A rural landscape with snow-covered fields, a winding road, and scattered trees.

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Check availability on Hillsdale Pet-Friendly Hotels

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul

Our top choices for Hillsdale pet-friendly hotels

Egyptian cotton sheets, premium bedding, memory-foam beds, desk

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (139 reviews)
"Nice "
United States
Daljit
The price is ฿4,094
฿4,586 total
includes taxes & fees
21 Jun - 22 Jun
The Brooks Motel
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,000 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is ฿3,666
฿4,095 total
includes taxes & fees
24 Jun - 25 Jun
Best Western Plus Berkshire Hills Inn & Suites
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (461 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ฿4,912
฿5,388 total
includes taxes & fees
21 Jun - 22 Jun
Shaker Mill Inn
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (569 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is ฿2,901
฿3,240 total
includes taxes & fees
23 Jun - 24 Jun
The Little Lion
Indoor pool

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (108 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is ฿4,714
฿5,266 total
includes taxes & fees
29 Jun - 30 Jun
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Exterior

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (249 reviews)
"Really great location and near great area."
United States
Sherwin
The price is ฿6,560
฿8,509 total
includes taxes & fees
6 Jul - 7 Jul
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (471 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is ฿2,165
฿2,426 total
includes taxes & fees
21 Jun - 22 Jun
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.
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Top Hillsdale Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Our experience at the Red Lion Inn went beyond our expectations. The entire staff was most helpful, went above and beyond to make our stay enjoyable, and treated us as if we were the only guests staying there! The inn is magnificent and we felt we were staying in a museum! The accommodation was lovely and the dining room served gourmet food. We would love to go back. If you haven’t stayed there you are missing out on a great opportunity."
Marinus 2-night trip
Posted 21 hours ago
The Red Lion Inn

Frequently asked questions

What's the best dog-friendly place to stay in Hillsdale?
The Brooks Motel is a top dog-friendly option for your stay.
What's the best time of year to travel to Hillsdale with my pet?
When you're travelling with pets, keeping tabs on the weather can make the trip safe and fun for everyone. 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.
What is there to see and do with your pet in Hillsdale?
Known for its libraries, Hillsdale has lots to offer visitors, including its ruins, skiing and beautiful sunrises. See the local sights and visit Catamount Aerial Adventure Park and Catamount Ski Area. While you're there, make sure you don't miss Copake Lake and Hillsdale Town Hall.