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

Pittsfield Hotel Guide - Pet Friendly Hotels in Pittsfield, Massachusetts

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Check availability on Pittsfield Pet Friendly Hotels

Our top choices for Pittsfield pet-friendly hotels

A building entrance with a large planter with purple flowers and a small tree.

1. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (982 reviews)
"Very nice hotel"
United States
Philip
The price is €116
includes taxes & fees
29 Nov - 30 Nov
Hotel On North
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

2. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (436 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is €97
includes taxes & fees
24 Nov - 25 Nov
The Central Downtown Inn & Suites
A fenced outdoor area with a pool, lounge chairs, and umbrellas.

3. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (942 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is €86
includes taxes & fees
11 Nov - 12 Nov
Berkshire Inn
An indoor swimming pool with clear water, tiled floors, and a blue wall.

4. 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, (258 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is €110
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

5. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (717 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is €118
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Lenox Pittsfield
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

6. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,002 reviews)
"Room was spacious and clean"
United States
James
The price is €93
includes taxes & fees
1 Dec - 2 Dec
Best Western Plus Berkshire Hills Inn & Suites
Exterior

7. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,266 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is €97
includes taxes & fees
6 Dec - 7 Dec
Berkshire Mountain Lodge
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

8. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (935 reviews)
"Friendly staff"
United States
William
The price is €71
includes taxes & fees
11 Nov - 12 Nov
FairBridge Inn Express
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.
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Top Pittsfield Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"The Red lion Inn is a unique historical stay. The hotel is charming with so many historical items to look at every turn. There are plenty of cute shops and great hiking trails right down the road."
Jennifer 1-night trip
Posted 1 day ago
The Red Lion Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

10/10 Excellent
"I stayed for three nights whilst I was in transitioning between selling and buying homes. It was nice having a full kitchen, the bed was comfortable."
Patricia 3-night trip
Posted 2 days ago
The Central Downtown Inn & Suites

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 The Central Downtown 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 Hancock Shaker Village.