Find Pet-friendly Hotels in Pittsfield, MA

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Check availability on Pittsfield Pet-friendly Hotels

Tonight
5 Jun - 6 Jun
Tomorrow
6 Jun - 7 Jun
This weekend
6 Jun - 8 Jun
Next weekend
13 Jun - 15 Jun

Top Pittsfield Pet-friendly Hotels

Hotel On North
Front of property - evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (730)
"Wonderful stay, room was great and staff was friendly. "
The price is AED 646
AED 722 total
includes taxes & fees
30 Jun - 1 Jul
Hotel On North
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (632)
"A bit pricey for the area and the elevator on my floor was out of order, but overall, it was a great stay."
The price is AED 687
AED 767 total
includes taxes & fees
8 Jun - 9 Jun
Hilton Garden Inn Lenox Pittsfield
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Outdoor dining

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (143)
"Plenty of space to stay with friends but have your own space. Lots of outdoors activities in the area which was perfect. Clean, comfortable and pool table and hot tub were a plus! "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Woodland 5-BR Retreat 5-Min to Jiminy Peak
5 bedrooms, desk, iron/ironing board, WiFi

Woodland 5-BR Retreat 5-Min to Jiminy Peak

10.0 out of 10, Exceptional, (6)
"The house was beautiful, very clean and well kept."
Woodland 5-BR Retreat 5-Min to Jiminy Peak
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Fridge, microwave, oven, stovetop

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Very clean and spacious! We enjoyed our stay with our small pup!"
The price is AED 988
AED 1,773 total
includes taxes & fees
8 Jun - 9 Jun
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Chic Pittsfield Home With A View!
Property grounds

Chic Pittsfield Home With A View!

8.2 out of 10, Very Good, (11)
"Great view from the property, lovely house and yard. Coiuldn't have been a better stay. "
Chic Pittsfield Home With A View!
Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location
Interior

Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location

Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location
Spacious Historic Home in the Berkshires!
TV, fireplace, books

Spacious Historic Home in the Berkshires!

10.0 out of 10, Exceptional, (11)
"We had a great long weekend at this house and skiing at Jiminy Peak. The house was spacious and well equipped for us to cook and enjoy family dinners and family time. We brought our dogs and they loved it too! "
Spacious Historic Home in the Berkshires!
Dancing Horse Lodge
Fridge, microwave, oven, stovetop

Dancing Horse Lodge

9.4 out of 10, Exceptional, (42)
"We had a great stay with our family. Clean and close to where my daughter lives."
Dancing Horse Lodge
Elegant Pittsfield Home Near Downtown & Skiing!
Property grounds

Elegant Pittsfield Home Near Downtown & Skiing!

3.0 star property
Elegant Pittsfield Home Near Downtown & Skiing!
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 pet-friendly accommodation in Pittsfield?
Best Western Plus Berkshire Hills Inn & Suites is a top dog-friendly hotel, and offers a fitness center along with free WiFi for its human guests. Other good options for you and your pet’s trip include Holiday Inn & Suites Pittsfield-Berkshires by IHG and Hotel On North.
How many hotels that welcome pets will I be able to find in Pittsfield?
Frolic with your furry friend at one of Expedia’s 5 Pittsfield hotels that allow 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 temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Pittsfield are January, March, February, and November, with each month seeing an average of 7 inches 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 theaters, 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.