Dog Friendly Chestertown, MD

Chestertown is pet friendly! If you need help to decide where to stay, play, or eat with Fido, you’ve come to the right place. Here’s the scoop on our favorite pet friendly hotels, dog friendly activities, and restaurants that allow dogs in Chestertown.

Places to Stay with Your Dog

Comfort Inn and Suites Chestertown

Comfort Inn and Suites Chestertown welcomes two pets of any size for an additional fee of $20 per pet, per stay. Both dogs and cats are accepted, but… Full pet policy & more

Chestertown Airbnb Rentals

Pet policies are determined by the individual host of each Airbnb property. For more information on the pet fee, weight limit, and other restrictions… Full pet policy & more

Brampton Bed and Breakfast Inn

Brampton Bed and Breakfast Inn welcomes dogs of any size for an additional fee of $20 per dog, per night. There will be freshly prepared homemade biscuits… Full pet policy & more
All 16 Hotels

Places to Eat with Your Dog

Pet Services

Belle Rose Kennels

At BRK we strive to treat every dog as an individual and cater to their needs. We offer boarding, day care, training (agility, obedience/manners,… Full details & more

Traveler Photos

We dug up 7 pictures of dogs in Chestertown.

All 7 Photos

Want to feature your creature? Upload a photo of your pet in Chestertown! You can also share by using the hashtag #bringfido on FacebookTwitter or Instagram.

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