Landoll's Mohican Castle, Christmas lights.

Pet friendly Hotels in Stockbridge, Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Stockbridge Pet friendly Hotels

Our top choices for Stockbridge pet-friendly hotels

Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,006 reviews)
"a delightful inn centrally located in charming Stockbridge"
United States
molly
The price is P9,434
P13,282 total
includes taxes & fees
Jun 22 - Jun 23
The Red Lion Inn
In-room safe, individually decorated, individually furnished, desk

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)
"Breakfast was reasonable. We had issue with our room and the staff helpfully moved us to another room. Would stay again"
United States
Anandaraja
The price is P7,075
P7,903 total
includes taxes & fees
Jun 14 - Jun 15
Best Western Plus Berkshire Hills Inn & Suites
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (461 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is P10,341
P11,344 total
includes taxes & fees
Jun 17 - Jun 18
Shaker Mill Inn
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (982 reviews)
"Very nice hotel. Highly recommend the restaurant."
United States
Thomas
The price is P8,358
P9,335 total
includes taxes & fees
Jun 15 - Jun 16
Berkshires Untold
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (563 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is P5,405
P6,037 total
includes taxes & fees
Jun 14 - Jun 15
The Little Lion
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.8 out of 10, Excellent, (5 reviews)
"Wonderful pet-friendly property in a fantastic location. Everything in the village is just a short walk away, making it easy to enjoy local shops, restaurants, and attractions."
United States
Leonardo
The price is P9,499
P10,610 total
includes taxes & fees
Jul 7 - Jul 8
Hideaway Inn Lenox
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,005 reviews)
"Great breakfast and coffe is available 24 hours. Nice location to near by restaurants and great view by water."
United States
andrew
The price is P8,128
P9,079 total
includes taxes & fees
Jun 14 - Jun 15
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (101 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 P7,877
P8,641 total
includes taxes & fees
Jun 15 - Jun 16
The Springs Motel
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, (102 reviews)
"This is a great hotel-super clean, nice breakfast, staff very pleasant and helpful. Close to Pittsfield but quieter. Pool and hot tub were great. Highly recommend staying here if you’re in the area."
United States
Kathleen
The price is P8,310
P9,282 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Room

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (10 reviews)
"Healthy food too!"
United States
GEORGINA
The price is P7,075
P7,903 total
includes taxes & fees
Jun 15 - Jun 16
Huttopia Berkshires
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.
View all properties

Top Stockbridge Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"They were doing some renovations which made parking an issue but otherwise great place."
Eric 1-night trip
Posted 12 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Red Lion Inn

The Red Lion Inn

8/10 Good
"It is a charming, historic hotel. Dinner in the tavern was delicious and service was very good. The only thing we didn't like was the mattress, which needs to be replaced as it has divits. Other than that, it's a cool place that is fun to explore. Wish we were here longer to try out the pool. We did enjoy getting a cocktail from the bar and sitting in rockers on the front porch, watching the traffic go by."
Nancy 1-night trip
Posted 3 days ago
The Red Lion Inn

Frequently asked questions

What's the best pet-friendly place to stay in Stockbridge?
The Red Lion Inn is a top hotel for people traveling with their pets, and offers 3 restaurants and an outdoor pool for its human guests.
What's the best time of year to travel to Stockbridge with my pet?
When you're traveling with pets, keeping track of the weather can help you make the trip more 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 Stockbridge 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 Stockbridge?
Known for its gardens and museums, Stockbridge has lots to offer visitors including its hiking trails, architecture, and monuments. See the local sights and visit Naumkeag Museum and National Shrine of the Divine Mercy. While you're there, make sure you don't miss Norman Rockwell Museum and Berkshire Botanical Garden.

Explore a world of travel with Expedia