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Top Stockbridge Pet-Friendly Hotels

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is ₹13,809
₹19,446 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Red Lion Inn

Element Lenox Berkshires

3.0 star property
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
The price is ₹11,789
₹13,168 total
includes taxes & fees
14 Dec - 15 Dec
Element Lenox Berkshires

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
The price is ₹9,711
₹10,653 total
includes taxes & fees
9 Dec - 10 Dec
Shaker Mill Inn

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1000)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is ₹8,413
₹9,397 total
includes taxes & fees
10 Dec - 11 Dec
Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very good, (983)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is ₹8,261
₹9,228 total
includes taxes & fees
12 Dec - 13 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1003)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is ₹9,107
₹10,173 total
includes taxes & fees
17 Dec - 18 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Prospect Berkshires

3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is ₹23,398
₹29,151 total
includes taxes & fees
21 Dec - 22 Dec
Prospect Berkshires

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
United States
Edward
The price is ₹9,287
₹10,374 total
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn & Suites Berkshires-Lenox

The Central Downtown Inn & Suites

4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is ₹8,036
₹8,977 total
includes taxes & fees
9 Dec - 10 Dec
The Central Downtown Inn & Suites

The Little Lion

3.0 star property
Great Barrington
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is ₹9,899
₹11,057 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Little Lion
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.

Find out more about Stockbridge

Discover top Stockbridge attractions with your pet

Stockbridge, Massachusetts, offers a delightful blend of activities for travellers accompanied by their pets. The iconic Norman Rockwell Museum is a must-visit, with its picturesque gardens where your furry friends can enjoy a stroll while you appreciate American art. Just a short walk away, the tranquil grounds of the Berkshire Botanical Garden provide a beautiful setting for a leisurely afternoon; pets are welcome on leashes, making it a perfect spot for a family picnic. For those who love the outdoors, the nearby Beartown State Forest features numerous pet-friendly trails where you can hike among the towering trees and perhaps spot some local wildlife. If you're in the mood for a scenic drive, the winding roads of the Berkshires are stunning year-round, with plenty of pull-off spots to enjoy the view with your pet. After a day of exploration, staying at a pet-friendly hotel in the heart of Stockbridge allows for easy access to these attractions. Many hotels offer spacious grounds where your pets can roam freely, and knowledgeable staff can recommend nearby pet-friendly restaurants and parks, ensuring a comfortable and enjoyable stay for the whole family.

Find the best pet-friendly hotels in Stockbridge

For those planning a visit to Stockbridge with their furry friends, these top hotels offer delightful pet-friendly amenities ensuring both you and your pets enjoy a comfortable and memorable stay.

The Red Lion Inn

  • Why it's great for a pet-friendly vacation: The Red Lion Inn is a fantastic choice for travelers wishing to bring their pets along to Stockbridge, an impressive guest review rating of 8.8. This historic hotel not only welcomes pets but also provides a range of amenities to ensure a comfortable experience, making it perfect for pet owners. The hotel’s welcoming atmosphere extends to pets, offering an environment where they can feel right at home.
  • Other amenities: Beyond pet-friendly facilities, guests can enjoy the outdoor pool complete with sun loungers for relaxation. The Red Lion Inn features a spa offering massage services, and there's a delightful on-site restaurant for couples dining. For those looking for adventure, the hotel is located near numerous skiing options, hiking trails, and even golf lessons. Guests will also appreciate the 24-hour room service, daily housekeeping, and the charming historic architecture, making their stay both convenient and enjoyable.
  • Nearby attractions: Housatonic River - 0.2 km, Berkshire Theatre Festival - 0.8 km, Naumkeag Museum - 1 km

Top Stockbridge Hotel Reviews

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Frequently asked questions

What's the best dog-friendly hotel in Stockbridge?
The Red Lion Inn is a top hotel for people travelling 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 travelling 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stockbridge 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 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.