Event Series Spirits of Sleepy Hollow Country

Spirits of Sleepy Hollow Country

Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

Join 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 as they communicate with the spirits of Sleepy Hollow Country, like Hulda of Bohemia, British spy Major John André, and the Headless Horseman himself! Once …

$65
Event Series The Great Jack O’Lantern Blaze

The Great Jack O’Lantern Blaze

Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United States

The 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 7,000 illuminated jack o’ lanterns—all designed and hand-carved on site by a team of talented artisans. New for 2023, see the twirling pumpkin Ferris wheel …

$24 – $129
Event Series Irving’s Legend at Sunnyside

Irving’s Legend at Sunnyside

Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

Irving’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 music and an appearance from the Headless Horseman himself make this a spooky spectacular experience for all ages! Advance reservations are required. No tickets will …

$40 – $45
Event Series The Legend Cirque

The Legend Cirque

East Parcel 60 Continental Street, Sleepy Hollow, NY, United States

The 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 in a haunting display of acrobatic feats. Ichabod Crane and Brom Bones compete for Katrina Van Tassel's hand, and the Headless Horseman returns in a …

$45 – $50
Event Series Jazz Forum Club Performances

Tito Puente, Jr. Latin Jazz Ensemble

Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United States

He’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, honoring his father's legacy with a hot ensemble and playing with the same joy, becoming an audience favorite in casinos, performing arts centers, symphony halls, …

$35 – $40

The Good, the Bad and the Unusual-Cemetery Tour

Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

Join 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 can guess who will be good, bad, or unusual! Among the many locals are poet and eccentric Minna Irving, chocolatier William Wallace, and popular neighbor …

$46
Event Series Spirits of Sleepy Hollow Country

Spirits of Sleepy Hollow Country

Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

Join 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 as they communicate with the spirits of Sleepy Hollow Country, like Hulda of Bohemia, British spy Major John André, and the Headless Horseman himself! Once …

$65
Event Series Murder and Mayhem Walking Tour

Murder and Mayhem Walking Tour

Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

The 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 one terrible afternoon, or a horrific murder that led police on a multi-state chase? Maybe you’d like to hear about a son who shot his …

$50
Event Series Irving’s Legend at Sunnyside

Irving’s Legend at Sunnyside

Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

Irving’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 music and an appearance from the Headless Horseman himself make this a spooky spectacular experience for all ages! Advance reservations are required. No tickets will …

$40 – $45
Event Series Tarrytown Music Hall Performances

The Princess Bride: An Inconceivable Evening with Cary Elwes

Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

Join 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 takes the Tarrytown Music Hall stage for a moderated discussion revealing never before shared secrets and tales of inconceivable antics! A limited number of VIP …

$38 – $150
Event Series Sleepy Hollow Cemetery Lantern Tour

Sleepy Hollow Cemetery Lantern Tour

Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

Step 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 visit titans of industry like Andrew Carnegie and William Rockefeller, meet Washington Irving whose famous short story gave our village its very name, see the …

$46
Event Series Spirits of Sleepy Hollow Country

Spirits of Sleepy Hollow Country

Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

Join 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 as they communicate with the spirits of Sleepy Hollow Country, like Hulda of Bohemia, British spy Major John André, and the Headless Horseman himself! Once …

$65

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.