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

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Check availability on Stockbridge Pet-friendly Hotels

Tonight
Sep 9 - Sep 10
Tomorrow
Sep 10 - Sep 11
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Stockbridge pet-friendly hotels

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A backyard with a swimming pool, lounge chairs, and a hot tub.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.
A covered porch with wicker furniture and hanging flower baskets.

1. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
James
CA $214
CA $308 total
includes taxes & fees
Sep 30 - Oct 1
The Red Lion Inn
A living room with a fireplace, leather sofas, and a dog.
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

2. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
United States
Jodi
CA $520
CA $609 total
includes taxes & fees
Sep 14 - Sep 15
The Inn at Stockbridge
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A dining area with large windows, wooden furniture, and a view of a lake.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A lakeside dock with kayaks and a covered boat ramp.

3. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Susan
CA $176
CA $197 total
includes taxes & fees
Sep 29 - Sep 30
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A red building with a sign reading "Shaker Mill Inn."
A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.
A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.
A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

4. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mervin
CA $203
CA $223 total
includes taxes & fees
Sep 10 - Sep 11
Shaker Mill Inn
A large house with a balcony and a grassy yard.
A two-story building with a gabled roof and a chimney.
A room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.
A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

5. The Little Lion

The Little Lion
Great Barrington
United States
Anne
CA $155
CA $173 total
includes taxes & fees
Sep 10 - Sep 11
The Little Lion
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.
A living room with a patterned carpet, two sofas, a dining table, and chairs.
A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.
A hotel room with a sofa, a wooden table, a lamp, a telephone, and a painting on the wall.

6. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
United States
Kevin
CA $103
CA $115 total
includes taxes & fees
Sep 10 - Sep 11
Travelodge by Wyndham Great Barrington Berkshires
A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.
A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.
A kitchenette with a refrigerator, coffee maker, toaster, and bread display.
A hotel room with a bed, a desk, and two wall-mounted lamps.

7. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
Lee
United States
Anna
CA $90
CA $101 total
includes taxes & fees
Sep 29 - Sep 30
Econo Lodge Lee - Great Barrington
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

8. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Prasanna
CA $129
CA $144 total
includes taxes & fees
Sep 17 - Sep 18
Best Western Plus Berkshire Hills Inn & Suites
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

9. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
United States
Nancy
CA $179
CA $200 total
includes taxes & fees
Sep 30 - Oct 1
Hampton Inn & Suites Berkshires-Lenox
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A cozy library with bookshelves, a fireplace, and comfortable seating.

10. Berkshires Untold

Berkshires Untold
Lenox
United States
David
CA $181
CA $203 total
includes taxes & fees
Sep 10 - Sep 11
Berkshires Untold
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

FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"Good clean cheap hotel"
Michael 1-night trip
Posted 12 hours ago
FairBridge Inn Express
Hotel On North

Hotel On North

10/10 Excellent
"Best place in town"
Mary Ellen 2-night trip
Posted 1 day ago
Hotel On North
The Inn at Stockbridge

The Inn at Stockbridge

10/10 Excellent
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
Jodi 1-night trip
Posted 9 days 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 $101 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.
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.
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™, our free travel rewards program, to unlock instant discounts with Member Prices across a range of hotels. Typically, booking in advance will help you save on your pet-friendly hotel booking.

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