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

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Check availability on Pittsfield Pet-Friendly Hotels

Our top choices for Pittsfield pet-friendly hotels

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

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, (1,005 reviews)
"Hotel was clean and staff helpful and courteous. Hotel is a little tired (showing it's age) but I would certainly not hesitate to book a future stay."
United States
Andrew
The price is ฿4,513
฿5,041 total
includes taxes & fees
13 Jul - 14 Jul
Best Western Plus Berkshire Hills Inn & Suites
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (463 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ฿6,493
฿7,123 total
includes taxes & fees
13 Jul - 14 Jul
Shaker Mill Inn
Exterior

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.6 out of 10, Excellent, (1,014 reviews)
"Enjoyed the breakfast and pool"
United States
Sabrina
The price is ฿4,234
฿4,699 total
includes taxes & fees
12 Jul - 13 Jul
Comfort Inn & Suites East Greenbush - Albany
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.0 out of 10, Wonderful, (10 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is ฿8,853
฿9,889 total
includes taxes & fees
15 Jul - 16 Jul
The Berkshire Mountain Inn
Indoor pool

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, (127 reviews)
"Breakfast was good, good location, friendly staff."
United States
Courtney
The price is ฿5,257
฿5,872 total
includes taxes & fees
16 Jul - 17 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Breakfast, lunch and dinner served

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (691 reviews)
"Five Star stay!"
United States
Adeline
The price is ฿6,251
฿6,982 total
includes taxes & fees
12 Jul - 13 Jul
Hilton Garden Inn Lenox Pittsfield
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (873 reviews)
"Love the hotel even the creaky floors, great stay, good food. The only thing missing from this hotel is breakfast"
United States
Jim
The price is ฿8,311
฿9,284 total
includes taxes & fees
13 Jul - 14 Jul
Hotel On North
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1,013 reviews)
"Quiet room. Comfortable bed linens"
United States
Margo
The price is ฿4,330
฿4,837 total
includes taxes & fees
13 Jul - 14 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (377 reviews)
"Central location!"
United States
Brenda
The price is ฿3,672
฿4,101 total
includes taxes & fees
15 Jul - 16 Jul
The Central Downtown Inn & Suites
Lobby lounge

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (28 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is ฿7,343
฿8,202 total
includes taxes & fees
22 Jul - 23 Jul
Element by Marriott Lenox Berkshires
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

8/10 Good
"It was a vey good experience in that real old hotel. Very charming !"
Michelle 1-night trip
Posted 1 hour ago
The Red Lion Inn

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 Barrington Stage Company and Bousquet Ski Area.