Quick Summary: Cambridge is a lovely Eastern Shore city in Dorchester County, originally settled in 1684 as one of the oldest cities in Maryland. Throughout the 19th and 20th centuries, the city was known for its connection to prominent civil rights movements, serving as a stop on the Underground Railroad during the Civil War. Since 2003, its charming main street has been designated as a Maryland Main Street, home to lovely shops, dining destinations, and tourist attractions. The Hyatt Regency Chesapeake Bay Resort is a great choice for amazing views.


  • Updated with new information since originally published.
  • Please support our journalism through affiliate links. Affiliate Disclosure
  • Our editors recommend these diverse local experiences.

Blackwater National Wildlife Refuge

© Mary Swift/stock.adobe.com

Harriet Tubman Museum and Educational Center

© Africa Studio/stock.adobe.com

The Choptank River Lighthouse

© karenfoleyphoto/stock.adobe.com

Spocott Windmill and Village

© BRUN Herve/stock.adobe.com

Ocean Odyssey Crab House and Restaurant

© Peeradontax/stock.adobe.com

Heritage Museums and Gardens of Dorchester

© Dorchester County Historical Society

Snappers Waterfront Cafe and Tiki Bar

© Snappers Waterfront Cafe and Tiki Bar

Nearby, stunning Blackwater National Wildlife Refuge serves as one of the Chesapeake Bay's most important habitats for migrating bird species and offers a wide variety of outdoor visitor activities.

More events and things to do

Map:


Here is your itinerary at a glance:

Plan Your Trip

Get Ready to Go!

Need some more help?


Read our Reservations & Travel Planning Tips guide.