Dog Friendly Accommodations and Activities in Stockbridge

June 12, 2024
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The Inn at Stockbridge is a Sanctuary for You and Your Furry Friends

Planning to visit the Berkshires with your four-legged family members? Look no further than Stockbridge, Massachusetts, a charming town with an abundance of dog-friendly restaurants and activities. When searching for dog-friendly hotels, resorts, bed & breakfasts, Airbnbs, or lodging in the Berkshires, pet owners can rest assured that the Inn at Stockbridge offers all the amenities needed to make your pups comfortable and pampered.  The Inn at Stockbridge is a pet-friendly, family-owned, and kid-friendly bed & breakfast that welcomes you and your entire family to the lush landscape of Western Massachusetts.

Dog and Family Friendly Lodging in Stockbridge

The Inn at Stockbridge provides a cozy, inviting atmosphere for all guests, including pets. Nestled in the picturesque Berkshires, the inn is the perfect retreat for those who wish to explore the region without leaving their precious dogs behind. The Inn at Stockbridge welcomes dogs to explore acres of grass to run and play after your family enjoys a home cooked breakfast in the gorgeously renovated Georgian mansion together.

Our Dog Package

Being away from home can be anxiety inducing for dogs, which is why the Inn at Stockbridge Dog Package caters to guests who want to offer a pleasant and welcoming environment for dogs who are nervous (or excited!) to be in a strange new place. 


  • Dog Gift Box: Featuring locally made treats, toys, and flea & tick spray.
  • In-Room Water & Food Bowls: Ensuring your pet stays hydrated and fed.
  • Discounted Pet Fee: Only $20 per night (plus tax) for your pet’s stay.

Note: This package does not include the cost of the room, it is an add-on to your stay!


Meet Brutus

Brutus is one of the beloved innkeepers working at the Inn at Stockbridge. He ensures the highest quality for all dog-friendly amenities by providing daily testing and feedback. Brutus loves playing in the yard, playing with his toys, giving every guest a big warm Brutus welcome, and hanging out with new canine pals here to visit the beautiful Berkshires!

Dog Friendly Restaurants Near the Inn at Stockbridge

Once Upon a Table
36 Main Street, Stockbridge, MA 01262
(413) 298-3870
Dog Friendly Outdoor Seating

65 Church St, Lenox, MA, 01240
(413) 637-9171

Agaves Mexican Grill
389 Stockbridge Rd, Great Barrington, MA 01230
(413) 645-3281

34 Church St, Lenox, MA 01240
(413) 637-0003
Dog Friendly Patio

Café Adam
420 Stockbridge Rd, Great Barrington, MA 01230
(413) 528-7786
Dog Friendly Patio

Prairie Whale
178 Main St, Great Barrington, MA 01230
(413) 528-5050

Dog Friendly Activities

The Berkshires offer a range of dog-friendly activities that you and your pet can enjoy together:

  • The Mount, Edith Wharton’s House: Explore the beautiful grounds of this historic site with your dog. The Mount is a certified Brutus favorite!
  • Hilltop Orchards: Enjoy a walk through the orchards and maybe even some apple picking.
  • TurnPark Art Space: A unique outdoor sculpture park that welcomes dogs.
  • Kennedy Park Trails: Located in Lenox, Kennedy Park offers scenic trails perfect for hiking with pups. The trails vary in difficulty, so you can choose one that suits you and your dog’s fitness level. Kennedy Park is known for hosting many dogs, so you will be sure to make some new friends!
  • Ashuwillticook Rail Trail: This 11-mile paved trail runs along the Hoosic River, offering stunning views of the Berkshire Mountains. Dogs are welcome on leashes, making it a great spot for a leisurely walk or bike ride.
  • Bash Bish Falls State Park: Leashed dogs are currently welcome in Bash Bish Falls, and if your dog is lucky enough to make the trip they’re in for a treat! The park is perfect for dogs who crave a day of sniffing and exploration!

The Inn at Stockbridge

The Inn at Stockbridge is a family-owned and run bed & breakfast in the Berkshires, conveniently located right in the heart of our thriving theater, music, and dance performance communities. We offer a more personal, charming alternative to standard hotel rooms, and feature renovated rooms, a pool, 6 stunning acres, home cooked breakfasts daily, and children’s amenities, toys, and even a playroom. We always welcome dogs and families and look forward to meeting you this summer in the Berkshires!

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About The Inn at Stockbridge

About Us


Nestled in the Berkshires, The Inn at Stockbridge offers a unique blend of historical elegance and modern comfort. Managed by innkeepers Gary and Nicole, it's a tranquil retreat known for its spacious suites, delicious breakfasts, and beautiful grounds. Perfect for relaxation and connection.

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