Oktoberfest
Feast on German food and beer from local eateries and dance to live Bavarian music at Sleepy Hollow's annual Oktoberfest! Cider and hot chocolate is offered for the younger set, …
Free
25 events found.
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Events
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Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States
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The Legend Cirque
East Parcel 60 Continental Street, Sleepy Hollow, NY, United StatesThe Legend Cirque is back by popular demand for a second season. Step into the magic of the Big Top and witness The Legend of Sleepy Hollow come to life …
$45 – $50 -
Classic Daytime Cemetery Tour
Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United StatesSoak up the beauty of this 174-year old cemetery while your guide regales you with stories of the fascinating people resting here in peace. This two-hour daytime walk is the perfect …
$27.5 -
Spirits of Sleepy Hollow Country
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesJoin master illusionists Mark Clearview and Nick Wallace as they journey into the realm of the unknown at this spooky supernatural spectacle. Their tricks and conjurings will leave you spellbound …
$65 -
The Great Jack O’Lantern Blaze
Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United StatesThe Great Jack O'Lantern Blaze is the Hudson Valley’s most electrifying fall happening! Meander through the 18th-century landscape of Van Cortlandt Manor and discover a breathtaking display of more than …
$24 – $129 -
Irving’s Legend at Sunnyside
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesIrving’s Legend returns reimagined this fall. Performed under the stars at Washington Irving’s Sunnyside, master storyteller Jonathan Kruk will cast a spell with dramatic performances of the classic tale. Live …
$40 – $45 -
The Legend Cirque
East Parcel 60 Continental Street, Sleepy Hollow, NY, United StatesThe Legend Cirque is back by popular demand for a second season. Step into the magic of the Big Top and witness The Legend of Sleepy Hollow come to life …
$45 – $50 -
Tito Puente, Jr. Latin Jazz Ensemble
Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United StatesHe’s the son and musical heir of “El Rey” – The King – the legendary American salsa and Latin jazz maestro Tito Puente. Tito Puente Jr. is certainly a prince, …
$35 – $40 -
The Good, the Bad and the Unusual-Cemetery Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesJoin Sara Mascia and Tara Van Tassell from our local historical society as they dish about several intriguing locals as well as some of Sleepy Hollow Cemetery's world-famous inhabitants. You …
$46 -
Spirits of Sleepy Hollow Country
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesJoin master illusionists Mark Clearview and Nick Wallace as they journey into the realm of the unknown at this spooky supernatural spectacle. Their tricks and conjurings will leave you spellbound …
$65 -
Murder and Mayhem Walking Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesThe true stories on this two-hour lantern tour of Sleepy Hollow Cemetery are so grim, you just might have nightmares! Curious to learn about a family that lost 5 children …
$50 -
Irving’s Legend at Sunnyside
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesIrving’s Legend returns reimagined this fall. Performed under the stars at Washington Irving’s Sunnyside, master storyteller Jonathan Kruk will cast a spell with dramatic performances of the classic tale. Live …
$40 – $45 -
The Princess Bride: An Inconceivable Evening with Cary Elwes
Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United StatesJoin Cary Elwes (Westley) for a behind-the-scenes look at life on and off the set of the classic film, The Princess Bride. After a screening of the iconic movie, Elwes …
$38 – $150 -
Sleepy Hollow Cemetery Lantern Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesStep back in time and explore the cemetery by kerosene lantern light! This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous. You’ll …
$46 -
Spirits of Sleepy Hollow Country
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesJoin master illusionists Mark Clearview and Nick Wallace as they journey into the realm of the unknown at this spooky supernatural spectacle. Their tricks and conjurings will leave you spellbound …
$65 -
Irving’s Legend at Sunnyside
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesIrving’s Legend returns reimagined this fall. Performed under the stars at Washington Irving’s Sunnyside, master storyteller Jonathan Kruk will cast a spell with dramatic performances of the classic tale. Live …
$40 – $45 -
Tito Puente, Jr. Latin Jazz Ensemble
Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United StatesHe’s the son and musical heir of “El Rey” – The King – the legendary American salsa and Latin jazz maestro Tito Puente. Tito Puente Jr. is certainly a prince, …
$35 – $40 -
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Irvington Farmers Market
Main Street School 101 Main Street, Irvington, NY, United StatesEnjoy 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 -
Lyndhurst Tours
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesLyndhurst, one of America’s finest Gothic Revival mansions, overlooks the Hudson River in Tarrytown, NY. The estate was shaped for more than a century by three families and their staff: The …
$18 – $42 -
Classic Daytime Cemetery Tour
Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United StatesSoak up the beauty of this 174-year old cemetery while your guide regales you with stories of the fascinating people resting here in peace. This two-hour daytime walk is the perfect …
$27.5 -
Lyndhurst Fall Classic Mansion Tour
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesPerfect for first-time guests, this one-hour tour covers two floors and treats visitors to a rare glimpse of the lavish decorative arts and furniture left to Lyndhurst by previous owners …
$20 – $28 -
Home of the ‘Legend’
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesAt this family-friendly happening, visitors can tour Washington Irving’s house—decorated for the season—watch an original shadow puppet short film, and enjoy games on the lawn. A special exhibit highlights how …
$15 – $18 -
Kykuit Tours
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesBuilt between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family. In 2023 the site will be open for guided walking tours Friday-Sunday from May 12-October …
$20 – $65 -
The Original Knickerbocker Tour
Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United StatesThe 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 …
$20 -
Octagon House Myths and Mysteries Tour
Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States18 miles north of New York City, high on a bank along The Hudson River sits The Armour-Stiner (Octagon) House. Built in 1860, this enigmatic, eight-sided, domed landmark is the …
$29
There's something for everyone in Sleepy Hollow Country—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 10K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.