Our area offers many places of interest and a vibrant arts community.  Many worthy places to visit are open year round. Our favorite venues for live entertainment are the Garfield in Chestertown and the Mainstay in Rock Hall. Check often to get their current shows.

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

Brampton Inn Special; stay 2 nights any day of the week and receive a Crow Vineyard and Winery pass for a Wine Tasting Flight of 5, Crow Summer Sausage & Cheese Platter and a Winery Tour.

November: Start of Fireplace Season at the Brampton!

November 26 – December 14: Christmas High Tea at the Brampton Inn, served Mondays, Wednesdays and Saturdays.

November 30 – December 9: Tiny Tim’s Christmas Carole the Garfield in Chestertown.

December 7: First Friday in Chestertown

December 7 – 9: Main Street Chestertown presents “A Dickens of a Christmas” celebration Friday evening through Sunday morning throughout the historic downtown. As an arts-rich community, Chestertown invites visitors to enjoy a memorable weekend filled with authentically themed holiday fun. The charm of our historic 312-year-old river town will be the backdrop to a lively display of Dickens-era holiday attractions: carriage rides, street theater, live music, food vendors, decorated house tour, and more!

December 25: Come hide at the Brampton for Christmas! Your secret is safe with us. You can expect comfortable rooms, wood-burning fireplaces, a beautifully decorated inn for the season and wonderful food! Includes a full breakfast and a delicious picnic dinner delivered on a tray at 4 pm on December 25th.

December 31: Annual New Years Party at the Brampton! It’s a lively celebration at 6 pm with finger food and bubbly!

January 19: Brampton House Concert with Barbara Parker and Joe Holt.  Tapas and music, folks!

February: We celebrate Valentine’s with chocolates all month long and a special surprise for our guests on that wonderful day, February 14th!

March 16: Jigsaw Puzzle competition at Brampton. Book early!