Find pet-friendly hotels in Stockbridge, MA from $524

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Top Stockbridge Pet-friendly Hotels

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
$469 nightly
The price is $524
Sep 1 - Sep 2
Total with taxes and fees
The Inn at Stockbridge

Stockbridge Village in Summer

9.0 out of 10, Wonderful, (18)
"This is a great home within walking distance of the interesting town of Stockbridge. The place is well equipped and has a charm consistent of what you can expect for a historic farm house. We would stay here again."
Stockbridge Village in Summer

Stockbridge Village Cottage With Mountain View’s and walk to town

10.0 out of 10, Exceptional, (62)
"Perfect long weekend with family at this lovely home!"
Stockbridge Village Cottage With Mountain View’s and walk to town

Rockspring by Avantstay Huge Berkshires Estate

3.0 star property
Rockspring by Avantstay Huge Berkshires Estate

Bright & beautiful lakefront retreat. 5 minute walk to Tanglewood!

10.0 out of 10, Exceptional, (1)
"We had a most delightful time at the Stockbridge home. It’s walking distance to Tanglewood and convenient to “downtown” Lenox and Stockbridge. The home has a lush garden and enjoys a beautiful view to Lily Pond. Inside, there are high ceilings and large windows, giving plenty of light. The home is immaculate. The rooms are well-proportioned and very nicely decorated, with appealing paintings – it’s not over-stuffed like some homes. Sofas, chairs and especially the beds are very comfortable. The...
Bright & beautiful lakefront retreat. 5 minute walk to Tanglewood!

Classic Stockbridge Cottage

10.0 out of 10, Exceptional, (16)
"The house was spacious and in good shape. The location is great. Overall we had a great time. I agree with the description of the property, esp the warning that there a lot of stairs. The inside stairs to the 2nd floor are quite steep. "
Classic Stockbridge Cottage

Berkshire Retreat- Stone's throw to downtown Lenox

Berkshire Retreat- Stone's throw to downtown Lenox

Grandma's Cottage on The Bowl

Grandma's Cottage on The Bowl

Charming cottage in Norman Rockwell's Stockbridge with two decks!

Charming cottage in Norman Rockwell's Stockbridge with two decks!
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.

Top Stockbridge Hotel Reviews

Find out more about Stockbridge

Find out more about Stockbridge

Discover top Stockbridge attractions with your pet

In Stockbridge, Massachusetts, pet-friendly travelers can explore a variety of attractions that cater to both humans and their furry companions. Start your adventure at the beautiful Stockbridge Bowl, where you and your pet can take a leisurely stroll along the scenic trails or enjoy a picnic by the water's edge. The nearby Berkshire Botanical Garden is another must-visit, featuring lush landscapes and pet-friendly areas where your dog can roam while you take in the stunning seasonal blooms. For a cultural touch, visit the Norman Rockwell Museum, where you can admire iconic art pieces; while dogs aren't allowed inside, the surrounding grounds are perfect for a quick walk before heading in. Don’t miss the picturesque Main Street, where quaint shops welcome leashed pets and offer plenty of opportunities for delightful window shopping. As for accommodations, the charming inns and B&Bs in the heart of Stockbridge often go the extra mile to ensure a comfortable stay for both you and your pet, offering amenities like pet beds and treats. Experience the warmth of Stockbridge while enjoying the convenience of pet-friendly options that make your getaway memorable.

Find the best pet-friendly hotels in Stockbridge

For travelers heading to Stockbridge with their pets, The Red Lion Inn offers a perfect blend of comfort and pet-friendly amenities to ensure both you and your furry companions have a delightful stay.

The Red Lion Inn

  • Why it's great for a pet-friendly vacation: The Red Lion Inn is an excellent choice for pet-friendly travelers seeking a memorable getaway in Stockbridge, an excellent guest review rating of 8.8. This historic inn welcomes pets, allowing you to enjoy your stay alongside your furry friends. With a charming atmosphere and pet-friendly policies, guests can relax knowing their pets are permitted, making it an ideal base for exploring the scenic surroundings together.
  • Other amenities: Beyond its pet-friendly offerings, The Red Lion Inn features an outdoor pool, perfect for unwinding after a day of adventures. Guests can indulge in the onsite spa services, including massages, or enjoy a cozy evening by the fireplace in their rooms. The hotel also provides free cribs for families, along with daily housekeeping and complimentary toiletries. Outdoor enthusiasts will appreciate nearby options for skiing, snowboarding, and hiking, ensuring a variety of activities to explore the beautiful landscapes of Massachusetts.
  • Nearby attractions: Housatonic River - 0.13 miles, Berkshire Theatre Festival - 0.51 miles, Naumkeag Museum - 0.64 miles

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.

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