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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 here. A small fleet of working fishing boats, including a few of the region's remaining skipjacks, call Dogwood Harbor their home port.
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...