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.

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

Chesapeake Bay map with places to visit.

Chesapeake Bay map with places to visit.

Dawn, Chesapeake Bay, Maryland.

Dawn, Chesapeake Bay, Maryland.

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 Sausage and Crab Stuffing (This might be a good stuffing alternative for those who choose not to eat turkey on thanksgiving... "And Lord, forgive my boyfriend for he knows not what he does...")

Chesapeake Bay Sausage and Crab Stuffing

Chesapeake Bay Sausage and Crab Stuffing (This might be a good stuffing alternative for those who choose not to eat turkey on thanksgiving... "And Lord, forgive my boyfriend for he knows not what he does...")

Cruising the Chesapeake Bay!

Cruising the Chesapeake Bay!

Maryland's Calvert Cliffs along the Chesapeake Bay

15 Most Beautiful Places to Visit in Maryland

Maryland's Calvert Cliffs along the Chesapeake Bay

Chesapeake Bay Blue Crab

Chesapeake Bay Blue Crab

Home is where the Old Bay is. Us Chesapeake Bay dwellers know one thing is for sure, it isnt Maryland without Old Bay. This hand-lettered 5 x 7

Crab Home Print - Hand-lettered 5" x 7" Print - Maryland

Home is where the Old Bay is. Us Chesapeake Bay dwellers know one thing is for sure, it isnt Maryland without Old Bay. This hand-lettered 5 x 7

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