Find Pet-friendly Hotels in Cheshire, MA

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Check availability on Cheshire Pet-friendly Hotels

Our top choices for Cheshire pet-friendly hotels

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (872 reviews)
"Really cute spaces. Comfy beds and great location."
United States
Erin
The price is NT$2,236
NT$2,498 total
includes taxes & fees
Apr 1 - Apr 2
Berkshires Untold

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (239 reviews)
"The room was clean and nice but i was confusing about the abandoned vehicles directly behind the hotel."
United States
Anonymous traveler
The price is NT$2,305
NT$2,575 total
includes taxes & fees
Mar 22 - Mar 23
Rodeway Inn

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (598 reviews)
"Very clean room. Service excellent. "
United States
John
The price is NT$3,170
NT$3,541 total
includes taxes & fees
Mar 19 - Mar 20
Maple Terrace Motel

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (23 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is NT$4,451
NT$4,971 total
includes taxes & fees
Mar 26 - Mar 27
Element Lenox Berkshires

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 reviews)
"Had everything we needed. Very thoughtful touches. "
United States
Mark
The price is NT$3,522
NT$3,864 total
includes taxes & fees
Mar 22 - Mar 23
Shaker Mill Inn

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, (1,000 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is NT$3,586
NT$4,005 total
includes taxes & fees
Mar 29 - Mar 30
Best Western Plus Berkshire Hills Inn & Suites

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (93 reviews)
"Great quaint place. Great staff and very clean. "
United States
Janelle
The price is NT$3,867
NT$4,242 total
includes taxes & fees
Mar 17 - Mar 18
The Springs Motel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,003 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is NT$2,939
NT$3,283 total
includes taxes & fees
Apr 6 - Apr 7
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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

Frequently asked questions

What's the best time of year to travel to Cheshire with my pet?
When you travel with your pet, 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 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Cheshire 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 Cheshire?
Known for its skiing, Cheshire has lots to offer visitors including its hiking trails and natural beauty. See the local sights and visit Mount Greylock State Reservation. When you're in the area, make time for a stop at Mount Greylock State Reservation Visitor Center.

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