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Find Dog-Friendly Hotels in The Berkshires, MA

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Check availability on The Berkshires Pet-Friendly Hotels

Tonight
25 Sept - 26 Sept
Tomorrow
26 Sept - 27 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for The Berkshires pet-friendly hotels

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
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.
A lodge with a large building and a dock by a lake, surrounded by forest.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Ann M
£116
includes taxes & fees
30 Sept - 1 Oct
The Black Swan Lee - Lenox, an Ascend Collection Hotel
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A snack bar with shelves of snacks and a refrigerated display.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Susan
£103
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a fireplace, and comfortable seating.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

3. Berkshires Untold

Berkshires Untold
Lenox
United States
Drue
£118
includes taxes & fees
28 Sept - 29 Sept
Berkshires Untold
A building entrance with a large planter with purple flowers and a small tree.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.
A library with bookshelves, a television, and two armchairs.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.

4. Hotel On North

Hotel On North
Pittsfield
United States
Drew
£113
includes taxes & fees
5 Oct - 6 Oct
Hotel On North
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.
A modern cafe with a wooden accent wall, a coffee machine, and black chairs.
A modern interior with a large window, a wooden table, and bar stools.

5. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
United States
Alexandra
£114
includes taxes & fees
14 Oct - 15 Oct
Hotel Downstreet, an Ascend Collection Hotel
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A bar with wooden floors and shelves filled with bottles.
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.

6. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
James
£169
includes taxes & fees
30 Sept - 1 Oct
The Red Lion Inn
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 sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.
A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

7. The Little Lion

The Little Lion
Great Barrington
United States
Mary
£87
includes taxes & fees
18 Oct - 19 Oct
The Little Lion
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.
A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

8. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Larry
£105
includes taxes & fees
20 Oct - 21 Oct
Hampton Inn & Suites Berkshires-Lenox
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A spacious living room with a large sofa, a coffee table, and a fireplace.

9. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
£124
includes taxes & fees
25 Oct - 26 Oct
Hilton Garden Inn Lenox Pittsfield
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A compact living space with a kitchenette, a dining area, and a sofa.
A modern apartment with a living room, kitchenette, and dining area.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

10. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
£83
includes taxes & fees
30 Sept - 1 Oct
The Central Downtown Inn & Suites
View all properties

Find out more about The Berkshires

Discover top The Berkshires attractions with your pet

The Berkshires is a paradise for pet-loving travellers seeking both outdoor adventure and cultural enrichment. Start your day with a stroll around the picturesque Lake Stockbridge, where you and your furry friend can enjoy scenic views and perhaps a refreshing swim. For hiking enthusiasts, the stunning trails of Mount Greylock offer breathtaking vistas and are perfect for pets who enjoy an active lifestyle. If you're looking to unwind, head to the serene gardens of the Berkshire Botanical Garden, where leashed pets are welcome to explore the beautiful landscapes. Art aficionados will appreciate a visit to the Norman Rockwell Museum, which features lovely grounds ideal for a leisurely walk with your dog. For accommodation, consider staying in the charming town of Lenox, which boasts several pet-friendly hotels that offer amenities like dog beds and treats. Here, you can explore the lush trails of the nearby Kennedy Park or enjoy a quiet picnic while your pet lounges beside you, ensuring a memorable and relaxing getaway for the whole family.

Top The Berkshires Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"Staff was great! Johnathan was there for us , answering all our questions! Bar restaurant was fabulous! Parking behind hotel was perfect."
laurie 2-night trip
Posted 3 hours ago
Hotel On North
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"A most amazing place to stay! Has everything a hotel should have - we had a very large room! Great porch! We have stayed there several times."
Roger 1-night trip
Posted 3 hours ago
The Red Lion Inn

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