Pet Friendly Hotels & Resorts in Pittsfield from NZ$140

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Check availability on Pittsfield Pet Friendly Hotels

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Best Pittsfield Pet Friendly Hotels

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1008)
"Great place to stay "
The price is NZ$217
includes taxes & fees
7 July - 8 July
Best Western Plus Berkshire Hills Inn & Suites

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (742)
"Great boutique hotel"
The price is NZ$348
includes taxes & fees
28 July - 29 July
Hotel On North

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (808)
"Staff was welcoming and informative "
The price is NZ$225
includes taxes & fees
24 July - 25 July
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (290)
"Very nice place to stay. Recently upgraded. Great location and convenient parking."
The price is NZ$218
includes taxes & fees
28 July - 29 July
The Central Downtown Inn & Suites

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (635)
"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 NZ$414
includes taxes & fees
14 July - 15 July
Hilton Garden Inn Lenox Pittsfield

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

10.0 out of 10, Exceptional, (5)
"My wife, two kids, and chocolate lab spent a few days at the cottage to enjoy the snow and hot tub. Everything was set up exactly as described and Nicole was very friendly and proactive. We had a great time and would do it again "
The price is NZ$642
includes taxes & fees
14 July - 15 July
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

The price is NZ$654
includes taxes & fees
29 July - 30 July
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.8 out of 10, Excellent, (1005)
"Very cute hotel. The room was huge and the staff were friendly. "
The price is NZ$279
includes taxes & fees
13 July - 14 July
Hotel Downstreet, Ascend Hotel Collection

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (392)
"Perfect for our needs"
The price is NZ$431
includes taxes & fees
13 July - 14 July
The Porches Inn at Mass MoCA

Pilgrim Inn

2.5 star property
5.8 out of 10, (308)
"Great location but no staff at check-in or checkout!"
The price is NZ$140
includes taxes & fees
31 July - 1 Aug
Pilgrim 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.

Frequently asked questions

What's the best dog-friendly accommodation option in Pittsfield?
Best Western Plus Berkshire Hills Inn & Suites is a top dog-friendly hotel, and offers a fitness centre along with free WiFi for its human guests. Two other good options for you and your pet's trip include Holiday Inn & Suites Pittsfield-Berkshires by IHG and Hilton Garden Inn Lenox Pittsfield.
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.