Pet Friendly Hotels & Resorts in Hillsdale from NZ$186

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Hillsdale Pet Friendly Hotels

Next weekend
29 May - 31 May
In two weeks
5 Jun - 7 Jun

Our top choices for Hillsdale pet-friendly hotels

1 bedroom, desk, iron/ironing board, free WiFi

Hudson valley and The Berkshires Cottage

Hudson valley and The Berkshires Cottage
Hillsdale
10.0 out of 10, Exceptional, (21 reviews)
"Very clean and great for a couples trip!"
United States
Sean C.
The price is NZ$566
includes taxes & fees
4 June - 5 June
Hudson valley and The Berkshires Cottage
Desk, iron/ironing board, WiFi, bed sheets

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
The price is NZ$326
includes taxes & fees
26 May - 27 May
The Brooks Motel: Exceptional Suite
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, (136 reviews)
"Room was clean"
United States
Patrick
The price is NZ$226
includes taxes & fees
28 May - 29 May
The Brooks Motel
Exterior

Perfect House In Hillsdale, Brings Friends & Fam

Perfect House In Hillsdale, Brings Friends & Fam
Hillsdale
8.4 out of 10, Very good, (5 reviews)
"Overall a very pleasant stay. It is a cool old house with all its charm and quirks. Very spacious, comfortable. Decent kitchen. Location very accessible for mountains and tooling around. Just right for a getaway"
United States
Annetta D.
Perfect House In Hillsdale, Brings Friends & Fam
Exterior

Dreamy 6 Bedroom House, Come Enjoy Hillsdale!

Dreamy 6 Bedroom House, Come Enjoy Hillsdale!
Hillsdale
8.6 out of 10, Excellent, (4 reviews)
"Very nice stay. Evidence of cleaning as we could smell bleach when we arrived - we appreciated knowing things had been disinfected! Older house with older house quirks but perfect and comfortable for a group of 7 that wanted to hang out and cook and gab. Beds also very comfortable! Andrew provided all info before arriving and everything went smoothly."
United States
S V.
Dreamy 6 Bedroom House, Come Enjoy Hillsdale!
Desk, iron/ironing board, WiFi, bed sheets

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
8.4 out of 10, Very good, (6 reviews)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
The price is NZ$341
includes taxes & fees
1 June - 2 June
The Brooks Motel: Exceptional Suite
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (457 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is NZ$186
includes taxes & fees
25 May - 26 May
Shaker Mill Inn
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

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, (1,002 reviews)
"Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant. "
United States
Melinda
The price is NZ$210
includes taxes & fees
26 May - 27 May
Best Western Plus Berkshire Hills Inn & Suites
Exterior

Sioux Tipi on Chloe's Lake

Sioux Tipi on Chloe's Lake
Saugerties
9.8 out of 10, Exceptional, (6 reviews)
"This was such a cool experience Id love to go back! "
United States
Brandon
The price is NZ$249
includes taxes & fees
25 May - 26 May
Sioux Tipi on Chloe's Lake
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, (232 reviews)
"Really great location and near great area."
United States
Sherwin
The price is NZ$404
includes taxes & fees
1 June - 2 June
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
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.
View all properties

Top Hillsdale Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Every year my sisters and I go to the Red Lion to celebrate our mom’s birthday. It was one of her favorite places! We love the charm, the history and the “old fashioned” feel. Every guest room is different and they kindly upgraded me to a suite the last two times. The food at the restaurant is really good and we always love hearing the Jazz in the Lion’s Den on Sunday night. Can’t wait to return next year."
Dana 2-night trip
Posted 18 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. 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.