Pet Friendly Hotels & Resorts in Pittsfield from NZ$196

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Check availability on Pittsfield Pet Friendly Hotels

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, (1,003 reviews)
"Room was clean. Breakfast was fresh and the area was pristine. All staff was pleasant. "
United States
Melinda
The price is NZ$210
includes taxes & fees
21 May - 22 May
Best Western Plus Berkshire Hills Inn & Suites
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, (677 reviews)
"Clean room, staff was friendly and efficient. Great breakfast"
United States
Donna
The price is NZ$254
includes taxes & fees
25 May - 26 May
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, (366 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 NZ$218
includes taxes & fees
2 June - 3 June
The Central Downtown Inn & Suites
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 NZ$832
includes taxes & fees
20 May - 21 May
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Exterior

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)
"The room was comfortable, and clean. The staff was very courteous and helpful. Breakfast was adequate. Check in and check out went smoothly."
United States
Sharon
The price is NZ$226
includes taxes & fees
25 May - 26 May
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, (856 reviews)
"It was an absolute pleasure to stay! We enjoyed ourselves and felt very comfortable"
United States
philip
The price is NZ$304
includes taxes & fees
16 June - 17 June
Hotel On North
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (455 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is NZ$198
includes taxes & fees
19 May - 20 May
Shaker Mill Inn
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (97 reviews)
"We enjoyed our stay. Staff was nice and the motel is set between several different towns to explore. We plan to stay again soon!"
United States
Shakeila
The price is NZ$196
includes taxes & fees
19 May - 20 May
The Springs Motel
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (579 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is NZ$143
includes taxes & fees
19 May - 20 May
Travelodge by Wyndham Great Barrington Berkshires
1 bedroom, free WiFi, bed sheets

Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway

Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway
Sand Lake
The price is NZ$276
includes taxes & fees
19 May - 20 May
Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway
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

Hotel On North

Hotel On North

10/10 Excellent
"Very nice clean hotel. Close to Colonial theater. Would definitely stay there again."
KEITH AND SHIRLEY 1-night trip
Posted 5 hours ago
Hotel On North

Frequently asked questions

What's the best dog-friendly accommodation option in Pittsfield?
Hotel On North is a top hotel for people travelling with their pets, and offers a bar/lounge and concierge services for its human guests. Two other good options for you and your pet's trip include Holiday Inn & Suites Pittsfield-Berkshires by IHG 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 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 Barrington Stage Company. While you're there, make sure you don't miss Bousquet Ski Area and Hancock Shaker Village.