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Baltimore and the Eastern Shore Road Trip

Road Trip

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AAA/Greg Weekes
90.8 miles: 2 hours, 29 minutes
You’ll want to spend at least a day hanging out at the Inner Harbor, Baltimore’s spiffy downtown waterfront that’s chock full of tourist attractions, restaurants and souvenir shops against a backdrop of boats—everything from cargo tankers and tugboats to yachts and pleasure craft. Then zip down I-97 to the treasure trove of Colonial-era Americana that is Annapolis.
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Baltimore to Annapolis
36.1 miles: 1 hours, 1 minutes
You’ll want to spend at least a day hanging out at the Inner Harbor, Baltimore’s spiffy downtown waterfront that’s chock full of tourist attractions, restaurants and souvenir shops against a backdrop of boats—everything from cargo tankers and tugboats to yachts and pleasure craft. Then zip down I-97 to the treasure trove of Colonial-era Americana that is Annapolis.
Recommended Stops
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American Visionary Art Museum
800, Key Highway , 21230
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National Aquarium
501, East Pratt Street , 21202
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Historic Ships in Baltimore
301, East Pratt Street , 21202
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Cindy Wolf’s Charleston
1000, Lancaster Street , 21202
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Alamy/Visions of America, LLC
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Annapolis to Easton
43.5 miles: 1 hours, 5 minutes
Annapolis is known as “a museum without walls” for a preponderance of carefully preserved 18th-century buildings. And the downtown waterfront surrounding City Dock is picturesque with a capital “P.” Have crab cakes for dinner—local restaurants vie for best crab cake bragging rights—or press on to Easton by way of the impressive Bay Bridge spanning Chesapeake Bay.
Recommended Stops
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Maryland State House
100, State Circle Annapolis, Maryland 21401
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William Paca House and Garden
186, Prince George Street Annapolis, Maryland 21401
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Annapolis Sailing Cruises: Schooner Woodwind
80, Compromise Street Annapolis, Maryland 21401
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Carrol’s Creek Cafe
410, Severn Avenue Annapolis, Maryland 21403
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OKRAD/iStockphoto.com
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Easton to St. Michaels
11.3 miles: 21 minutes
Woods alternate with small farms on the short drive to St. Michaels, which is small enough to be totally relaxing but has plenty of tourist amenities. Watch skipjacks (a traditional boat used for oyster dredging) sail on Eastern Bay, stroll side streets lined with gingerbread houses, go antique hunting or feast on Chesapeake blue crabs (they turn red when cooked).
Recommended Stops
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Talbot Historical Society
30, South Washington Street Easton, Maryland 21601
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Chesapeake Bay Maritime Museum
213, North Talbot Street Saint Michaels, Maryland 21663