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Small Group Birding at Rockefeller State Park Preserve

Rockefeller State Park Preserve 125 Phelps Way, Pleasantville, NY

Rockefeller State Park Preserve together with adjoining private lands is one of the largest undeveloped tracts of land in Westchester County. With its mix of woodlands, fields, wetlands and a lake, the …

Free

Westminster Kennel Club: Best in Show

Lyndhurst 635 South Broadway, Tarrytown, NY

Breed Judging Judging of Sporting and Working breeds and Junior Showmanship Preliminaries 8:00am – 4:30pm Junior Showmanship Finals 7:00pm-7:30pm Group Judging Judging of Sporting, Working, and Terrier Groups ​​​​​​​7:30pm – …

$12.5 – $25
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Octagon House Classic Tour

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY

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

Nick Kroll: Middle-Aged Boy Tour

Tarrytown Music Hall 13 Main Street, Tarrytown, NY

Nick Kroll has established himself as one of today’s most sought-after creators, writers, producers, and actors in both film and television.  Dubbed “the Picasso of Puberty” by The New York …

$35
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Sunnyside Tours

Sunnyside 3 W Sunnyside Lane, Irvington, NY

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, NY

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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Philipsburg Manor Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY

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, NY

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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Michel Camilo – Solo Piano!

Jazz Forum Club 1 Dixon Lane, Tarrytown, NY

Pianist Michel Camilo is the winner of too many honors to list – including a Grammy, three Latin Grammys and an Emmy Award. He brings to Jazz Forum his extraordinary solo …

$40 – $45

Max Weinberg’s Jukebox

Tarrytown Music Hall 13 Main Street, Tarrytown, NY

Performing over 250 shows since April of 2017, Max Weinberg’s Jukebox continues to barnstorm the country, blasting out the hits! As Chuck Berry instructed us in his classic “School Days,”...drop …

$38 – $55
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Michel Camilo – Solo Piano!

Jazz Forum Club 1 Dixon Lane, Tarrytown, NY

Pianist Michel Camilo is the winner of too many honors to list – including a Grammy, three Latin Grammys and an Emmy Award. He brings to Jazz Forum his extraordinary solo …

$40 – $45
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TaSH Farmers Market

Patriots Park Patriots Park, Tarrytown, NY

Fresh Hudson Valley produce, meat, bread, honey, specialty foods, cut flowers, dairy products, beer and wine. There is live music and sometimes demonstrations of traditional crafts. Route 9 (Broadway) next …

Free

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.