Octagon House “The Lady in White” Interactive Tour & Performance

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

Her ship went down in flames, but the Lady in White returned to the Octagon House and still waits for her lover to find her there. Based on the 1956 Carl Carmer tale, your visit with The Spirit of the Octagon House will take you through the rooms of this unique to the world home …

$39
Event Series Jazz Forum Club Performances

Ted Rosenthal Trio

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

Acclaimed pianist Ted Rosenthal has performed worldwide as a soloist, with his trio, and as a sideman with many Jazz greats including Gerry Mulligan, Art Farmer, Phil Woods, James Moody, Bob Brookmeyer and the Vanguard Jazz Orchestra. He has also been a featured soloist with several major American orchestras including the Detroit Symphony. Winner of …

$15 – $20
Event Series Lyndhurst After Dark!

Lyndhurst After Dark!

Lyndhurst 635 South Broadway, Tarrytown, NY, United States

You’ve experienced the splendor of the Lyndhurst Mansion during the day, but have you seen it draped in candlelight? This Halloween Season, experience the history of the Mansion and explore Victorian lore in the glow of an October evening: Lyndhurst After Dark! Timed entry allows visitors to take a semi-guided walk through the Mansion as it …

$20 – $26
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 2022, watch the animated “Jack” Smith Shop …

$24 – $99
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 …

$30 – $70

Chris Botti

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

For over two decades, Grammy Award-winning master trumpeter and composer Chris Botti has amassed a spectacular variety of honors, including multiple Gold and Platinum albums, to become the nation’s largest selling instrumental artist. His mesmerizing performances with a stunning array of legends such as Sting, Barbra Streisand, Tony Bennett, Yo-Yo Ma, Frank Sinatra, Paul Simon …

$58 – $125
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

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 William Rockefeller, Andrew Carnegie, John Dustin Archbold and others resting in peace in the cemetery's north end. As this is only a one-hour tour, you’ll …

$45
Event Series American Aristocrats Cemetery Tour

American Aristocrats Cemetery Tour

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

Short on time? Make the most of it and meet the crème de la crème on this one-hour lantern tour of Sleepy Hollow Cemetery! The Gilded Age began after the Civil War and ended around 1900. It was a time of tremendous industrialization and rapid economic growth. Railroads were built to connect the East Coast …

$30
Event Series American Aristocrats Cemetery Tour

American Aristocrats Cemetery Tour

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

Short on time? Make the most of it and meet the crème de la crème on this one-hour lantern tour of Sleepy Hollow Cemetery! The Gilded Age began after the Civil War and ended around 1900. It was a time of tremendous industrialization and rapid economic growth. Railroads were built to connect the East Coast …

$30
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

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 William Rockefeller, Andrew Carnegie, John Dustin Archbold and others resting in peace in the cemetery's north end. As this is only a one-hour tour, you’ll …

$45
Event Series Home of the ‘Legend’

Home of the ‘Legend’

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

At 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 "The Legend of Sleepy Hollow" has lived in the imagination of popular culture through the centuries since its publication.

Free – $12
Event Series Dracula and the Theater of Doom

Dracula and the Theater of Doom

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

Dracula, the King of the Vampires, is loose in the Tarrytown Music Hall this Halloween! This new breathtaking thrill ride, written and directed by Sleepy Hollow’s own Peter Royston, keeps the audience on its feet as they move with the characters from eerie space to space through the historic Tarrytown Music Hall! Join the audience …

$31

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.