Find pet-friendly hotels in West Stockbridge, MA from $84

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Top West Stockbridge Pet-friendly Hotels

Garden
Shaker Mill Inn

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
$105 nightly
The price is $116
Dec 3 - Dec 4
Total with taxes and fees
Shaker Mill Inn
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

3.0 star property
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
$131 nightly
The price is $146
Dec 11 - Dec 12
Total with taxes and fees
Element Lenox Berkshires
Lobby sitting area
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, (1004)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
$98 nightly
The price is $109
Dec 7 - Dec 8
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Exterior
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, (1006)
"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
$98 nightly
The price is $109
Dec 23 - Dec 24
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

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
$85 nightly
The price is $95
Dec 3 - Dec 4
Total with taxes and fees
The Central Downtown Inn & Suites
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (975)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$99 nightly
The price is $111
Dec 26 - Dec 27
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (561)
"The staff were very friendly and accommodating "
United States
Tom
$75 nightly
The price is $84
Dec 4 - Dec 5
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Courtyard
The Springs Motel

The Springs Motel

2.0 star property
New Ashford
9.2 out of 10, Wonderful, (87)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
$104 nightly
The price is $115
Dec 8 - Dec 9
Total with taxes and fees
The Springs Motel
Interior
Berkshires Untold

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (806)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
$114 nightly
The price is $127
Dec 3 - Dec 4
Total with taxes and fees
Berkshires Untold
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
The Little Lion

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
$110 nightly
The price is $123
Jan 1 - Jan 2, 2026
Total with taxes and fees
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 West Stockbridge

Discover top West Stockbridge attractions with your pet

West Stockbridge, Massachusetts, is a charming destination that welcomes furry companions with open arms. Begin your adventure at the beautiful Olivia's Overlook, where you can enjoy scenic views while letting your dog roam freely along the walking trails. For a dose of culture, visit the Berkshire Botanical Garden, where leashed pets are allowed amidst stunning floral displays. If you're keen on exploration, take a leisurely hike at the nearby Lenox Mountain, where both you and your pet can bask in the breathtaking landscapes and fresh air. After a day of activities, you can unwind at the West Stockbridge Town Park, which offers ample green space for a game of fetch or a relaxing picnic under the trees. When it comes to accommodations, consider hotels that cater to pet owners in the heart of town; they often provide pet-friendly amenities and easy access to these attractions, ensuring a comfortable and enjoyable stay for both you and your beloved pet.

Find the best pet-friendly hotels in West Stockbridge

For travelers heading to West Stockbridge with their furry friends, these top hotels offer welcoming environments and thoughtful amenities designed for both pets and their owners.

Shaker Mill Inn

  • Why it's great for a pet-friendly vacation: Shaker Mill Inn is an ideal choice for pet owners seeking comfort and convenience with their pets, an impressive guest review rating of 9.6. Guests can enjoy the peace of mind that comes with pet-friendly policies, as well as a private yard for pets to enjoy some outdoor time. The inn features a kitchenette in each room, allowing for easy meal preparation, while a hot tub offers a relaxing retreat after a day of exploration.
  • Other amenities: In addition to pet-friendly amenities, Shaker Mill Inn offers a range of features to enhance guests' experiences. Enjoy a complimentary breakfast each morning, and take advantage of the convenient self-parking and early check-in options. The inn is equipped with modern comforts, including a fireplace, espresso maker, and a private balcony or patio. Nearby activities include mountain biking, hiking, and skiing, providing plenty of outdoor adventures to share with your pet.
  • Nearby attractions: Berkshire Botanical Garden - 3.18 miles, Fairfield Brook WMA - 3.52 miles, Tanglewood Music Center - 4.04 miles

Top West Stockbridge Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Everything was great. "
Mosaddeq 2-night trip
Posted 8 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Frequently asked questions

What's the best time of year to travel to West Stockbridge with my pet?
When you travel with your pet, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in West Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to see and do with your pet in West Stockbridge?
Known for its gardens, West Stockbridge has lots to offer visitors. See the local sights and visit Stockbridge Bowl and Charles H. Baldwin & Sons. While you're there, make sure you don't miss Hotchkiss Mobile Studio and Ebenezer II Gifts and Antiques.

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