Find Pet-friendly Hotels in Cheshire, MA
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Our top choices for Cheshire pet-friendly hotels
9.8 out of 10, Exceptional, (13)
"New hotel very nice"
joel
The price is NT$4,261
NT$4,759 total
includes taxes & fees
Jan 4 - 2026/1/5
9.6 out of 10, Exceptional, (437)
"Nice place, easy check in"
Robert
The price is NT$3,693
NT$4,051 total
includes taxes & fees
Dec 21 - Dec 22
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 NT$2,948
NT$3,293 total
includes taxes & fees
Dec 22 - Dec 23
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1003)
"Room was clean and the staff was super friendly and helpful!"
Ethan
The price is NT$3,166
NT$3,536 total
includes taxes & fees
Jan 11 - 2026/1/12
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
Lynn
The price is NT$2,818
NT$3,148 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (993)
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
Dwight
The price is NT$2,926
NT$3,268 total
includes taxes & fees
Dec 22 - Dec 23
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
Edward
The price is NT$3,308
NT$3,695 total
includes taxes & fees
Jan 4 - 2026/1/5
9.6 out of 10, Exceptional, (590)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
William
The price is NT$3,125
NT$3,490 total
includes taxes & fees
Dec 21 - Dec 22
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 Cheshire Hotel Reviews
The Red Lion Inn
10/10 Excellent
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