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Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (730)
"Helpful, friendly staff. Clean, convenient, quiet."
Monument Mountain Motel

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (416)
"Very cute and clean room. After driving all day we were so happy to see all muffins, scones, yogurt, cereal, oatmeal, strawberries, milk, OJ, hot chocolate and coffee already in the room for breakfast the next day. We had a great stay, thank you!"
The price is ¥25,448
¥27,917 total
includes taxes & fees
Jul 20 - Jul 21
Shaker Mill Inn

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 star property
9.4 out of 10, Exceptional, (715)
"Nice outdoor seating areas, big pool, clean nicely appointed toom"
The price is ¥30,702
¥34,294 total
includes taxes & fees
Jul 21 - Jul 22
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

The Brooks Motel

2.0 star property
7.8 out of 10, Good, (85)
" Wry nice and clean. "
The price is ¥19,382
¥20,932 total
includes taxes & fees
Jul 20 - Jul 21
The Brooks Motel

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (107)
"We had an excellent stay, and would certainly book this place again!"
The price is ¥19,273
¥20,816 total
includes taxes & fees
Jul 20 - Jul 21
Micosta Leisure Inn

The Little Lion

3.0 star property
8.6 out of 10, Excellent, (515)
"Hotel was clean and facilities were maintained. Best part was that you are permitted to use amenities at The Red Lion Inn down the road. "
The price is ¥23,731
¥26,507 total
includes taxes & fees
Jul 21 - Jul 22
The Little Lion

Inn at Pine Plains

3.5 star property
9.8 out of 10, Exceptional, (287)
"Beautiful place. Accomadating staff. A lovely place to stay"
Inn at Pine Plains

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (392)
"A positively delightful B&B in a beautiful town. "
The price is ¥15,574
¥17,910 total
includes taxes & fees
Jul 22 - Jul 23
Locust Tree Bed and Breakfast LLC

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1005)
"Good basic convenient accommodation in a heavily touristy area."
The price is ¥15,003
¥16,758 total
includes taxes & fees
Aug 3 - Aug 4
Quality Inn

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (761)
"Was great loved the jacuzzi tub "
The price is ¥14,684
¥16,402 total
includes taxes & fees
Jul 20 - Jul 21
Howard Johnson by Wyndham Lenox

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"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 ¥23,921
¥32,519 total
includes taxes & fees
Jul 22 - Jul 23
The Cornell Inn, Lenox & The Berkshires

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1007)
"Very nice stay"
The price is ¥18,785
¥20,983 total
includes taxes & fees
Jul 27 - Jul 28
Best Western Plus Berkshire Hills Inn & Suites

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (87)
"Beautiful room and property. Perfect weekend getaway!"
The price is ¥43,013
¥51,903 total
includes taxes & fees
Jul 21 - Jul 22
The Old Inn On The Green

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (154)
"This is a charming and very pleasant place to stay."
Brook Farm Inn

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

2.5 star property
8.4 out of 10, Very Good, (906)
"Nice size room, clean, and reasonably priced. "
The price is ¥16,518
¥17,840 total
includes taxes & fees
Aug 17 - Aug 18
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Good lodgings in a great area to visit."
The price is ¥23,906
¥26,703 total
includes taxes & fees
Jul 30 - Jul 31
Hampton Inn & Suites Berkshires-Lenox

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (533)
"Small Room. Terrible beds. Awful bathroom. Horrible shower. "
The price is ¥13,200
¥14,744 total
includes taxes & fees
Jul 20 - Jul 21
Travelodge by Wyndham Great Barrington Berkshires

Little Cat Lodge

2.0 star property
9.4 out of 10, Exceptional, (52)
"Great place"
Little Cat Lodge

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Loved the Yankee Inn!"
The price is ¥20,112
¥22,465 total
includes taxes & fees
Jul 30 - Jul 31
The Yankee, Trademark Collection by Wyndham
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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Learn more about Hillsdale

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

Top Hillsdale Hotel Reviews

Frequently asked questions

Where is the best place to stay in Hillsdale?

Located 23.9 mi (38.4 km) from the heart of Hillsdale, Howard Johnson by Wyndham Saugerties is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Best Western Plus Berkshire Hills Inn & Suites and Holiday Inn & Suites Pittsfield-Berkshires by IHG. See all available top hotels, or vacation rentals in Hillsdale.

What's the top vacation rental in Hillsdale?

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT: This vacation home rental outside of Hillsdale is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and 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?

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. 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'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. See all ski hotels in Hillsdale.

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 & Suites Pittsfield-Berkshires by IHG and Holiday Inn Club Vacations Oak n’ Spruce Resort in the 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 73 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.