The Great American Road Trip ChallengeOne trip, ~2.5 years, 48 states
Day109

Day 109 — West Point & Cold SpringThe Hudson Valley

Full day4h 30m planned
88Liberty, Ellis Island & Lower Manhattan89Ground Zero & the new downtown90Midtown Icons91The Met & Central Park92Free Day93Broadway & late laughs94The Village & the High Line95Brooklyn, Bridge to Boardwalk96Upper West Side97Free Day98Empire State & Herald Square99Lower East Side & Chinatown100Harlem & the Cloisters101Free Day102Out to the East End103Montauk & the End104The Hamptons & North Fork wine105Free Day106Back west & up the Hudson107Hyde Park108Storm King & the river109West Point & Cold Spring110Free Day111Into the Catskills112Woodstock & Kaaterskill Falls113Free Day114North to the capital115The Capital116Free Day117South into New Jersey118Princeton119Trenton & Washington's Crossing120Free Day121Down the shore122Atlantic City123Cape May124Free Day125Across to Philadelphia126Independence & Old City127The Parkway museums128Markets & the cheesesteak wars129Penitentiary & science130Free Day131North to Scranton132Steam & coal133Free Day134South to Amish country135Amish Country136Hershey & the Strasburg Rail Road137Free Day138To the capital139The Capitol & the Civil War140Free Day141South to Gettysburg142The Battlefield143Little Round Top & the Address144Free Day145Into Delaware146The du Pont estates147Longwood & the riverfront148Free Day149South to Dover150The First State's capital151Rehoboth Beach152Free Day153Across the bay to Baltimore154The Inner Harbor155Fort McHenry & Fell's Point156Art, oddity & crabs157Free Day158Down to Annapolis159The Naval Academy & the State House160On the Chesapeake161Free Day162Out to the ocean163The Boardwalk164Assateague's wild horses165Free Day166Northwest to Frederick167Antietam & Frederick168Free Day169South to Mount Vernon170Washington's Home171The National Mall & Monuments172Smithsonian I173Smithsonian II174Capitol Hill175The White House & Ford's Theatre176Free Day177Arlington178Georgetown & the Tidal Basin179South into Virginia

The military academy and a riverside antiques village.

  1. 9:30 AM – 12:00 PM· 2h 30m

    West Point tourGuided ToursAnchor

    A guided tour of the U.S. Military Academy — the Plain, the chapel, and Hudson overlooks (reserve ahead; ID required).

    West Point, NY
  2. 2:00 PM – 4:00 PM· 2h

    Cold Spring villageShoppingWorth it

    A postcard river village of antique shops and cafés below Storm King.

    Main St, Cold Spring, NY
  3. from 4:00 PM(Late afternoon)· unscheduled

    An evening on the riverFree / Rest Days

    Three days of the Hudson behind you and one more ahead. Cold Spring's main street runs downhill to a bandstand on the water with Storm King opposite; sit on it until the trains stop being interesting.

What the colours mean

On this day

  • Guided Tours1
  • Shopping1

And how much each one matters

  • AnchorAlways do — the reason this stop is on the map
  • Worth itDo most of these
  • BonusQuirky bonus, if it's happening while you're here