Pittsfield Hotel Guide - Pet Friendly Hotels in Pittsfield, Massachusetts

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Check availability on Pittsfield Pet Friendly Hotels

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

Our top choices for Pittsfield pet-friendly hotels

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

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, (1,001 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is €117
includes taxes & fees
29 Jun - 30 Jun
Best Western Plus Berkshire Hills Inn & Suites
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, (112 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is €168
includes taxes & fees
6 Jul - 7 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, (685 reviews)
"Five Star stay!"
United States
Adeline
The price is €174
includes taxes & fees
29 Jun - 30 Jun
Hilton Garden Inn Lenox Pittsfield
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (370 reviews)
"Easy access to parking, nearby everything and room was very clean. Definitely will come back here to stay again! "
United States
Aisha
The price is €114
includes taxes & fees
2 Jul - 3 Jul
The Central Downtown 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, (1,000 reviews)
"Quiet room. Comfortable bed linens"
United States
Margo
The price is €146
includes taxes & fees
29 Jun - 30 Jun
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Property entrance

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (868 reviews)
"Very nice clean hotel. Close to Colonial theater. Would definitely stay there again."
United States
KEITH AND SHIRLEY
The price is €244
includes taxes & fees
7 Jul - 8 Jul
Hotel On North
Outdoor dining

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

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
7.8 out of 10, Good, (7 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is €476
includes taxes & fees
29 Jun - 30 Jun
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (569 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is €86
includes taxes & fees
25 Jun - 26 Jun
The Little Lion
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (613 reviews)
"Very well run property with good amenities and a lovely pool and sitting area. Lots of good attention to detail to make it a desirable place to stay!"
United States
Carolyn
The price is €127
includes taxes & fees
29 Jun - 30 Jun
Maple Terrace Motel
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (462 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is €182
includes taxes & fees
1 Jul - 2 Jul
Shaker Mill 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.
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Top Pittsfield Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"As always a wonderful place to stay in the Berkshires. Outstanding hospitality and warm welcomes."
John 2-night trip
Posted 15 hours 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 Holiday Inn & Suites Pittsfield-Berkshires by IHG.
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 Berkshire Athenaeum. While you're there, make sure you don't miss Colonial Theater and Barrington Stage Company.