How to Travel around the Chesapeake Bay:

Share

Save

Featured Places

Chesapeake Bay Bridge
Chesapeake Bay Bridge
Photo By: Joshua Davis

The engineering marvels of the Chesapeake Bay Bridge (across the middle of the Bay) and the Chesapeake Bay Bridge Tunnel (across the mouth of the Bay) enables road travel around the Chesapeake Bay in one big loop; or an upper Bay Loop and a Lower Bay loop; or a figure-8 path.

However you decide to travel around the Chesapeake be sure to utilize Maryland’s scenic byways for the most enjoyable route. Follow as little, or as much, of a scenic byway as you want.

Chesapeake City Photo By: Clark Vandergrift

1 Chesapeake Country

It is said that life in "Chesapeake Country" flows gently with the tide of North America's largest estuary and its tributaries. Take your time experiencing the special beauty of this tidewater region with its pristine waterways and vibrant historic waterfront villages.

More information...

John Wilkes Booth

2 Booth’s Escape

Follow the escape route of John Wilkes Booth, one of history’s most notorious assassins, as he fled from Washington, D.C,. and hid for several days in Southern Maryland before being cornered.

More information...

stained glass window

3 Religious Freedom

America’s roots of religious tolerance run deep in Southern Maryland, where some of the nation’s oldest churches are an indelible part of this peaceful, small-town landscape.

More information...

Learn about the War of 1812 here where the flag that inspired the National Anthem was sewn.

4 Star-Spangled Banner

Follow the trail of British troops as they fought their way up the Chesapeake Bay during the War of 1812, eventually clashing with American defenders in a battle immortalized by the “Star-Spangled Banner.”

More information...

Enjoy the hands-on exhibits and overnight programs at the lighthouse at this museum.

5 Roots and Tides

Explore the timeless traditions and deep maritime roots of Western Shore towns along the Chesapeake Bay. Go sailing, bird watching, museum hopping or just relax on a sandy beach.

More information...

Red Loch house

6 Lower Susquehanna

For anyone interested in maritime history, fishing, shopping or sweeping river views, this unhurried drive offers plenty of opportunities to stop and explore.

More information...