The Eastern Shore: Places to Explore

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  • Berlin

    Berlin—named not for the German city, but evolving from Burleigh Inn, a Colonial-era way station—is a short drive from Ocean City, yet it could not be more different. Magnolias, sycamores, and...

  • Blackwater National Wildlife Refuge

  • Cambridge

    Once upon a time renowned resident Annie Oakley would shoot waterfowl from the ledge of her waterfront home here. Today graceful Georgian, Queen Anne, and Colonial Revival buildings abound, and...

  • Chesapeake City

    As it's a town split dramatically in two by the Chesapeake and Delaware (C&D) Canal, Chesapeake City homes and businesses face each other across the busy waterway. Those sitting at the restaurants...

  • Chestertown

    Second only to Annapolis in its concentration of 18th-century houses, Chestertown was a major international port in Colonial days: a tall, brick customhouse continues to dominate the High Street...

  • Crisfield

    In William W. Warner's study of the Chesapeake Bay, Beautiful Swimmers, Crisfield was described as a "town built upon oyster shells, millions of tons of it. A town created by and for the blue crab,...

  • Easton

    Well-preserved buildings dating from Colonial through Victorian times still grace this affluent, genteel town. Fine art galleries, high-quality antiques shops, and gift boutiques sit side by side...

  • Furnace Town

  • Grasonville

    Follow the scenic byway, old two-lane Route 18, across Kent Island and over an aging drawbridge across Kent Narrows to reach quiet Grasonville. The modest homes and shops of the town are a...

  • North East

    Uncommon neighborliness along a main street of antiques and collectibles shops and homey eateries gives Cecil's riverside county seat its welcoming charm.

  • Ocean City

    Stretching some 10 mi along a narrow barrier island off Maryland's Atlantic coast, Worcester County's Ocean City draws millions from neighboring states (New Jersey, Pennsylvania, Virginia, and...

  • Oxford

    Tracing its roots to 1683, tiny Oxford remains secluded and untrammeled. Robert Morris, a merchant from Liverpool, lived here with his son, Robert Morris Jr., a signer of the Declaration of...

  • Queenstown

    The cove of Queenstown's harbor is protected by a bend of the mouth of the Chester River. Established in 1707 as "Queen Anne's Town," it became an important-enough port to be attacked by the...

  • Rock Hall

    No longer just a side trip, Rock Hall, its hardy maritime character intact, has emerged as a viable destination in its own right, to be reached either by road or by boat. It reveres its heritage,...

  • Salisbury

    Barges still ply the slow-moving Wicomico River between the Bay and Salisbury, the Eastern Shore's second-largest port after Baltimore. This urban center is a hub of commercial activity in the...

  • Smith Island

    Chesapeake Bay's Smith Island has an intriguing heritage dating back more than three centuries. The residents are descendents of late-17th-century English settlers who made a living coaxing...

  • Snow Hill

    The streets of Snow Hill, the Worcester County seat, are lined with huge sycamores and stately homes that reflect its days as a shipping center in the 18th and 19th centuries. Today's visitors are...

  • Stevensville

    Stevensville, just north of the Bay Bridge's eastern landfall, is a growing village of artists and craftspeople. Its galleries and studios sell original pottery, stained glass, and painted...

  • St. Michaels

    St. Michaels, once a shipbuilding center, is today one of the region's premier leisure-time destinations. Its ever-growing popularity has resulted in more and more shops, cafés, waterfront...

  • Tangier Island, Virginia

    Crab traps stacked 10 feet high, watermen's shanties on the water, and a landscape virtually devoid of modern commercialization characterize this Virginia island fishing community. Visitors love...

  • Tilghman Island

    A visit to Tilghman Island provides intriguing insight into the Eastern Shore's remarkable character. Leave your car and explore by bike or kayak. A handful of B&Bs and inns provide excellent accommodations...

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