Photo by Ed Gaffny

Pet Friendly Hotels & Resorts in Cheshire from AU$151

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on Cheshire Pet Friendly Hotels

Tonight
30 Oct - 31 Oct
Tomorrow
31 Oct - 1 Nov
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Best Cheshire Pet Friendly Hotels

Garden
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (432)
"Very casual and easy check in and out; lovely and substantial breakfast"
United States
Jamie
The price is AU$180
includes taxes & fees
4 Nov - 5 Nov
Shaker Mill Inn
Exterior
Element Lenox Berkshires
Element Lenox Berkshires
3.0 star property
9.6 out of 10, Exceptional, (9)
"New hotel very nice"
United States
joel
The price is AU$230
includes taxes & fees
6 Nov - 7 Nov
Element Lenox Berkshires
BBQ/picnic Area
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Great Indian restaurant in the hotel!"
United States
Chris
The price is AU$181
includes taxes & fees
6 Nov - 7 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Courtyard
The Springs Motel
The Springs Motel
2.0 star property
9.2 out of 10, Wonderful, (83)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is AU$171
includes taxes & fees
31 Oct - 1 Nov
The Springs Motel
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.6 out of 10, Excellent, (1022)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
The price is AU$159
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Berkshire Hills Inn & Suites
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (934)
"Friendly staff and clean rooms. Loved the onsite restaurant & bar."
United States
Carmen
The price is AU$175
includes taxes & fees
11 Nov - 12 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (787)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is AU$158
includes taxes & fees
2 Nov - 3 Nov
Berkshires Untold
Exterior
Willows Motel Williamstown
Willows Motel Williamstown
2.0 star property
9.0 out of 10, Wonderful, (975)
"Br and rooms were cleaneakfast was excellent"
United States
Joseph
The price is AU$151
includes taxes & fees
2 Nov - 3 Nov
Willows Motel Williamstown
Front of property – evening/night
Hotel On North
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (786)
"Clean room, great location. Restaurant phenomenal "
United States
Mary
The price is AU$227
includes taxes & fees
3 Nov - 4 Nov
Hotel On North
Exterior detail
Maple Terrace Motel
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (581)
"Excellent place. Bountiful view. "
United States
Tania
The price is AU$168
includes taxes & fees
9 Nov - 10 Nov
Maple Terrace Motel
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.
View all properties

Top Cheshire Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"This is a historical hotel and indeed the history is fabulous, everything appears like it did in 1773. Trouble is the rooms are also like this and the beds felt like they were 200 years old - so very uncomfortable. All part of the experience. Our room faced the street and I was surprised how much traffic noise kept me up until late at night, next time I will request a room facing inward. Not enough staff at the bar and dining during peak weekends, took forever just to get a cup of hot chocolate for the kids. But, very quaint, beautiful, that Main Street is just classic. "
Jane 2-night trip
Posted 10 days ago
The Red Lion Inn
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"Heating fine. Room warm"
TIM 1-night trip
Posted 3 weeks ago
FairBridge Inn Express

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 temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Cheshire are January, March, February and November, with each month seeing an average of 17 cm 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.

Explore a world of travel with Expedia