Built in 1885 by chocolate magnate William L. Wallace, the Tarrytown Music Hall has hosted vaudeville acts, silent films, and world-famous performers. This beautifully preserved theater is also known for its paranormal sightings—making it a perfect starting point for Sleepy Hollow’s haunted history.

This peaceful green space marks the exact spot where British Major John André was captured during the Revolutionary War, exposing Benedict Arnold’s treason. The Captors’ Monument commemorates the three local militiamen whose vigilance changed the course of American history. Today, the park is a scenic, contemplative stop—with strange activity at dawn.

The municipal building at 28 Beekman Avenue. Once a quiet administrative hub, this brick building has a darker reputation after hours. Locals tell of areas where footsteps echo late into the night, and chilling shadow figures appear.

Once a thriving 18th-century milling and trading center, Philipsburg Manor was built on the labor of those whose names and stories still resonate here. Visitors report bizarre activity. Its tranquil exterior hides a history that refuses to rest.

This modest crossing is the legendary site where Ichabod Crane’s fate was sealed in Washington Irving’s tale. Though the original bridge is gone, locals claim a cloaked rider still charges through the mist on moonless nights. The rush of hooves have startled more than a few passersby.

Built in the late 1600s, the Old Dutch Church is one of the oldest in New York and the resting place of Revolutionary War soldiers, local villagers, and figures said to have inspired Washington Irving’s tale. The surrounding graves lean and crumble under centuries of weather.

Established in 1849, this sprawling cemetery is the final resting place of Washington Irving and countless local legends.