Plan ahead! You don’t want to miss these exciting upcoming events in the Chestertown area or at Brampton:


October 6-7: Harry Potter Festival in Chestertown. Calling on all Wizards and Muggles! Click here to book.

October 7: Historic House Tour  in Chestertown. Gorgeous historic buildings open to the public. Click here to book.

October 27-29: Sultana Downrigging Weekend. Tall ships and lots of excitement. Click here to book.

November 23: Thanksgiving Celebration at the Brampton. Let yourself be pampered! Check out our “Specials” page for details! Click here to book.

December 1-3: Chestertown A Dickens of a Christmas Winterfest. Get into the holiday spirit with a small town celebration. It is also the first weekend before the holidays when you can partake in a complimentary Holiday High Tea at Brampton. We will be serving Holiday High Tea on three Saturdays through December 16, 2017. Click here to book.

December 22: Oyster Season starts at Brampton. Nothing beats the taste of a fresh, briny oyster. Served at tea time with a glass of bubbly or a craft beer every Saturday through January 31, 2018. Click here to book.

December 24- 26: Christmas at Brampton. Do you feel like running away for the holidays? We got you covered! Comfortable rooms, wood-burning fireplaces, the inn decorated for the season and wonderful food! Click here to book.

December 31: 15th Annual New Years Eve Party at Brampton. We know how to party! Join us. Click here to book.

January 2 – 26, 2018: Hunting Season Special for a memorable Chesapeake Waterfowl Country stay. We serve an early breakfast to all our hunters! Click here to book.

February 1 – 28, 2018: A month long Valentine and Chocolate Extravaganza at the Brampton.Click here to book.

March 3, 2018:  Jigsaw Puzzle Contest at Brampton. Wooden puzzles will be provided. Teams of two. Winner gets to keep their puzzle! Click here to book.