Maryland Eastern Shore Blog | Events and Activities in Chestertown

couple on a walking trail

Sun setting over a lake with ducks floating on the water

Two navy and white paisley chairs in a cozy carpeted room with window and TV

Couple enjoying a romantic picnic outdoors

Catch a glimpse of a Blue Heron while bird watching near Chesapeake Bay

Secret Revealed to World’s Best Pancakes from the Brampton Inn!

Only 5 Chances Remain to Sail under a Full Moon on MD Eastern Shore…

Results of Latest Eastern Shore Bird Walk at Brampton Inn . . .

Bicycling Vacation at our Historic Eastern Shore Bed and Breakfast

Top 5 Entertainment Venues in and around Chestertown, MD

2nd Annual “Locavore Literary Festival” at Chestertown’s Washington College

Two Great Places for Horseback Riding near our Chestertown B&B!

What’s Cooking in the Winter??

New Parlor at the Brampton Bed & Breakfast Inn