Search Pet-Friendly Hotels in Pittsfield

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Top Pittsfield Pet-Friendly Hotels

Huttopia Berkshires

1.0 star property
The price is 2.568.874 ₫
2.869.433 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Huttopia Berkshires

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"Very nice stay"
The price is 3.119.085 ₫
3.484.017 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Berkshire Hills Inn & Suites

Chatham Travel Lodge

2.5 star property
7.6 out of 10, Good, (184)
"Nice and quiet"
The price is 3.038.706 ₫
3.281.823 ₫ total
includes taxes & fees
6 Aug - 7 Aug
Chatham Travel Lodge

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (843)
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield. "
The price is 3.014.495 ₫
3.367.190 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (749)
"Staff were excellent and welcoming."
The price is 4.951.422 ₫
5.530.738 ₫ total
includes taxes & fees
5 Aug - 6 Aug
Hotel On North

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is 4.164.197 ₫
4.651.497 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Hilton Garden Inn Lenox Pittsfield

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (299)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is 3.014.495 ₫
3.367.322 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Central Downtown Inn & Suites

The Springs Motel

2.0 star property
9.0 out of 10, Wonderful, (52)
"Love this renovated motel. They made it cute and trendy"
The price is 3.103.153 ₫
3.404.160 ₫ total
includes taxes & fees
4 Aug - 5 Aug
The Springs Motel
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.

Top Pittsfield Hotel Reviews

Frequently asked questions

How many hotels that welcome pets are there in Pittsfield?
Frolic with your furry friend at one of Expedia's 5 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.