A nighttime view of a residential area with houses adorned with holiday lights.

Find Pet-friendly Hotels in Stockbridge, MA from CA $132

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Check availability on Stockbridge Pet-friendly Hotels

Our top choices for Stockbridge pet-friendly hotels

Property grounds

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
"Fantastic pool to top off the great location and fun historic hotel!"
United States
Antoinette G.
The price is CA $252
CA $344 total
includes taxes & fees
Jul 29 - Jul 30
The Red Lion Inn
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The price is CA $537
CA $630 total
includes taxes & fees
Jul 19 - Jul 20
The Inn at Stockbridge
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (464 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is CA $235
CA $258 total
includes taxes & fees
Jul 20 - Jul 21
Shaker Mill Inn
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, (1,003 reviews)
"enjoyable stay"
United States
James
The price is CA $280
CA $312 total
includes taxes & fees
Jul 21 - Jul 22
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (584 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is CA $177
CA $197 total
includes taxes & fees
Jul 22 - Jul 23
The Little Lion
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

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, (1,000 reviews)
"Hotel was clean and staff helpful and courteous. Hotel is a little tired (showing it's age) but I would certainly not hesitate to book a future stay."
United States
Andrew
The price is CA $166
CA $185 total
includes taxes & fees
Jul 22 - Jul 23
Best Western Plus Berkshire Hills Inn & Suites
In-room safe, desk, cribs (free), rollaway beds (free)

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (593 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is CA $139
CA $155 total
includes taxes & fees
Jul 19 - Jul 20
Travelodge by Wyndham Great Barrington Berkshires
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, (137 reviews)
"Breakfast was good, good location, friendly staff."
United States
Courtney
The price is CA $238
CA $266 total
includes taxes & fees
Jul 22 - Jul 23
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (676 reviews)
"Good location to towns in area"
United States
William
The price is CA $118
CA $132 total
includes taxes & fees
Aug 9 - Aug 10
Econo Lodge Lee - Great Barrington
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Nice place to stay."
United States
Debra
The price is CA $231
CA $258 total
includes taxes & fees
Jul 29 - Jul 30
Berkshires Untold
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

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

Hotel On North

Hotel On North

10/10 Excellent
"Cool unique hotel. Old wood floors are amazing."
Jeffrey 1-night trip
Posted 3 days ago
Hotel On North
The Inn at Stockbridge

The Inn at Stockbridge

10/10 Excellent
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
Stephen 2-night trip
Posted 9 months ago
The Inn at Stockbridge

Frequently asked questions

What are the most popular pet-friendly hotels in Stockbridge?
The Red Lion Inn is a popular pet-friendly hotel in Stockbridge.

This 3.5-star establishment, with an 8.8 rating, is particularly much-loved for its comfortable and quiet rooms, as noted by guests. Its location within the Historical District is also a significant draw, offering easy access to local attractions. The staff consistently receive praise for being friendly and providing excellent service.
How much does a pet-friendly hotel in Stockbridge cost?
You can find pet-friendly hotels in Stockbridge from CA $132 with Expedia. Staying at a pet-friendly hotel offers a convenient and welcoming experience for travellers who don't want to leave their furry companions behind. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.
Which area of Stockbridge is best to stay in for pet-friendly hotels?
The best area to stay in Stockbridge for pet-friendly hotels is directly in the heart of the village. This central area offers the most convenient options for travellers with pets.

The village centre is quite compact and easily walkable, with Main Street being the primary thoroughfare. Here, you'll find a selection of hotels that welcome pets, often featuring amenities such as designated walking areas nearby. The area is characterised by its historic buildings, independent shops, and the iconic Red Lion Inn.

Couples travelling with a pet will find this area particularly suitable. Staying centrally means you're just a short stroll from local art galleries, charming eateries with outdoor seating options, and the Norman Rockwell Museum. It allows for a relaxing stay where both you and your pet can enjoy the village's offerings without needing to drive everywhere.

For those looking for a quiet retreat with their furry companion, some pet-friendly hotels are located just a little further out from the immediate village centre, often surrounded by more green space.
How do I ensure I have booked a pet-friendly room in Stockbridge?
To ensure you've booked a pet-friendly room on Expedia, use the filters in your search and select "Pet friendly" under the "Amenities" section. This will narrow your options to properties that allow pets. Once you find a hotel you're interested in, click on it and review the "Policies" section for specific details about their pet policy. This often includes information about pet types, size restrictions, fees, and whether pets are allowed in all rooms or only certain ones.When selecting your room type, read the room description to check that its pet-friendly, as not all rooms in a pet-friendly hotel may accommodate pets. For added peace of mind, contact the hotel directly to confirm the room you've selected allows pets.
What pet-friendly activities should we do in Stockbridge?
The best pet-friendly activities in Stockbridge centre around its scenic outdoor spaces and a few welcoming establishments.

For those travelling with their canine companions, a walk through the town centre is a lovely way to spend an afternoon. Many of the local shops along Main Street and Elm Street welcome well-behaved dogs on leads inside, often with water bowls outside. You'll find charming boutiques and art galleries to browse, and the general ambience is very relaxed.

Couples travelling with a dog will particularly enjoy exploring the Berkshire Botanical Garden. While dogs aren't allowed inside the buildings, they are welcome on leads throughout the 24 acres of outdoor gardens. It's a beautiful spot for a leisurely stroll, offering a chance to appreciate diverse plant collections and seasonal displays together.

Another excellent option for dog owners is a visit to the Norman Rockwell Museum. While dogs aren't permitted inside the museum itself, the extensive grounds are very dog-friendly. You can walk the trails, enjoy the outdoor sculptures, and even have a picnic with your pet, all while taking in the views of the Housatonic River.
What amenities should I look for in a pet-friendly hotel in Stockbridge?
When selecting a hotel in Stockbridge for you and your pet, look for amenities like food and water bowls, pet-friendly outdoor spaces and pet beds. You may find hotels that go the extra mile with pet-friendly dining options, treats and toys. It's also worth looking to see if there are any pet-friendly parks or walking trails nearby.
How can I save on a pet-friendly hotel in Stockbridge with Expedia?
There are plenty of ways to save on a pet-friendly hotel in Stockbridge. Join One Key™—Expedia's free travel rewards program—to unlock discounted Member Prices. Typically, booking in advance will help you save on your pet-friendly hotel booking.
Do any Stockbridge hotels have restrictions on pet sizes or breeds?
First ensure you have picked a pet-friendly hotel by using the "Pet friendly" filter under the "Amenities" section in your search. If a hotel in Stockbridge has restrictions on pet sizes or breeds, you will find this information clearly in their property listing on Expedia. When you're on the property listing page, simply click on "Policies" to see what pet-specific policies the hotel implements.
Is it cheaper to book flights and a pet-friendly hotel in Stockbridge as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my pet-friendly hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right pet-friendly hotel in Stockbridge for you.

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