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 & Suites Chestertown

Comfort Inn & Suites Chestertown welcomes two pets up to 40 lbs for an additional fee of $25 per pet, per night. Both dogs and cats are accepted,… 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 in designated rooms for an additional fee of $20 per pet, per night. Only the Apartment and… Full pet policy & more
All 16 Hotels

Places to Eat with Your Dog

Things to Do with Your Dog

Chestertown Farmers Market

Every Saturday, year-round, this market features artisan products from local vendors. Browse the booths of Maryland produce, art, crafts and… Full details & more

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 8 pictures of dogs in Chestertown.

All 8 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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