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Pet friendly Hotels in Stockbridge, Massachusetts
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Our top choices for Stockbridge pet-friendly hotels
8.8 out of 10, Excellent, (1001)
"Old time charm and hot tub under the stars"
Lori
The price is P8,808
P12,463 total
includes taxes & fees
Jan 14 - Jan 15, 2026
9.8 out of 10, Exceptional, (13)
"New hotel very nice"
joel
The price is P7,927
P8,855 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1000)
"Very friendly and good Breakfast."
Jesse
The price is P4,485
P5,010 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.6 out of 10, Exceptional, (438)
"Nice place, easy check in"
Robert
The price is P6,929
P7,601 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1004)
"Room was clean and the staff was super friendly and helpful!"
Ethan
The price is P5,890
P6,579 total
includes taxes & fees
Jan 11 - Jan 12, 2026
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....
"
Laura
The price is P12,449
P15,873 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.0 out of 10, Wonderful, (189)
"The Alander has such a fun story, and was a great stay. We were just passing through for the night and it had everything we could need! It reminded me of Rosebud Motel group from Schitts Creek ;) if you know you know! Will definitely be staying again!"
Jenna
The price is P6,988
P7,826 total
includes taxes & fees
Dec 23 - Dec 24
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
Lynn
The price is P5,520
P6,166 total
includes taxes & fees
Dec 29 - Dec 30
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.
Top Stockbridge Hotel Reviews
The Red Lion Inn
10/10 Excellent