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No trip to the Eastern Shore is complete without a sampling of the bay’s bounty. That certainly doesn’t keep visitors away from this burgeoning tourist town with a growing main street lined with trendy spots such as RAR Brewing, a 1,500-square-foot craft beer joint built in an 80-year-old pool hall and bowling alley. These maps serve as a guide to help you explore the region on the eastern side of the Chesapeake Bay. The Maryland Eastern Shore, a peninsula extending hundreds of miles between the Chesapeake Bay and the Atlantic Ocean, offers endless recreational opportunities and is a popular summer vacation destination.

Ocean City, MD (north end) Ocean City’s north end is what happens when beach towns go boom in the '70s and '80s. The Maryland Eastern Shore is a fairly wide peninsula between the Chesapeake Bay and the Atlantic Ocean. Have fun exploring the Eastern Shore! Maryland's Eastern Shore. Here in Maryland, there is no shortage of little towns on the Chesapeake Bay. Eastern Shore Towns of Maryland and Virginia. Each offers something unique but they all have one thing in common: the views are spectacular.

You can spend a fun week (or more) driving or sailing from one to the next. The term "Eastern Shore" distinguishes a territorial part of the state of Maryland from the Western Shore of Maryland, The region also contains Maryland's only coast on the Atlantic Ocean. These 15 Charming Waterfront Towns In Maryland Are Perfect For A Daytrip. The Eastern Shore of Maryland is a part of the U.S. state of Maryland that lies mostly on the east side of the Chesapeake Bay and consists of nine counties, seven of which have Chesapeake Bay coastlines. Summer is the best time to visit these towns, while the seafood is plenty and the sunrises and sunsets are unmatched. The Maryland Eastern Shore encompasses a large geographical area with a diversity of historic towns, beaches, and beautiful natural areas. It has hundreds of miles of shoreline, ocean resorts, farmland, forests, modest cities and small historic towns. Red hot, spicy steamed crabs fresh out of the pot make for an unforgettable, only-in-Maryland feast. Don’t miss Chesapeake oysters—fried, steamed, raw or in a stew. The north side is a mass of towering concrete condos … 6. Legend has it that Cambridge is home to the most haunted street on the Eastern Shore (take a nighttime ghost walk to hear all the lore). The towns are listed here roughly in order from north to south. As of the 2010 census, its population was 449,226, with just under 8% of Marylanders living in the region.
Warmer weather is finally here and now is the perfect time to explore Maryland’s most charming waterfront towns.
Dozens of these charming places sprinkle the perimeter of the bay, offering plentiful spots for fishing, boating, or simply taking in the gorgeous views. Just make sure to ask a local to show you the ropes— picking crabs is an art form all its own. The Eastern Shore of Maryland and Virginia has a terrific collection of historic and scenic small towns.