Find Pet-friendly Hotels in Stockbridge, MA from CA $115

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Our top choices for Stockbridge pet-friendly hotels

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,000 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
The price is CA $217
CA $304 total
includes taxes & fees
Mar 9 - Mar 10
The Red Lion Inn

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (20 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is CA $190
CA $212 total
includes taxes & fees
Mar 5 - Mar 6
Element Lenox Berkshires

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 reviews)
"Had everything we needed. Very thoughtful touches. "
United States
Mark
The price is CA $134
CA $148 total
includes taxes & fees
Mar 2 - Mar 3
Shaker Mill Inn

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)
"Very friendly and good Breakfast."
United States
Jesse
The price is CA $131
CA $147 total
includes taxes & fees
Mar 1 - Mar 2
Best Western Plus Berkshire Hills Inn & Suites

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean room, nice staff , decent breakfast. Overall a good stay . "
United States
Anindita
The price is CA $134
CA $149 total
includes taxes & fees
Mar 19 - Mar 20
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (864 reviews)
"This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! "
United States
Melissa
Berkshires Untold

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (92 reviews)
"I’ve stayed here a few times. Super quaint and a reasonable distance to lots of great places. Very affordable."
United States
Jennifer
The price is CA $166
CA $183 total
includes taxes & fees
Mar 29 - Mar 30
The Springs Motel

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (572 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is CA $103
CA $115 total
includes taxes & fees
Mar 1 - Mar 2
Travelodge by Wyndham Great Barrington Berkshires

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (202 reviews)
"Nice room and reasonable prices! Will recommend."
United States
Jianyang
The price is CA $164
CA $184 total
includes taxes & fees
Mar 3 - Mar 4
the Alander

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (554 reviews)
"Great friendly staff"
United States
Pablo
The price is CA $150
CA $168 total
includes taxes & fees
Mar 1 - Mar 2
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.

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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

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 $115 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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