Events in Sleepy Hollow, NY

Legendary village events, historic celebrations, and community activities in Sleepy Hollow.

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Field Guide
Sketch illustration of Sleepy Hollow, NY

Sleepy Hollow, NY

The legend, the lighthouse, and America's most famous Halloween town

Sleepy Hollow is the village that gave Washington Irving's Headless Horseman his home, and it leans fully into that legend, especially every autumn. Beyond the folklore it is a genuinely historic Hudson River village: colonial-era manors, a landmark cemetery, Rockefeller estates in the hills above, and a restored lighthouse on the river.

Landmarks & Highlights

Sleepy Hollow Cemetery & Old Dutch Church

The resting place of Washington Irving and Andrew Carnegie, beside the 17th-century Old Dutch Church of the Legend.

Philipsburg Manor

A restored colonial-era farm and milling site staffed by costumed interpreters.

Kykuit, the Rockefeller Estate

The hilltop Rockefeller mansion with gardens and sculpture, open for tours via Philipsburg Manor.

Sleepy Hollow Lighthouse

A restored 1883 cast-iron lighthouse on the Hudson at Kingsland Point Park.

Things to Do in Sleepy Hollow

  • Take a lantern tour of Sleepy Hollow Cemetery
  • Visit Philipsburg Manor and tour Kykuit in the hills above
  • See the Sleepy Hollow Lighthouse at Kingsland Point Park
  • Experience the Great Jack O'Lantern Blaze and Halloween events each fall

Food & Drink

Sleepy Hollow's Beekman Avenue and the shared downtown with neighboring Tarrytown offer Central and South American restaurants, delis, and cafes, with Tarrytown's full Main Street dining a short walk south.

Getting There

Sleepy Hollow is served by the Philipse Manor and Tarrytown Metro-North Hudson Line stations, roughly 40-50 minutes to Grand Central. Parking is available at Kingsland Point Park and around the historic sites.

When to Visit

Autumn is the main event: the Great Jack O'Lantern Blaze, Horseman's Hollow, and cemetery tours draw visitors from everywhere. Summer is quieter and ideal for the lighthouse and riverfront.

Frequently Asked Questions

Is Sleepy Hollow a real place?

Yes, Sleepy Hollow is a real village in Westchester County, New York, on the Hudson River, and the setting Washington Irving used for The Legend of Sleepy Hollow.

What is Sleepy Hollow famous for?

The Legend of Sleepy Hollow and the Headless Horseman, its historic cemetery and Old Dutch Church, and its elaborate Halloween season.

When should I visit Sleepy Hollow?

Autumn for the Halloween attractions like the Great Jack O'Lantern Blaze; summer for the lighthouse and quieter riverfront.

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