the employees were extremely friendly. "
The price is P8,783
P9,810 total
includes taxes & fees
Aug 27 - Aug 28
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Whitlock
Exterior

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (261)
"Lovely hotel in the heart of Lenox. The rooms and property were very nice. The staff was great. We would definitely stay here again!"
The price is P10,819
P12,084 total
includes taxes & fees
Sep 2 - Sep 3
The Whitlock
Travelodge by Wyndham Great Barrington Berkshires
Relax in this inviting room with a large bed, flat-screen TV, and comfortable chair.

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (536)
"Run down old property , room smelled , dirty carpet "
The price is P4,362
P4,873 total
includes taxes & fees
Sep 1 - Sep 2
Travelodge by Wyndham Great Barrington Berkshires
Howard Johnson by Wyndham Saugerties
Enjoy a meal at our restaurant, which offers a bar area with stools, a counter with a coffee machine, and a TV.

Howard Johnson by Wyndham Saugerties

2.0 star property
7.6 out of 10, Good, (1003)
"Hotels, very nice and very clean"
The price is P7,058
P7,905 total
includes taxes & fees
Aug 3 - Aug 4
Howard Johnson by Wyndham Saugerties
Berkshire Travel Lodge
Enjoy a refreshing swim in our pool, surrounded by lush greenery and a serene landscape.

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (429)
"A good, affordable place to sleep close to many scenic attractions."
The price is P3,989
P4,309 total
includes taxes & fees
Aug 3 - Aug 4
Berkshire Travel Lodge
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.
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

Quaint Hillsdale is calling! Discover its coffee, library, skiing, and more.

See all hotels in Hillsdale

Top Hillsdale Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Loved our visit"
Barbara 1-night trip
Posted 3 days ago
The Red Lion Inn

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 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 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?

Howard Johnson by Wyndham Saugerties: Features a sauna, an indoor pool, and free self parking. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG and Holiday Inn & Suites Pittsfield-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 72 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.