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18 Jul - 19 Jul
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18 Jul - 20 Jul
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Top 10 Hillsdale hotels and places to stay

Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

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
Garden

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 ₹14,966
₹16,417 total
includes taxes & fees
20 Jul - 21 Jul
Shaker Mill Inn
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, (715)
"Nice outdoor seating areas, big pool, clean nicely appointed toom"
The price is ₹17,818
₹19,903 total
includes taxes & fees
20 Jul - 21 Jul
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Brooks Motel
Double Room | 1 bedroom, Egyptian cotton sheets, premium bedding, memory-foam beds

The Brooks Motel

2.0 star property
7.8 out of 10, Good, (85)
" Wry nice and clean. "
The price is ₹11,250
₹12,149 total
includes taxes & fees
20 Jul - 21 Jul
The Brooks Motel
Micosta Leisure Inn
Balcony

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 ₹11,168
₹12,061 total
includes taxes & fees
30 Jul - 31 Jul
Micosta Leisure Inn
The Little Lion
Pet-friendly

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (514)
"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 ₹13,772
₹15,384 total
includes taxes & fees
20 Jul - 21 Jul
The Little Lion
Inn at Pine Plains
Free daily continental breakfast

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
Terrace/patio

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 ₹9,038
₹10,394 total
includes taxes & fees
20 Jul - 21 Jul
Locust Tree Bed and Breakfast LLC
Quality Inn
Lobby

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 ₹8,707
₹9,725 total
includes taxes & fees
3 Aug - 4 Aug
Quality Inn
Howard Johnson by Wyndham Lenox
Exterior

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 ₹8,508
₹9,504 total
includes taxes & fees
31 Jul - 1 Aug
Howard Johnson by Wyndham Lenox
The Cornell Inn, Lenox & The Berkshires
Front of property

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 ₹13,883
₹18,872 total
includes taxes & fees
21 Jul - 22 Jul
The Cornell Inn, Lenox & The Berkshires
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1006)
"Very nice stay"
The price is ₹10,902
₹12,177 total
includes taxes & fees
27 Jul - 28 Jul
Best Western Plus Berkshire Hills Inn & Suites
The Old Inn On The Green
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed | Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (86)
"Beautiful room and property. Perfect weekend getaway!"
The price is ₹24,962
₹30,122 total
includes taxes & fees
20 Jul - 21 Jul
The Old Inn On The Green
Brook Farm Inn
Loft, Private Bathroom (Skylight Loft) | 1 bedroom, premium bedding, iron/ironing board, rollaway beds

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
Exterior

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 ₹9,555
₹10,319 total
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Good lodgings in a great area to visit."
The price is ₹13,812
₹15,428 total
includes taxes & fees
31 Jul - 1 Aug
Hampton Inn & Suites Berkshires-Lenox
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cots/infant beds, free rollaway beds

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 ₹7,661
₹8,557 total
includes taxes & fees
20 Jul - 21 Jul
Travelodge by Wyndham Great Barrington Berkshires
Little Cat Lodge
Seasonal outdoor pool

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
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Loved the Yankee Inn!"
The price is ₹11,615
₹12,974 total
includes taxes & fees
31 Jul - 1 Aug
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.

See all hotels in Hillsdale

Top Hillsdale Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Superb lodging and a nice reprieve. Not sure who invited the elephants to stay in the room above me but otherwise a great stopover!!"
Susan 4-night trip
Posted 4 hours ago
Berkshire Mountain Lodge

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 traveller data. Two other options for your trip 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.

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 hotel for families in Hillsdale?

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

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's the best hotel for a trip to the slopes in Hillsdale?

Little Cat Lodge is a top hotel for a winter getaway, and features ski storage and free WiFiThis 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 accommodation options 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 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 73 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.