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

3 Ways to Ring in the New Year and how not to starve on New Year’s Day!

Merry Christmas from all of us at the Brampton Inn!

Hunting Season on the Eastern Shore

2 Musical Events to get you into the Holiday Spirit

Winter Film Series at the Kent County Library in Chestertown

Early December Events

Shop, then Drop, at the Brampton Inn!

Sugar, Spice & Everything Nice – Rediscovering Cardamom

Thanksgiving Dinner in Maryland – At The Brampton Inn

Sultana Downrigging Weekend in Chestertown, MD: What You Need to Know