The Legend – Cirque Theatre Performance

East Parcel 60 Continental Street, Sleepy Hollow, NY

Step back in time. It’s the 1800’s. Hear the clamoring metal horseshoes click across cobblestone roads in this dark Sleepy Hollow tale. The LEGEND is a simmering adaptation of Washington Irving’s iconic ghost story, “The Legend of Sleepy Hollow.” Audiences will be treated to a cirque/theatre noir production with narration by Washington Irving himself – …

$30
Recurring Event Irving’s Legend at Sunnyside

Irving’s Legend at Sunnyside

Sunnyside 3 W Sunnyside Lane, Irvington, NY

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

The Legend – Cirque Theatre Performance

East Parcel 60 Continental Street, Sleepy Hollow, NY

Step back in time. It’s the 1800’s. Hear the clamoring metal horseshoes click across cobblestone roads in this dark Sleepy Hollow tale. The LEGEND is a simmering adaptation of Washington Irving’s iconic ghost story, “The Legend of Sleepy Hollow.” Audiences will be treated to a cirque/theatre noir production with narration by Washington Irving himself – …

$30
Recurring Event Musical: Hearts of the Hollow

Musical: Hearts of the Hollow

The Whipple Feeley Chapel 200 Gipsy Trail Road, Carmel, NY

You think know The Legend . . . come see new twists and turns in Hearts of the Hollow! An exciting new musical inspired by Washington Irving's classic short story "The Legend of Sleepy Hollow", this special seasonal event will delight audiences with 20 original songs and a story where suspense, adventure, and romance come …

$29 – $49

The Legend – Cirque Theatre Performance

East Parcel 60 Continental Street, Sleepy Hollow, NY

Step back in time. It’s the 1800’s. Hear the clamoring metal horseshoes click across cobblestone roads in this dark Sleepy Hollow tale. The LEGEND is a simmering adaptation of Washington Irving’s iconic ghost story, “The Legend of Sleepy Hollow.” Audiences will be treated to a cirque/theatre noir production with narration by Washington Irving himself – …

$30
Recurring Event Musical: Hearts of the Hollow

Musical: Hearts of the Hollow

The Whipple Feeley Chapel 200 Gipsy Trail Road, Carmel, NY

You think know The Legend . . . come see new twists and turns in Hearts of the Hollow! An exciting new musical inspired by Washington Irving's classic short story "The Legend of Sleepy Hollow", this special seasonal event will delight audiences with 20 original songs and a story where suspense, adventure, and romance come …

$29 – $49
Recurring Event Irving’s Legend at Sunnyside

Irving’s Legend at Sunnyside

Sunnyside 3 W Sunnyside Lane, Irvington, NY

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

The Legend – Cirque Theatre Performance

East Parcel 60 Continental Street, Sleepy Hollow, NY

Step back in time. It’s the 1800’s. Hear the clamoring metal horseshoes click across cobblestone roads in this dark Sleepy Hollow tale. The LEGEND is a simmering adaptation of Washington Irving’s iconic ghost story, “The Legend of Sleepy Hollow.” Audiences will be treated to a cirque/theatre noir production with narration by Washington Irving himself – …

$30
Recurring Event Irving’s Legend at Sunnyside

Irving’s Legend at Sunnyside

Sunnyside 3 W Sunnyside Lane, Irvington, NY

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

Washington Irving’s “The Devil and Tom Walker”

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

“The Devil and Tom Walker" is a short story by Washington Irving about a miserly man who makes a deal with the devil. Storyteller Jim Keyes will recount the legend of the Pirate William Kidd, whose large treasure was buried and never found. It’s rumored that Kidd buried his plunder in a forest, and made …

$40
Recurring Event Dracula and the Theater of Doom

Dracula and the Theater of Doom

Tarrytown Music Hall 13 Main Street, Tarrytown, NY

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
Recurring Event Irving’s Legend at Sunnyside

Irving’s Legend at Sunnyside

Sunnyside 3 W Sunnyside Lane, Irvington, NY

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

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.