Hillsdale Hotels

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Top 10 trending Hillsdale hotels

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (94)
"Basic, clean and good value for the money."
The price is €138
includes taxes & fees
26 Aug - 27 Aug
The Brooks Motel

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Had a wonderful time "
The price is €121
includes taxes & fees
7 Sept - 8 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (673)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
The price is €153
includes taxes & fees
26 Aug - 27 Aug
Berkshires Untold

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1007)
"Wonderful place to stay"
The price is €128
includes taxes & fees
8 Sept - 9 Sept
The Yankee, Trademark Collection by Wyndham

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1000)
"Lovely place. Excellent staff, Wonderful breakfast."
The price is €155
includes taxes & fees
9 Sept - 10 Sept
The Cornell Inn, Lenox & The Berkshires

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (517)
"Great place , love it, will return"
The price is €146
includes taxes & fees
10 Sept - 11 Sept
The Constance by the Lenox Collection

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1004)
"Loved our visit"
The price is €220
includes taxes & fees
18 Aug - 19 Aug
The Red Lion Inn

Catskill Motor Court Motel

2.5 star property
5.8 out of 10, (106)
"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 €96
includes taxes & fees
26 Aug - 27 Aug
Catskill Motor Court Motel

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

3.5 star property
9.0 out of 10, Wonderful, (691)
"This was our third year of two summer weeks at Oak 'n' Spruce. The accommodations are comfortable and convenient, and the staff is wonderful. We hope to be back next summer."
The price is €100
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (622)
"It was lovely!"
The price is €61
includes taxes & fees
10 Sept - 11 Sept
Econo Lodge Lee - Great Barrington

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (857)
"Consistently a clean room with welcoming staff."
The price is €110
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

FairBridge Inn Express

2.5 star property
5.4 out of 10, (766)
"Close to our target event a plus"
The price is €68
includes taxes & fees
28 Aug - 29 Aug
FairBridge Inn Express

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (560)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (263)
"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 €168
includes taxes & fees
10 Sept - 11 Sept
The Whitlock

Chatham Travel Lodge

2.5 star property
7.8 out of 10, Good, (191)
"Chatham Travel lodge was well situated for our trip further north. The area is beautiful. The town of Chatham is close by with restaurants and shopping. The guests in the room above us were noisy for a while, but not after 10 pm. The lodge is old, but the room was clean and perfect for a one night stopover."
The price is €111
includes taxes & fees
25 Aug - 26 Aug
Chatham Travel Lodge

Postcard Cabins Eastern Catskills

2.0 star property
9.6 out of 10, Exceptional, (56)
"Nice stays 👌 "
The price is €188
includes taxes & fees
21 Aug - 22 Aug
Postcard Cabins Eastern Catskills

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (537)
"Excellent location, friendly service, clean, comfortable room."
The price is €72
includes taxes & fees
7 Sept - 8 Sept
Travelodge by Wyndham Great Barrington Berkshires

St. Charles Hotel

2.0 star property
6.8 out of 10, (781)
"Very nice staff and comfy stay"
The price is €155
includes taxes & fees
21 Aug - 22 Aug
St. Charles Hotel

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (14)
"Really enjoyed my stay here, definitely need a car to get around"
The price is €146
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (432)
"Beautiful scenery. Room was not fancy but comfortable and clean. "
The price is €65
includes taxes & fees
28 Aug - 29 Aug
Berkshire Travel Lodge
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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.

Top Hillsdale Hotel Reviews

Frequently asked questions

Where is the best place to stay in Hillsdale?

Based on Expedia's traveller preferences, The Brooks Motel is a top place to stay in Hillsdale. Two other options for your trip to the area are Berkshire Mountain Lodge and FairBridge Inn Express. See all available top hotels, or vacation rentals in Hillsdale.

What are some of the best holiday rentals that Hillsdale has to offer?

Charming cottage with lake access, wood burning fire place, and WiFi: This holiday home rental outside of Hillsdale offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday 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! 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. Hudson valley and The Berkshires Cottage is another good option for you and your pet. 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?

Berkshire Mountain Lodge: Offers free self parking, an indoor pool and complimentary wireless Internet access. Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG and The Red Lion Inn 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 71 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.