Stories
Patriots Park and the Andre MonumentPhoto: Daniel Case, CC BY-SA 3.0, via Wikimedia Commons
Walking tour · Sleepy Hollow

Sleepy Hollow: The Legend Walk

A creek, a churchyard, and the stories beneath the legend

53 min5 stops1.5 mi

Start the walk

Stop 1 is free, no sign-up. All 5 for $4.99, refunded within 7 days if it isn't for you.

See the 5 stops

The 5 stops

  1. 1Start hereFree

    Patriots Park and the Andre Monument

    The Wrong Coat on the Post Road

    Free sample · 2:13
    0:002:13

    You're standing in Patriots Park, right on the line where Tarrytown meets Sleepy Hollow. The little stream running through the middle of the park, André Brook, is that line. Now find the bronze man on the tall pedestal near the west entrance, behind his square iron fence. That's John Paulding, one of the local militiamen who stopped a spy here. Down on the white marble below him, a bronze panel shows the moment that made him famous.

    In 1780 this ground wasn't anybody's. It sat in what people called the Neutral Ground, the no-man's land between the British forces occupying New York City and the Continental Army to the north.

    In September of that year, three young militiamen, John Paulding, Isaac Van Wart and David Williams, stopped a rider on the Albany Post Road in Tarrytown. The rider was Major John André, the head of British intelligence operations in the American war. He was riding back from a meeting with the American general Benedict Arnold, who had secretly offered to turn over the fort at West Point to the British. Things had gone wrong for André, and he was trying to get back to British lines through American-held country, wearing civilian clothes.

    He was quickly identified, and the militiamen found papers on him that implicated him in espionage with Arnold. Those papers are why you're standing in a park named for patriots, and why a farm-boy militiaman got a statue.

    The consequences were swift. Arnold defected to the British and spent his remaining years after the war in England. André was tried by a military court and hanged on George Washington's orders on October 2, 1780. He was in his early thirties at most, born in 1750 or 1751 by the records.

    Now look at the pedestal again. The first monument here went up in 1853, one of the earliest to honor any event of the Revolutionary War, on land donated by William and Mary Taylor, members of the local African American community. Their names aren't on the pedestal. Now you know them.

    When you're ready, walk northeast, then turn left onto North Broadway, about 1.1 km and 17 minutes, to Philipsburg Manor.

The whole walk

5 stories across Sleepy Hollow

53 min · 5 stops · 1.5 mi

Starts at Patriots Park and the Andre Monument and ends at Sleepy Hollow Cemetery.

  • Plays right here in your browser, or in the app
  • One purchase for your group, on up to 4 phones
  • Refunded within 7 days if it isn't for you

Plan your walk

    How long

    About 53 min for 1.5 mi with all 5 stories. Going inside the sites adds time.

    Start and finish

    Starts at Patriots Park and the Andre Monument and ends at Sleepy Hollow Cemetery.

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    Questions people ask

    Can you walk around Sleepy Hollow Cemetery on your own?

    Yes. The cemetery welcomes visitors on foot during its opening hours, and it's the last stop of this walk. Washington Irving is buried there.

    How long is the walk?

    About 53 minutes in all, walking 1.5 miles and listening to all five stories.

    Where does the tour start and end?

    It starts at Patriots Park in Tarrytown, where the British spy John André was captured in 1780, and ends at Sleepy Hollow Cemetery.

    How do you get to Sleepy Hollow from New York City?

    Metro-North's Hudson Line from Grand Central stops at Tarrytown and Philipse Manor, both close to the route. By car, it's about 30 miles up the Hudson.

    What are the stops?

    In order: Patriots Park and the André Monument, Philipsburg Manor, the Old Dutch Church of Sleepy Hollow, the Headless Horseman Bridge and Sleepy Hollow Cemetery.

    Do I need the app?

    No. After you unlock, the tour plays right here in your browser: keep the screen on and tap each stop. The free Stories app adds GPS auto-play, so each story starts by itself when you arrive, with your phone in your pocket, and works offline.

    How many people can listen?

    One purchase covers your group on up to 4 phones. Share the link from your receipt, or everyone can sign in to the app with the same email.

    Does it work offline?

    In the app, yes: download the tour on Wi-Fi before you go. In the browser you need a signal, which is fine on most city streets; open the tour once before you leave.

    When can I start?

    Any time. It is self-guided, so there are no departure times and no group to keep up with. Pause for coffee and pick up where you left off.

    Can I give this tour as a gift?

    Yes. Tap "Give it as a gift", type their email and a note, and pick the day it arrives (Christmas morning works). They open it in their phone's browser; you get the receipt.

    Can I get a refund?

    Yes. If the tour did not work for you, email support@getstories.app within 7 days and we will refund it.

    Who made this tour?

    Stories writes each tour from public sources, checks every claim against them, and narrates it with a synthetic voice. The sources are listed at the end of this page; if you spot a mistake, tell us at support@getstories.app.

    About this tour and its sources

    You're standing in Patriots Park, on the old Post Road, at the edge of a small brook. That brook is André Brook, and it marks the line between Tarrytown and Sleepy Hollow. Look for the monument topped by a bronze statue of John Paulding. In September 1780, Paulding, Isaac Van Wart and David Williams, three local militiamen, stopped a traveler on this road who turned out to be Major John André, the head of British intelligence. Papers found on him tied him to Benedict Arnold's plot to hand over West Point. André was hanged on Washington's orders on October 2.

    Hold onto that, because it's how this walk works. Washington Irving made Sleepy Hollow famous with a ghost story, but before the headless rider there were real people here: a captured spy, and a Dutch family, the Philipses, whose manor and mill ran on the labor of enslaved Africans. Frederick Philipse built the Old Dutch Church, and enslaved laborers raised its fieldstone walls. The Native Weckquaesgeek people lived on this land before any of them. Along the way, we'll keep asking what the record says, and what Irving made up.

    Route 9 is busy, so cross with the lights and take your time.

    Now turn back to that monument and the brook beside it. Look at the bronze panel that shows the capture. That's where we start.

    Written from public sources, every claim checked against them, narrated by a synthetic voice. Last checked October 2026.

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