Beautiful scenery, charming mom-and-pop shops, and a vibrant coastal culture are just some of the reasons why the Eastern Shore of Maryland is the perfect year-round destination. Throughout the year there are also fun events, festivals, and classes you can attend to make your Maryland getaway even more transformative! There are lots to choose from, so we’ve listed some of our favorite Chestertown, MD events below for you!

Stay, Relax and Reconnect Special!

The Brampton is the perfect place for a memorable seasonal getaway! Stay two nights and save 15% off your room rate. Have an extra day? Stay any 3 consecutive nights and receive 50% off your third night and a complimentary bottle of Crow Vineyard Sparkling Vidal Blanc!

As the new year begins, take time for yourselves to relax, reconnect and enjoy area winter activities. Let us take care of you!

*Valid thru March 30, 2023 on new reservations only. Not valid with other special offers, packages or third-party booking sites.

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