Cool and Unusual Things to Do in Sleepy Hollow - Atlas Obscura

Unusual Attractions in Sleepy Hollow

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

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

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.

Sleepy Hollow, New York

Headless Horseman Bridge

The real-life site of Ichabod Crane's infamous gourd attack.

Are we missing something unusual in Sleepy Hollow?

Pleasantville, New York

Glacial Erratic

This giant rock arrived at this quiet park thousands of years ago on the back of a massive glacier.

1 mile from Sleepy Hollow

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.

2 miles from Sleepy Hollow

Nyack, New York

The Ghost of Nyack

Haunted Victorian house that inspired a legendary "Ghostbusters" court ruling.

3 miles from Sleepy Hollow

Want to see fewer ads? Become a Member.

Atlas Obscura Trips

Afloat the Erie Canal: A Self-Led Houseboat Adventure

Be the captain of your own ship as you steer along this historic waterway, experiencing its hidden wonders and two centuries of history.

Community Forums / United States / US: Northeast

Top Discussions in the US: Northeast Travel Forum

Post	Replies	Views	Activity
Map of New England Oddities	15 March 29, 2020	8493	March 29, 2020
New England Road Trip	27 February 7, 2020	5693	February 7, 2020
Liederkranz Cheese	10 August 29, 2019	3308	August 29, 2019
Try our NYC culinary scavenger hunt!	4 July 18, 2019	1623	July 18, 2019
Road Trip Creepy/ Cool things to see Traveling from New York to Salem, MA	7 August 18, 2019	2527	August 18, 2019

New Post Visit the Forum

Explore Sleepy Hollow, New York

Launch Map

Sleepy Hollow Leaderboard

Places Added

Join the Ranks!

Add an unusual place to Sleepy Hollow.

Places Edited

Places Visited

Recent Sleepy Hollow Activity

elizabethjadde1289 wants to go to Headless Horseman Bridge

elizabethjadde1289 wants to go to Chagall and Matisse Glass

elizabethjadde1289 wants to go to The Old Dutch Church of Sleepy Hollow

kalenyethatrandomguy wants to go to Kykuit, the Rockefeller Estate

anguisette90 wants to go to Kykuit, the Rockefeller Estate