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History of Rockwood Hall

Rockwood Hall 1 Rockwood Road, Sleepy Hollow

Join park Historian, David Teich, on an adventure into the past as he explores Rockwood Hall and its rich history through stories of the land and the people who called …

$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 …

$12 – $17
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Octagon House Tours

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington

The Armour-Stiner Octagon House, a registered National Historic Landmark, will be offering a series of guided tours; “Springtime at The Octagon House: Historic Home and Landscape Tour” April 28 through …

$27 – $29
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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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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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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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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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Karrin Allyson Quartet

Jazz Forum Club 1 Dixon Lane, Tarrytown

Karrin Allyson Quartet feat. Ted Rosenthal, Ed Howard & Matt Wilson With her clear resonant timbre, impeccable phrasing and superior scatting, five-time Grammy nominee Karrin Allyson is recognized as one of …

$30 – $35

The Daily Show Writers Comedy Tour

Tarrytown Music Hall 13 Main Street, Tarrytown

The Daily Show is Comedy Central’s longest-running program - with 24 Primetime Emmy Awards - and now the 4 brilliant comedy writers who make it all happen are taking the …

$27 – $55
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Sleepy Hollow Cemetery Lantern Tour

Sleepy Hollow Cemetery - North Gate 540 North Broadway, Sleepy Hollow

Soak up the history of this famous cemetery by the light of kerosene lanterns! It’s like stepping back in time as you visit some of the most impressive residents, including …

$30
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Karrin Allyson Quartet

Jazz Forum Club 1 Dixon Lane, Tarrytown

Karrin Allyson Quartet feat. Ted Rosenthal, Ed Howard & Matt Wilson With her clear resonant timbre, impeccable phrasing and superior scatting, five-time Grammy nominee Karrin Allyson is recognized as one of …

$30 – $35

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.