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Places visited in Sleepy Hollow, New York
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North Charleston, South Carolina

HL Hunley Submarine

This recently rediscovered Civil War-era submarine was the first to ever sink an enemy ship.
Charleston, South Carolina

Fireproof Building and South Carolina Historical Society

Once the most flame resistant building in the country, the South Carolina Historical Society building was almost burnt down in a fire.
Charleston, South Carolina

Old Slave Mart

South Carolina's last remaining slavery auction house is now a museum devoted to its own tragic history.
Sullivan's Island, South Carolina

Osceola's Grave

The final resting place of the Seminole Indian chief who fought against government occupation in Florida.
Sullivan's Island, South Carolina

Poe's Tavern

A quirky Poe-themed joint on an island keen to celebrate its overlooked connection to the famous writer.
Kitty Hawk, North Carolina

Monument to a Century of Flight

Down the road from where the Wright brothers lifted off is another flight tribute practically hidden from sight in the woods.
Asbury Park, New Jersey

Asbury Park Casino and Carousel House

Vacant Beaux-Arts buildings that serve as reminders of a beach town’s glory days.
York, Maine

Wiggly Bridge

True to its name, this bouncy walkway may be the world’s smallest suspension bridge.
Beacon, New York

Ruins of the Mount Beacon Incline Railway

The remains of what was once the world's steepest passenger funicular.
Beacon, New York

Old Beacon Hat Mill

A 19th century hat factory still stands as a crumbling ruin in upstate New York.
Cold Spring, New York

Ruins of the Cornish Estate

A ruined mansion hidden in the woods of the Hudson Valley, home of a tragically doomed romance.
Heritage Hills, New York

Memorial to America’s First Circus Elephant

This high-perched pachyderm marks the memory of not one, but two elephants gunned down in small New England towns.
Hartsdale, New York

Hartsdale Pet Cemetery

The first pet cemetery in the United States.
Dobbs Ferry, New York

Old Croton Aqueduct Trail

This once-grand marvel of engineering is now 41 miles of scenic hiking trail.
Mahopac, New York

Donald J. Trump State Park

This forlorn park is the result of a failed investment turned tax dodge.
Tarrytown, New York

Lyndhurst Bowling Alley

One of the earliest bowling lanes in the U.S. doubled as a sewing school during a time when women had little job opportunity.
Sleepy Hollow, New York

Kykuit, the Rockefeller Estate

The home of one of America's most wealthy industrialists is now a historic site that remembers a more decadent time in the country's history.
Sleepy Hollow, New York

Headless Horseman Bridge

The real-life site of Ichabod Crane's infamous gourd attack.
Sleepy Hollow, New York

The Old Dutch Church of Sleepy Hollow

Oldest existing church in New York and the inspiration for Washington Irving's "The Legend of Sleepy Hollow."
Sleepy Hollow, New York

Chagall and Matisse Glass

This tiny church near Sleepy Hollow contains Henri Matisse's last work, a rose window, and nine windows by Marc Chagall.
Hamer, South Carolina

South of the Border

I-95's Tijuana-style celebration of kitsch at the Carolina border.