Pet friendly Hotels in Housatonic, Massachusetts
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Our top choices for Housatonic pet-friendly hotels
10.0 out of 10, Exceptional, (91)
"Absolutely magical at Christmas time! It was only for a quick overnight but felt like time stood still while we were there. The service was impeccable and Terry and Terri were a delight! I look forward to returning. "
Jennifer
The price is P11,706
P13,075 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1002)
"Very friendly and good Breakfast."
Jesse
The price is P4,454
P4,975 total
includes taxes & fees
Jan 2 - Jan 3, 2026
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
Morgan
The price is P7,941
P8,870 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (1000)
"Room was very comfortable and it was clean. Staff were nice and helpful. Christmas decorations were lovely!"
Clare
The price is P5,190
P5,798 total
includes taxes & fees
Jan 3 - Jan 4, 2026
9.6 out of 10, Exceptional, (439)
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
Carin
The price is P6,650
P7,295 total
includes taxes & fees
Jan 6 - Jan 7, 2026
9.6 out of 10, Exceptional, (18)
"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 P14,830
P18,537 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, (1000)
"Room was clean and the staff was super friendly and helpful!"
Ethan
The price is P6,108
P6,823 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
7.6 out of 10, Good, (565)
"Excellent location!!"
Abdul Samad
The price is P4,412
P4,928 total
includes taxes & fees
Jan 12 - Jan 13, 2026
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 Housatonic Hotel Reviews
The Red Lion Inn
10/10 Excellent