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

Hillsdale Hotel Guide - Pet Friendly Hotels in Hillsdale, New York

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Our top choices for Hillsdale pet-friendly hotels

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, (1,005 reviews)
"Hotel was clean and staff helpful and courteous. Hotel is a little tired (showing it's age) but I would certainly not hesitate to book a future stay."
United States
Andrew
The price is €117
includes taxes & fees
14 Jul - 15 Jul
Best Western Plus Berkshire Hills Inn & Suites

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (253 reviews)
"Really great location and near great area."
United States
Sherwin
The price is €198
includes taxes & fees
10 Aug - 11 Aug
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

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, (128 reviews)
"Breakfast was good, good location, friendly staff."
United States
Courtney
The price is €154
includes taxes & fees
16 Jul - 17 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (580 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is €109
includes taxes & fees
14 Jul - 15 Jul
The Little Lion

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (486 reviews)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is €66
includes taxes & fees
19 Jul - 20 Jul
Berkshire Travel Lodge

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (232 reviews)
"Great place to stay."
United States
Jurij
The price is €110
includes taxes & fees
22 Jul - 23 Jul
Chatham Travel Lodge

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.8 out of 10, Good, (16 reviews)
"Wonderful pet-friendly property in a fantastic location. Everything in the village is just a short walk away, making it easy to enjoy local shops, restaurants, and attractions."
United States
Leonardo
The price is €129
includes taxes & fees
12 Jul - 13 Jul
Hideaway Inn Lenox

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (463 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is €183
includes taxes & fees
13 Jul - 14 Jul
Shaker Mill Inn

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
8.0 out of 10, Very good, (148 reviews)
"My stay was excellent. Nice room, comfortable bed. Nice staff and free breakfast."
United States
Anthony
The price is €106
includes taxes & fees
26 Jul - 27 Jul
Spark by Hilton West Coxsackie
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.

Top Hillsdale Hotel Reviews

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. Hudson valley and The Berkshires Cottage is another option if you're bringing your pet along.
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.