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

Seating area for two in the Emory Suite at Brampton Inn

Couple enjoying a romantic picnic outdoors

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

Luxurious Dog Friendly Bed and Breakfast in Chestertown, MD

Romantic Getaways in Maryland

Experience Adventure Sailing in Maryland

The Ultimate Summer Bucket List for Your Maryland Vacation

The Best Hikes In Maryland for a Relaxing Walk

A 3-Day Romantic Getaway in Maryland

Proposals at Brampton Bed & Breakfast Inn – The Perfect Place to Pop the Question

This Is How to Plan the Best Maryland Staycation on the Eastern Shore

What Are the Benefits of Booking Direct?

5 Eastern Shore Winter Activities That Will Make You Want to Visit Right Now