Two Pet-Friendly Cottages on the Eastern Shore of Maryland

No member of the family should be left behind on your next vacation! Yes—even your furry family members deserve a fabulous getaway to the Eastern Shore of Maryland! That’s why we offer two pet-friendly accommodations here at Brampton Inn.

Skip searching for a boarding kennel or a cramped hotel room that allows pets. Instead, keep Fido by your side in a private, comfortable accommodation. Your beloved pooch won’t have to wonder where you are. Plus, you get to enjoy a relaxing getaway with your best friend! What could be better?

We allow our guests to bring up to two dogs any size with them during their stay in The Apartment, or one small dog in Russell’s Cottage. These cottages provide a more comfortable and spacious alternative to a traditional pet-friendly hotel on Maryland’s Eastern Shore. Make sure to bring a crate for your pet(s) if you plan on leaving them in the cottage unattended.

Brampton Inn is situated on 35 scenic, dog-friendly acres—just a mile and a half from the center of town. Our property is the perfect place to enjoy time outdoors with your pooch! There are woods, fields and even a pond to keep your dog stimulated. If your dog is well-trained off-leash, feel free to bring a frisbee or ball for a fun game of fetch.

During the warmer months, there are several restaurants in Chestertown that offer dog-friendly, al fresco dining. The possibilities for fun with Fido in Chestertown (and around the Chesapeake Bay) are endless!

More Things to Do in the Area

Fine Print:

  • We only allow dogs in our pet-friendly accommodations; Russell’s Cottage and the Apartment.
  • There is a fee of $20 per day, per dog
  • Dogs must be crated if left alone in a Brampton Inn accommodation. No exceptions!

Pet-Friendly Perks at Brampton Inn

dog biscuits and water bowl

Your dog isn’t just tolerated here at Brampton Inn—he or she is a valued guest! Here are just a few of the ways we make your pooch feel right at home during a stay with us:

  • Complimentary homemade dog biscuits (prepared by our pastry chef)
  • Ensuite water bowl
  • Extra towels and blankets for your furry friend’s comfort
  • Breakfast delivery to the Apartment or Russell’s Cottage!


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