The Great American Road Trip Challenge~4.5 years · 48 states · one loop
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Leg 2 · Late fall

The Mid-Atlantic

Skyline, bridge, and brick

The Mid-Atlantic

Tap a pin to open that stop's first day · numbers follow the driving order

The megalopolis and its hinterland: New York City, the Hudson Valley and the state capitals, the Jersey Shore, Philadelphia and the Pennsylvania Dutch country, Gettysburg, the du Pont estates and Delaware beaches, the Chesapeake at Baltimore and Annapolis, and the monuments of Washington, DC.

Late-fall brick and slate

Time it right

Roll south out of New England into New York City for a multi-week stay, then work down through New York State, New Jersey, Pennsylvania, Delaware, and Maryland as fall deepens, closing in Washington, DC before the trip turns toward the warmer South.

20

Stops

76

Days

118

Things to do

7

States

Jump to a day

70Liberty, Ellis Island & Lower Manhattan71Ground Zero & the new downtown72Midtown Icons73The Met & Central Park74Free Day75Broadway & late laughs76The Village & the High Line77Brooklyn78Upper West Side79Free Day80Empire State & Herald Square81Lower East Side & Chinatown82Harlem & the Cloisters83Free Day84Out to the East End85Montauk & the End86The Hamptons & North Fork wine87Back west & up the Hudson88Hyde Park89Storm King & the river90West Point & Cold Spring91Into the Catskills92Woodstock & Kaaterskill Falls93North to the capital94The Capital95South into New Jersey96Princeton97Trenton & Washington's Crossing98Down the shore99Atlantic City100Cape May101Across to Philadelphia102Independence & Old City103The Parkway museums104Markets & the cheesesteak wars105Penitentiary & science106Free Day107North to Scranton108Steam & coal109South to Amish country110Amish Country111Hershey & the Strasburg Rail Road112To the capital113The Capitol & the Civil War114South to Gettysburg115The Battlefield116Little Round Top & the Address117Into Delaware118The du Pont estates119Longwood & the riverfront120South to Dover121The First State's capital122Rehoboth Beach123Across the bay to Baltimore124The Inner Harbor125Fort McHenry & Fell's Point126Art, oddity & crabs127Down to Annapolis128The Naval Academy & the State House129On the Chesapeake130Out to the ocean131The Boardwalk132Assateague's wild horses133Northwest to Frederick134Antietam & Frederick135South to Mount Vernon136Washington's Home137The National Mall & Monuments138Smithsonian I139Smithsonian II140Capitol Hill141The White House & Ford's Theatre142Free Day143Arlington144Georgetown & the Tidal Basin145South into Virginia

Stops, in order

  1. Stop 2Long Island: The Hamptons & MontaukLong Island: The Hamptons & Montauk, NYDays 85–87

    The island's East End — surf and a historic lighthouse at Montauk, moneyed villages in the Hamptons, and wine country on the North Fork.

  2. Stop 4The Catskills & WoodstockThe Catskills & Woodstock, NYDays 92–93

    An arts-colony town synonymous with a generation, a spectacular waterfall, and the site of the 1969 festival nearby.

  3. Stop 5AlbanyAlbany, NYDays 94–95

    New York's capital — a grand 19th-century statehouse and a modernist plaza that looks like the future imagined in 1965.

  4. Stop 6Trenton & PrincetonTrenton & Princeton, NJDays 96–98

    New Jersey's capital on the Delaware, the Revolutionary crossing, and one of the country's most beautiful university towns.

  5. Stop 7Atlantic City & Cape MayAtlantic City & Cape May, NJDays 99–101

    The original boardwalk and casino town, then Victorian Cape May — the oldest seaside resort in America — at the state's southern tip.

  6. Stop 9ScrantonScranton, PADays 108–109

    The 'Electric City' of anthracite and railroads — a preserved steam yard and a real coal mine you can descend into (and, yes, the setting of a certain sitcom).

  7. Stop 10Lancaster & Amish CountryLancaster & Amish Country, PADays 110–112

    Pennsylvania Dutch farmland of buggies and covered bridges, an antique railroad, and the chocolate town next door.

  8. Stop 11HarrisburgHarrisburg, PADays 113–114

    Pennsylvania's capital on the Susquehanna — a capitol so grand Teddy Roosevelt called it the handsomest building he ever saw — and a superb Civil War museum.

  9. Stop 12GettysburgGettysburg, PADays 115–117

    The battlefield where the Civil War turned and Lincoln spoke — one of the most moving historical landscapes in America.

  10. Stop 13Brandywine Valley & WilmingtonBrandywine Valley & Wilmington, DEDays 118–120

    The du Pont dynasty's green corner of Delaware — grand estates, one of the world's great gardens, and Wyeth country along the Brandywine.

  11. Stop 14Dover & Rehoboth BeachDover & Rehoboth Beach, DEDays 121–123

    Delaware's colonial capital on The Green, then the state's genteel beach town — boardwalk, outlets, and Cape Henlopen.

  12. Stop 15BaltimoreBaltimore, MDDays 124–127

    Charm City on the Chesapeake — the harbor and the star fort where the national anthem was written, a top aquarium, cobblestoned Fell's Point, and steamed blue crabs.

  13. Stop 16AnnapolisAnnapolis, MDDays 128–130

    Maryland's capital and America's sailing capital — the Naval Academy, the oldest statehouse still in legislative use, and a colonial harbor town.

  14. Stop 17Ocean City & AssateagueOcean City & Assateague, MDDays 131–133

    Maryland's honky-tonk beach boardwalk, then the wild barrier island where feral horses roam the dunes.

  15. Stop 18Frederick & AntietamFrederick & Antietam, MDDays 134–135

    A handsome historic town beside the bloodiest single day in American history.

  16. Stop 19Mount VernonMount Vernon, VADay 136

    George Washington's estate above the Potomac — the mansion, the tomb, and the working farm, just south of the capital.