CHESAPEAKE BAY TOWNS: Walk down the picturesque cobblestone streets of Chestertown. Photograph by Pat Blackley/Alamy.

11 Charming Small Towns You Need to Explore On Your Next Chesapeake Bay Vacation

CHESAPEAKE BAY TOWNS: Walk down the picturesque cobblestone streets of Chestertown. Photograph by Pat Blackley/Alamy.

Chesapeake Bay map with places to visit.

Chesapeake Bay map with places to visit.

50-year-old Chesapeake Bay Bridge-Tunnel was an ‘engineering wonder’ - The Washington Post

50-year-old Chesapeake Bay Bridge-Tunnel was an ‘engineering wonder’

50-year-old Chesapeake Bay Bridge-Tunnel was an ‘engineering wonder’ - The Washington Post

Dawn, Chesapeake Bay, Maryland.

Dawn, Chesapeake Bay, Maryland.

Chesapeake Bay Bridge Tunnel :  If you haven't been you should go!!

Chesapeake Bay Bridge Tunnel : If you haven't been you should go!!

Maryland's Calvert Cliffs along the Chesapeake Bay

15 Most Beautiful Places to Visit in Maryland

Maryland's Calvert Cliffs along the Chesapeake Bay

Virginia Chesapeake Bay Bridge connecting Hampton Roads

Virginia Chesapeake Bay Bridge connecting Hampton Roads

Cove Point Lighthouse is the oldest continuously operating lighthouse on the Chesapeake Bay.

Cove Point Lighthouse is the oldest continuously operating lighthouse on the Chesapeake Bay.

Chesapeake Bay Crab Dip

Chesapeake Bay Crab Dip

Sunset on the Chesapeake Bay, Maryland

Sunset on the Chesapeake Bay, Maryland

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