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Find Pet-friendly Hotels in Stockbridge, MA

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Check availability on Stockbridge Pet-friendly Hotels

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Stockbridge Pet-friendly Hotels

Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1005)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
The price is SAR 446
SAR 665 total
includes taxes & fees
4 Jan - 5 January 2026
The Red Lion 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
The price is SAR 492
SAR 549 total
includes taxes & fees
11 Dec - 12 Dec
Element Lenox Berkshires
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
The price is SAR 389
SAR 426 total
includes taxes & fees
7 Dec - 8 Dec
Shaker Mill Inn
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
The price is SAR 351
SAR 392 total
includes taxes & fees
15 Dec - 16 Dec
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, (1001)
"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
The price is SAR 380
SAR 424 total
includes taxes & fees
17 Dec - 18 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Egyptian cotton sheets, premium bedding, down comforters, minibar
Prospect Berkshires

Prospect Berkshires

3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is SAR 976
SAR 1,216 total
includes taxes & fees
8 Dec - 9 Dec
Prospect Berkshires
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, (976)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is SAR 348
SAR 389 total
includes taxes & fees
17 Dec - 18 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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
The price is SAR 411
SAR 460 total
includes taxes & fees
7 Dec - 8 Dec
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
The price is SAR 413
SAR 461 total
includes taxes & fees
1 Jan - 2 January 2026
The Little Lion
Dinner served, American cuisine
the Alander

the Alander

2.5 star property
Copake
9.0 out of 10, Wonderful, (185)
"Very nice clean place in a beautiful area. "
United States
Wayne
The price is SAR 526
SAR 589 total
includes taxes & fees
7 Dec - 8 Dec
the Alander
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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Top 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 10 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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Frequently asked questions

What's the best pet-friendly place to stay in Stockbridge?
The Red Lion Inn is a top hotel for people traveling with their pets, and offers 3 restaurants and an outdoor pool for its human guests.
What's the best time of year to travel to Stockbridge with my pet?
When you're traveling with pets, keeping track of the weather can help you make the trip more 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 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 Stockbridge?
Known for its gardens and museums, Stockbridge has lots to offer visitors including its hiking trails, architecture, and monuments. See the local sights and visit Naumkeag Museum and National Shrine of the Divine Mercy. While you're there, make sure you don't miss Norman Rockwell Museum and Berkshire Botanical Garden.