The Best Pet-friendly Hotels in Stockbridge, MA from AED 304 in 2026

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Our top choices for Stockbridge pet-friendly hotels

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

1. The Red Lion Inn

Stockbridge

Lisabeth

AED 829 total

includes taxes & fees

12 Nov - 13 Nov

2. The Inn at Stockbridge

Stockbridge

Kimberly

AED 1,151 total

includes taxes & fees

8 Nov - 9 Nov

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

3. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Gustavo

AED 439 total

includes taxes & fees

3 Dec - 4 Dec

A red building with a sign reading "Shaker Mill Inn."

4. Shaker Mill Inn

West Stockbridge

Mahadeva

AED 584 total

includes taxes & fees

8 Nov - 9 Nov

A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

5. Devonfield Inn B&B

Lee

Sebastien

AED 1,514 total

includes taxes & fees

13 Nov - 14 Nov

A large house with a balcony and a grassy yard.

6. The Little Lion

Great Barrington

Linda

AED 340 total

includes taxes & fees

9 Nov - 10 Nov

A dining table with pastries, a coffee pot, and a vase of sunflowers.

7. Granville House

Housatonic

Cynthia

AED 1,042 total

includes taxes & fees

20 Nov - 21 Nov

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

8. Berkshires Untold

Lenox

Brian

AED 431 total

includes taxes & fees

17 Nov - 18 Nov

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

9. Element by Marriott Lenox Berkshires

Lenox

Francis

AED 554 total

includes taxes & fees

15 Nov - 16 Nov

A spacious hotel lobby with multiple seating areas, large windows, and a television.

10. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

AED 450 total

includes taxes & fees

14 Nov - 15 Nov

View all properties

Top Stockbridge Hotel Reviews

The Red Lion Inn

Stockbridge

10/10 Excellent

Michael

The Inn at Stockbridge

Stockbridge

10/10 Excellent

Kevin

Devonfield Inn B&B

Lee

10/10 Excellent

Anonymous traveler

Shaker Mill Inn

West Stockbridge

10/10 Excellent

This was the most comfortable B&B I have every heard of let alone stayed at. It does not have the awkwardness of eating breakfast in a community room of strangers. All the breakfast amenities are in you room, including the food that is stock daily by the inn keepers, so you get to enjoy in the comforts of your room (which is a cozy as home). The room was so spacious and well kept. Every detail is thought of by the innkeepers and if they forgot something they are accessible and gracious to...

Joe

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

10/10 Excellent

Sheila

A building entrance with a large planter with purple flowers and a small tree.

Hotel On North

Pittsfield

10/10 Excellent

The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...

Steve

The Little Lion

Great Barrington

10/10 Excellent

Hong

Berkshires Untold

Lenox

10/10 Excellent

High end feel at a budget friendly price. The room was boho fun but needs a few tweaks. I still give it 5 stars but wish that they had a variety of pillows on the bed, they were very nice but too thick for a stomach or back sleeper. There is a full mini bar with prices only available by QR reader, there is a free bottle of still water but since it was not marked i wasn’t sure what it was or if it was free. There is a fun wardrobe with robes but no place but the floor to put your suit case. Oh...

Jill

A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Excellent

t

A dining area with round tables set for two, a fireplace, and a mural on the wall.

The Old Inn On The Green

Great Barrington

10/10 Excellent

Rishi

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

10/10 Excellent

Gregory

A garden with a white gazebo, a brick pathway, and various plants and flowers.

Whistler's Inn Bed & Breakfast

Lenox

10/10 Excellent

eli

A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

Hideaway Inn Lenox

Lenox

10/10 Excellent

We had a wonderful time at this property and will definitely consider if in the area again. Very convenient to all tge shops and restaurants in Lenox. Spacious room and very comfortable bed. We loved the convenience of a 24 hour water station and instant coffee maker. The property is well maintained and beautiful. We also especially appreciated being able to enjoy the glorious fall weather on the great front porch. While we didn't take advantage, we appreciated the record players, table and...

Kevin

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

10/10 Excellent

Kunal and his family were very hospitable and helpful, making my stay very comfortable in Great Barrington in the heart of Berkshire County! Their accommodations are quite clean and truly have all you might need for your stay and the price was also the best I found with good quality! They also have a nice continental breakfast...where I met a number of families...traveling for the school vacation week...to be close to the mountains and skiing. I was traveling for business so Great Barrington...

Travelling NP

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

The Central Downtown Inn & Suites

Pittsfield

10/10 Excellent

Beautiful room, very conveniently located right next to a main strip of little shops, theaters and restaurants. We brought all of our own food and were able to store it safely, roomy refrigerator provided- and all cooking utensils, pots, pans, plates... Everything provided. There was a dvd player, and we were able to have movie nights, and a back balcony to enjoy coffee on the porch or read a book in a heavily wooded area which provided a nice shady view to block the parking lot. The front desk...

Anonymous traveler

Frequently Asked Questions

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.

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. The Inn at Stockbridge is another good option for you and your pet.

Find Pet-friendly Hotels in Stockbridge, MA

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stockbridge pet-friendly hotels

1. The Red Lion Inn

2. The Inn at Stockbridge

3. The Black Swan Lee - Lenox, an Ascend Collection Hotel

4. Shaker Mill Inn

5. Devonfield Inn B&B

6. The Little Lion

7. Granville House

8. Berkshires Untold

9. Element by Marriott Lenox Berkshires

10. Hampton Inn & Suites Berkshires-Lenox

Top Stockbridge Hotel Reviews

The Red Lion Inn

10/10 Excellent

Frequently Asked Questions

What's the best time of year to travel to Stockbridge with my pet?

What is there to see and do with your pet in Stockbridge?

What's the best pet-friendly place to stay in Stockbridge?