Pet Friendly Hotels & Resorts in Chester, MA

There are 11 pet friendly hotels within 20 miles of Chester, MA. Need help to decide where to stay with your dog? You can browse the results below and filter by amenities to find the perfect spot. All pet policy information is guaranteed and there are no booking fees!

Pet Friendly The Black Swan Lee - Lenox Ascend Hotel Collection

$164

+ Pet Fee

Big Dogs Allowed

2+ Pets Allowed

The Black Swan Lee - Lenox Ascend Hotel Collection

Lee, MA

The Black Swan Lee - Lenox Ascend Hotel Collection Pet Policy

The Black Swan Lee - Lenox Ascend Hotel Collection welcomes two dogs of any size for an additional fee of $50 per stay.

Gedney Farm

Great Barrington, MA

Gedney Farm Pet Policy

Gedney Farm is pet friendly! Dogs of any size are allowed for no additional fee. Cats are also welcome.

Hotel On North

Pittsfield, MA

Hotel On North Pet Policy

Hotel On North welcomes two pets of any size for an additional fee of $45 per pet, per night. Pets are not allowed in Suites. Both dogs and cats are allowed, and well-behaved pets may be left unattended in rooms.

The Central Downtown Inn & Suites

Pittsfield, MA

The Central Downtown Inn & Suites Pet Policy

The Central Downtown Inn & Suites welcomes two pets up to 50 lbs in designated rooms for an additional fee of $15 per pet, per night (not to exceed $50 per pet, per week). Both dogs and cats are allowed, and well-behaved pets may be left unattended in rooms. There is a grassy area for pet relief on the property, and waste bags are available at the front desk. Aggressive breeds are not permitted.

Hampton Inn & Suites Berkshires Lenox

Lenox, MA

Hampton Inn & Suites Berkshires Lenox Pet Policy

Hampton Inn & Suites Berkshires Lenox welcomes two pets with a combined weight up to 75 lbs in designated rooms for an additional fee of $75 for stays of 1 to 4 nights and $125 for longer stays. Both dogs and cats are allowed. Pets may be left unattended in rooms for up to three hours if crated. Beds and bowls are available, and there are two pet relief areas on the property.

Quality Inn Westfield - Springfield

Westfield, MA

Quality Inn Westfield - Springfield Pet Policy

Quality Inn Westfield - Springfield welcomes two pets of any size for an additional fee of $25 per pet every three nights. Both dogs and cats are accepted. Quiet, well behaved pets may be left in the room unattended. There are treats at the front desk and a grassy relief area on the property, as well as a dog park within a quarter of a mile.

Pilgrim Inn

Lee, MA

Pilgrim Inn Pet Policy

Pilgrim Inn welcomes two pets of any size for an additional fee of $25 per pet, per night. Both dogs and cats are accepted.

Econo Lodge Lee Great Barrington

Lee, MA

Econo Lodge Lee Great Barrington Pet Policy

Econo Lodge Lee Great Barrington welcomes two pets up to 50 lbs in designated rooms for an additional fee of $20 per pet, per night. Both dogs and cats are allowed. Well-behaved pets may be left in the room unattended. There is a grassy area for pet relief on the property.

Hilton Garden Inn Lenox/Pittsfield

Pittsfield, MA

Hilton Garden Inn Lenox/Pittsfield Pet Policy

Hilton Garden Inn Lenox/Pittsfield allows two dogs under 75 lbs in designated rooms for an additional fee of $75 per stay. Cats are also welcome.

Life House Berkshires

Lenox, MA

Life House Berkshires Pet Policy

Life House Berkshires allows 1 pet of any size for an additional fee of $85 per stay. Both dogs and cats are welcome, but exotic pets are not allowed.

Holiday Inn & Suites Pittsfield-Berkshires an IHG Hotel

Pittsfield, MA

Holiday Inn & Suites Pittsfield-Berkshires an IHG Hotel Pet Policy

Holiday Inn & Suites Pittsfield-Berkshires an IHG Hotel welcomes two pets up to 30 lbs in designated rooms. The pet fee is $75 per stay for the first pet and $25 per stay for the second pet. All pet-friendly rooms are located on the third floor. Both dogs and cats are allowed, but pets may not be left unattended. Amenities include treats, leashes, tennis balls, and waste bags, and there is a field next to the hotel and a park only two minute away.

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