Eastern Shore

The Eastern Shore covers the Maryland portion of the Delmarva Peninsula, the broad agricultural-and-water country east of Chesapeake Bay running from the Pennsylvania line south to the Virginia border. The terrain is flat coastal plain — pine flatwoods, salt marsh, tidal creeks, and farmland — drained by the Choptank, Nanticoke, Pocomoke, and Wicomico rivers as they work west into the Bay. The Atlantic shore on the eastern edge holds Maryland’s only ocean beach at Ocean City and Assateague. Nine counties cover the region. Worcester holds Ocean City, Berlin, and Snow Hill; Wicomico holds Salisbury (the largest city); Talbot holds Easton, St. Michaels, and Tilghman Island; Dorchester holds Cambridge; Queen Anne’s holds Stevensville on Kent Island; Kent holds Chestertown; Caroline holds Denton; Cecil holds Elkton. Assateague Island National Seashore (with the wild ponies) and the Blackwater National Wildlife Refuge handle the major public lands; the Harriet Tubman Underground Railroad National Historical Park sits in Dorchester. Most trips here split among three threads. Ocean City pulls the boardwalk-and-beach summer crowd; the Bay-side towns of St. Michaels, Easton, and Cambridge run quieter sailing-and-oyster-bar weekends; Tubman, Frederick Douglass (born in Talbot County), and the Underground Railroad sites carry the historical itinerary.

Stop when something catches your eye.

Those moments tend to matter more than the planned ones.

Bishops Head

Explore Bishops Head →

Cities to Explore

Make time for quiet places.

Not every destination needs noise to be meaningful.

Barclay

Explore →

Let it unfold.

Not everything needs to be scheduled to be meaningful.

Bishop

Explore →

Let the road decide.

Plans are useful, but flexibility is where the real discoveries happen.

Berlin

Explore →

Let the road decide.

Plans are useful, but flexibility is where the real discoveries happen.

Bethlehem

Explore →

Go where you feel alive.

Pay attention to the places that pull you in without explanation.

Bishophead

Explore →

Leave room for the unexpected.

The best parts of a trip rarely show up on an itinerary.

Bainbridge

Explore →

Simple trips are often the best.

You don't need much for a place to leave an impression.

Allen

Explore →

Keep it easy.

The best days usually come without pressure or overplanning.

Betterton

Explore →

View all 140 cities in Eastern Shore →

Upcoming Events

Explore Eastern Shore by Category

Browse all categories →

Explore a County Talbot County 15 cities  ·  9 counties in Eastern Shore Browse all counties →
Explore a City Barclay 0 attractions  ·  140 cities in Eastern Shore Browse all cities →