Hillsdale Hotels

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Top 10 trending Hillsdale hotels

The Brooks Motel

2.0 star property
7.6 out of 10, Good, (95)
"Basic, clean and good value for the money."
The price is P8,504
P9,525 total
includes taxes & fees
Sep 1 - Sep 2
The Brooks Motel

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Lovely setting on the lake."
The price is P7,229
P8,075 total
includes taxes & fees
Sep 1 - Sep 2
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1006)
"Wonderful place to stay"
The price is P7,654
P8,550 total
includes taxes & fees
Sep 8 - Sep 9
The Yankee, Trademark Collection by Wyndham

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (680)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
The price is P9,125
P10,193 total
includes taxes & fees
Aug 18 - Aug 19
Berkshires Untold

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Lovely place. Excellent staff, Wonderful breakfast."
The price is P7,288
P10,372 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (520)
"Great place , love it, will return"
The price is P8,612
P9,619 total
includes taxes & fees
Sep 9 - Sep 10
The Constance by the Lenox Collection

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1003)
"Loved our visit"
The price is P10,788
P14,600 total
includes taxes & fees
Aug 27 - Aug 28
The Red Lion Inn

Catskill Motor Court Motel

2.5 star property
5.8 out of 10, (109)
"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 P5,946
P6,421 total
includes taxes & fees
Aug 24 - Aug 25
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, (694)
"Pleasant stay"
The price is P5,223
P6,631 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

2.0 star property
6.4 out of 10, (623)
"It was lovely!"
The price is P3,639
P4,064 total
includes taxes & fees
Sep 1 - Sep 2
Econo Lodge Lee - Great Barrington

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (573)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (860)
"Consistently a clean room with welcoming staff."
The price is P6,564
P7,332 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn & Suites Pittsfield-Berkshires by IHG

FairBridge Inn Express

2.5 star property
5.4 out of 10, (767)
"Close to our target event a plus"
The price is P4,058
P4,533 total
includes taxes & fees
Aug 31 - Sep 1
FairBridge Inn Express

The Whitlock

2.0 star property
8.6 out of 10, Excellent, (263)
"Wonderful ambience and people!"
The price is P9,931
P11,093 total
includes taxes & fees
Sep 9 - Sep 10
The Whitlock

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (18)
"Really enjoyed my stay here, definitely need a car to get around"
The price is P7,714
P8,616 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Chatham Travel Lodge

2.5 star property
7.8 out of 10, Good, (193)
"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 P6,620
P7,415 total
includes taxes & fees
Aug 18 - Aug 19
Chatham Travel Lodge

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (540)
"Excellent location, friendly service, clean, comfortable room."
The price is P4,281
P4,782 total
includes taxes & fees
Sep 1 - Sep 2
Travelodge by Wyndham Great Barrington Berkshires

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (434)
"Beautiful scenery. Room was not fancy but comfortable and clean. "
The price is P3,852
P4,314 total
includes taxes & fees
Aug 18 - Aug 19
Berkshire Travel Lodge

Postcard Cabins Eastern Catskills

2.0 star property
9.6 out of 10, Exceptional, (57)
"Really beautiful place to enjoy nature with family!!"
The price is P9,646
P12,575 total
includes taxes & fees
Aug 18 - Aug 19
Postcard Cabins Eastern Catskills

St. Charles Hotel

2.0 star property
6.8 out of 10, (783)
"Very nice staff and comfy stay"
The price is P9,169
P10,362 total
includes taxes & fees
Aug 21 - Aug 22
St. Charles Hotel
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

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 traveler preferences, The Brooks Motel is a top place to stay in Hillsdale. Two other choices for your visit to the area are Berkshire Mountain Lodge and FairBridge Inn Express. 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?

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 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.