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

Find Pet-friendly Hotels in Stockbridge, MA from CA $178

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Check availability on Stockbridge Pet-friendly Hotels

This weekend
Jul 10 - Jul 12
Next weekend
Jul 17 - Jul 19

Our top choices for Stockbridge pet-friendly hotels

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, (1,004 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is CA $192
CA $214 total
includes taxes & fees
Jul 12 - Jul 13
Best Western Plus Berkshire Hills Inn & Suites
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (579 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is CA $159
CA $178 total
includes taxes & fees
Jul 13 - Jul 14
The Little Lion
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (463 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is CA $293
CA $322 total
includes taxes & fees
Jul 20 - Jul 21
Shaker Mill Inn
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, (126 reviews)
"Breakfast was good, good location, friendly staff."
United States
Courtney
The price is CA $216
CA $241 total
includes taxes & fees
Jul 16 - Jul 17
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,008 reviews)
"Excellent stay. Such history and attention to detail. Some areas showing some wear but this is a great place to stay."
United States
Allen
The price is CA $244
CA $336 total
includes taxes & fees
Jul 22 - Jul 23
The Red Lion Inn
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (15 reviews)
"Wonderful pet-friendly property in a fantastic location. Everything in the village is just a short walk away, making it easy to enjoy local shops, restaurants, and attractions."
United States
Leonardo
The price is CA $188
CA $210 total
includes taxes & fees
Jul 9 - Jul 10
Hideaway Inn Lenox
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,005 reviews)
"Great lobby and dining room atmosphere!"
United States
Carin
The price is CA $272
CA $304 total
includes taxes & fees
Jul 29 - Jul 30
Berkshires Untold
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (105 reviews)
"We enjoyed our stay. Staff was nice and the motel is set between several different towns to explore. We plan to stay again soon!"
United States
Shakeila
The price is CA $212
CA $233 total
includes taxes & fees
Jul 12 - Jul 13
The Springs Motel
Exterior

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (241 reviews)
"This is an adorable motel, renovated and a great little getaway for a weekend trip. Will definitely be back!"
United States
Tiffany
The price is CA $236
CA $264 total
includes taxes & fees
Jul 29 - Jul 30
the Alander
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (232 reviews)
"Very clean. Updated "
United States
jennifer
The price is CA $159
CA $178 total
includes taxes & fees
Jul 9 - Jul 10
Chatham Travel Lodge
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

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Had a lovely 2 night stay at the Red Lion Inn. The front desk staff were very welcoming. The location was convenient to many nice shops and restaurants, as well as sites like the Norman Rockwell museum and the Divine Mercies chapel and grounds. This hotel is a wonderful blend of historic and modern..and the breakfast is great!"
barbara 2-night trip
Posted 21 hours ago
The Red Lion Inn

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 $178 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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