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

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Check availability on Hillsdale Pet-Friendly Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Hillsdale pet-friendly hotels

A modern bedroom with a large bed, two bedside tables, and a textured wall behind the bed.
A living room with a sofa, a coffee table, a fireplace, and a ceiling fan.
A snow-covered landscape with a house and a sign that reads "the brooks".
A dining area with a wooden table, chairs, and a colorful striped rug.

1. The Brooks Motel

The Brooks Motel
Hillsdale
United States
Nelson
฿4,893
฿5,480 total
includes taxes & fees
6 Oct - 7 Oct
The Brooks Motel
A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.
A dining table set with plates of food, wine glasses, and bottles, with a chandelier above and shelves above holding glasses and bottles.
A bar area with a green counter, two pendant lights, and shelves stocked with bottles.
A modern living room with a sofa, armchair, and coffee table. There is a bed with a headboard and pillows, a lamp, and a shelf with items.

2. the Alander

the Alander
Copake
United States
Thomas
฿4,849
฿5,431 total
includes taxes & fees
6 Oct - 7 Oct
the Alander
A dining table with pastries, a coffee pot, and a vase of sunflowers.
A bedroom with a wooden bed, bedside tables, a desk, and a chair.
A pool table in a room with a patterned rug, a shelf with decorative items, and a window with a view of greenery.
A large, two-story white building with a symmetrical facade, columns, and a central entrance.

3. Granville House

Granville House
Housatonic
United States
Nicole
฿7,517
฿8,397 total
includes taxes & fees
18 Oct - 19 Oct
Granville House
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.
A living room with a patterned carpet, two sofas, a dining table, and chairs.
A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.
A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

4. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
United States
Mark
฿2,651
฿2,961 total
includes taxes & fees
18 Oct - 19 Oct
Travelodge by Wyndham Great Barrington Berkshires
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.
A covered porch with wicker furniture and hanging flower baskets.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

5. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Stephan
฿5,286
฿7,572 total
includes taxes & fees
3 Nov - 4 Nov
The Red Lion Inn
A bedroom with a large mural of a waterfall, two bedside lamps, a bed with multiple pillows, and a nightstand with a lamp.
A two-story house with a porch, a front door, and a mailbox.
A fire pit with two Adirondack chairs, a table with drinks, and a house in the background.
A room with a white door, a window, and a wall with various framed pictures.

6. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
Craryville
United States
Thomas
฿6,712
฿7,517 total
includes taxes & fees
6 Oct - 7 Oct
Changing Times Boutique Country Lodging
A bedroom with a large bed, a chair, and a window with curtains.
A dining area with yellow chairs and tables, a kitchen in the background, and a clock on the wall.
A covered porch with a dining area, a sofa, and decorative wall art.
A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

7. The White Hart

The White Hart
Salisbury
United States
William
฿15,117
฿17,384 total
includes taxes & fees
7 Oct - 8 Oct
The White Hart
A large house with a balcony and a grassy yard.
A room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.
A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.
A two-story building with a gabled roof and a chimney.

8. The Little Lion

The Little Lion
Great Barrington
United States
Lidia
฿3,473
฿3,880 total
includes taxes & fees
18 Oct - 19 Oct
The Little Lion
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside dock with kayaks and a covered boat ramp.
A dining area with large windows, wooden furniture, and a view of a lake.
A lakeside lodge with a dock, fishing rods, and outdoor seating.

9. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Bob
฿3,879
฿4,333 total
includes taxes & fees
1 Nov - 2 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.

10. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Joe
฿3,137
฿3,504 total
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Berkshire Hills Inn & Suites
View all properties

Top Hillsdale Hotel Reviews

St. Charles Hotel

St. Charles Hotel

8/10 Good
"The St. Charles hotel is a good place to stay if you are looking for a great location to stay. It's within walking distance of restaurants and close to places to visit. However the WiFi network does kick out a lot."
James 2-night trip
Posted 4 hours ago
St. Charles Hotel
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Great staff, heated bathroom floors."
Ellen 3-night trip
Posted 8 hours ago
The Red Lion Inn
Hotel On North

Hotel On North

8/10 Good
"Floors creak as it's an old hotel but the room and bathroom were really spacious. The town is meh bur the hotel was nice."
Robin 2-night trip
Posted 2 days ago
Hotel On North
Interlaken Inn & Resort

Interlaken Inn & Resort

10/10 Excellent
"The Interlaken is a lovely property "between the lakes" in Lakeville. We stayed in the main building, which I recommend (there is also another building on the property with a view of the lake). We had a nice screened-in balcony porch attached to our room which we enjoyed each evening. The lobby is cozy with a fireplace. The staff were friendly and helpful."
Suzanne 5-night trip
Posted 4 days ago
Interlaken Inn & Resort

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.

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