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Irvington Farmers Market

Main Street School 101 Main Street, Irvington

Enjoy live music, river views and a laid-back setting at this small-town Sunday market showcasing the best of what the Hudson Valley has to offer. In season, there is fresh …

Free

Sounds of Nature

Rockefeller State Park Preserve 125 Phelps Way, Pleasantville

Join this adventure into the soundscape of the Rockefeller State Park Preserve! If you’ve ever been on a walk and heard birdsong, crickets, or frogs chirping and wondered what it …

$3
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Sunnyside Tours

Sunnyside 3 W Sunnyside Lane, Irvington

A charming, romantic Hudson River landscape. America’s “Founding Father of Literature” created a romantic, picturesque estate nestled along the Hudson riverbank. The enchanted landscape of Washington Irving’s much-loved Sunnyside has …

$10 – $15
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Octagon House Classic Tour

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington

The Armour-Stiner Octagon House, a registered National Historic Landmark, was created as a summer retreat by tea-importer Joseph Stiner. Its shape was based on the theories of Orson Squire Fowler, …

$29
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Kykuit Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow

Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family. In 2022 the site will be open for guided tours Saturday-Sunday from May 21-October 2; …

$18 – $60
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Philipsburg Manor Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow

Journey to Colonial America! Wander along a woodland path and enter the year 1750, when Philipsburg Manor was a thriving milling and trading complex that was home to several hundred tenant …

$12 – $17
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Old Croton Aqueduct Weir Tour

Joseph G. Caputo Community Center 95 Broadway, Ossining

The Old Croton Aqueduct, New York City's original water supply, runs from, Croton-on-Hudson into the Bronx and Manhattan, passing through Sleepy Hollow and Tarrytown. For most of its length, the Aqueduct …

Free
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The Original Knickerbocker Tour

Sleepy Hollow Cemetery - South Gate 430 North Broadway, Sleepy Hollow

The Original Knickerbocker: Washington Irving & “The Legend of Sleepy Hollow”. Meet the father of the American short story on this one-hour tour of Sleepy Hollow Cemetery! Learn all about …

$15
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Union Church Tours

Union Church of Pocantico Hills 555 Bedford Road, Sleepy Hollow

The Union Church of Pocantico Hills is a repository of awe-inspiring art by Matisse & Chagall. Stained-glass windows by European masters, commissioned by the Rockefeller family, adorn this unassuming country …

$9
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The Original Knickerbocker Tour

Sleepy Hollow Cemetery - South Gate 430 North Broadway, Sleepy Hollow

The Original Knickerbocker: Washington Irving & “The Legend of Sleepy Hollow”. Meet the father of the American short story on this one-hour tour of Sleepy Hollow Cemetery! Learn all about …

$15
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Tony Jefferson

Jazz Forum Club 1 Dixon Lane, Tarrytown

Tony Jefferson, a New York native, is an accomplished drummer and vocalist. He has been a fixture on the New York jazz scene for many years. He has also toured …

$15 – $20
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Tony Jefferson

Jazz Forum Club 1 Dixon Lane, Tarrytown

Tony Jefferson, a New York native, is an accomplished drummer and vocalist. He has been a fixture on the New York jazz scene for many years. He has also toured …

$15 – $20

Shaun Cassidy, Magic of the Midnight Sky Tour

Tarrytown Music Hall 13 Main Street, Tarrytown

Shaun Cassidy is an American writer, producer, actor and singer. After making his name as a performer, Cassidy went on to create, write, and/or produce a number of critically acclaimed …

$48 – $125

There’s something for everyone in the real Sleepy Hollow—farmers markets, live music, street fairs, historic homes, hiking trails, kayaking and boating on the Hudson River. Halloween season brings even more for the whole family—haunted hayrides, blazing pumpkins, costumed 5K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.