A historic building with classical architecture, a traffic light, and a yellow taxi.

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Check availability on Pittsfield Pet-Friendly Hotels

Tonight
13 Sept - 14 Sept
Tomorrow
14 Sept - 15 Sept
Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept

Our top choices for Pittsfield pet-friendly hotels

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 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.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

1. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Joe
Rp1.935.097
Rp2.161.503 total
includes taxes & fees
15 Sept - 16 Sept
Best Western Plus Berkshire Hills Inn & Suites
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.
A buffet area with a counter, food items, and a beverage station.
A round dining table set for a formal event, with white tablecloth, silverware, and purple napkins.

2. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
United States
Debra
Rp2.025.265
Rp2.262.221 total
includes taxes & fees
12 Oct - 13 Oct
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A building entrance with a large planter with purple flowers and a small tree.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A library with bookshelves, a television, and two armchairs.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

3. Hotel On North

Hotel On North
Pittsfield
United States
Drew
Rp2.364.277
Rp2.640.896 total
includes taxes & fees
14 Sept - 15 Sept
Hotel On North
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.
A compact living space with a kitchenette, a dining area, and a sofa.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

4. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
United States
Rena
Rp1.726.406
Rp1.928.405 total
includes taxes & fees
5 Oct - 6 Oct
The Central Downtown Inn & Suites
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Steve
Rp2.289.430
Rp2.557.294 total
includes taxes & fees
13 Oct - 14 Oct
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A hotel patio with outdoor seating and a fire pit.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

6. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
United States
James
Rp2.673.350
Rp2.986.121 total
includes taxes & fees
27 Sept - 28 Sept
Hilton Garden Inn Lenox Pittsfield
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.
A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

7. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Nancy
Rp2.368.327
Rp2.645.422 total
includes taxes & fees
28 Sept - 29 Sept
Hampton Inn & Suites Berkshires-Lenox
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A cozy library with bookshelves, a fireplace, and comfortable seating.
A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

8. Berkshires Untold

Berkshires Untold
Lenox
United States
Drue
Rp2.318.523
Rp2.589.790 total
includes taxes & fees
14 Sept - 15 Sept
Berkshires Untold
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 lodge with a large building and a dock by a lake, surrounded by forest.
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
Susan
Rp2.200.671
Rp2.458.149 total
includes taxes & fees
21 Sept - 22 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
View all properties

Top Pittsfield Hotel Reviews

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

8/10 Good
"It was priced well. The central location was convenient. The space inside was much larger than usual. There was a bedroom, living room and dining room combo with a full kitchen. It appears that it was an apartment at one time."
Phillip 1-night trip
Posted 5 days ago
The Central Downtown Inn & Suites
Hotel On North

Hotel On North

10/10 Excellent
"Best place in town"
Mary Ellen 2-night trip
Posted 5 days ago
Hotel On North
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"Staff was helpful. Location close to Tanglewood. Bed and pillows were awesome. One elevator was not working so that was inconvenient"
April 1-night trip
Posted 8 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Frequently asked questions

What's the best dog-friendly accommodation option in Pittsfield?
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG is a top hotel for people travelling with their pets, and offers an indoor pool and a 24-hour fitness centre for its human guests. Two other good options for you and your pet's trip include Hotel On North and Best Western Plus Berkshire Hills Inn & Suites.
How many hotels that welcome pets are there in Pittsfield?
Frolic with your furry friend at one of Expedia's 6 Pittsfield accommodation options that accept pets.
What's the best time of year to travel to Pittsfield with my pet?
When you travel with your pet, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Pittsfield 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 Pittsfield?
Known for its baseball and entertainment, Pittsfield has lots to offer visitors, including its theatres, opera and museums. See the local sights and visit Berkshire Museum and Colonial Theater. While you're there, make sure you don't miss Bousquet Ski Area and Pontoosuc Lake.

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