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

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Check availability on Pittsfield Pet-Friendly Hotels

This weekend
10 Jul - 12 Jul
Next weekend
17 Jul - 19 Jul

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, (1,004 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 Rp2.430.896
Rp2.715.311 total
includes taxes & fees
12 Jul - 13 Jul
Best Western Plus Berkshire Hills Inn & Suites
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, (1,012 reviews)
"Quiet room. Comfortable bed linens"
United States
Margo
The price is Rp2.732.960
Rp3.052.644 total
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn & Suites Pittsfield-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, (689 reviews)
"Five Star stay!"
United States
Adeline
The price is Rp3.629.461
Rp4.054.108 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 Rp4.477.020
Rp5.000.831 total
includes taxes & fees
15 Jul - 16 Jul
Hotel On North
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 Rp2.734.758
Rp3.054.802 total
includes taxes & fees
16 Jul - 17 Jul
Holiday Inn Express & Suites Pittsfield-Lenox-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, (376 reviews)
"Central location!"
United States
Brenda
The price is Rp1.969.709
Rp2.200.033 total
includes taxes & fees
27 Jul - 28 Jul
The Central Downtown Inn & Suites
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, (1,011 reviews)
"Enjoyed the breakfast and pool"
United States
Sabrina
The price is Rp2.278.591
Rp2.529.166 total
includes taxes & fees
12 Jul - 13 Jul
Comfort Inn & Suites East Greenbush - Albany
Room, 1 King Bed, Accessible, Non Smoking (Transfer Shower) | Hypo-allergenic bedding, desk, laptop workspace, blackout curtains

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,003 reviews)
"Spacious and clean room, great location, friendly staff"
United States
Theresa
The price is Rp3.064.181
Rp3.422.690 total
includes taxes & fees
26 Jul - 27 Jul
Hotel Downstreet, an Ascend Collection Hotel
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,006 reviews)
"Great value and excellent location"
United States
Truett
The price is Rp1.691.019
Rp1.888.799 total
includes taxes & fees
21 Jul - 22 Jul
Willows Motel Williamstown
Standard Room, 1 King Bed, Non Smoking | Minibar, iron/ironing board, free WiFi, bed sheets

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (253 reviews)
"Liked that fact that they let your bring your pet."
United States
Andrew
The price is Rp1.440.198
Rp1.608.701 total
includes taxes & fees
21 Jul - 22 Jul
Rodeway Inn
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.
View all properties

Top Pittsfield Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Had a lovely 2 night stay at the Red Lion Inn. The front desk staff were very welcoming. The location was convenient to many nice shops and restaurants, as well as sites like the Norman Rockwell museum and the Divine Mercies chapel and grounds. This hotel is a wonderful blend of historic and modern..and the breakfast is great!"
barbara 2-night trip
Posted 1 day 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.