Sleepy Hollow Street Fair
Discover the magic of autumn at the Sleepy Hollow Street Fair, presented by the Sleepy Hollow Tarrytown Chamber of Commerce! This October 5, immerse yourself in a bustling community event …
Free
25 events found.
Sponsored
Events
-
-
Beekman Avenue, Sleepy Hollow Beekman Avenue, Sleepy Hollow, NY, United States
-
Kykuit Tours
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesA majestic paradise with sweeping river views. See the Hudson Valley’s top cultural attraction! Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family, beginning …
$25 – $75 -
Glass Pumpkin Patch
Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United StatesThe village of Sleepy Hollow welcomes back the artists from the Adirondack Glassblowing Studio for the 3rd annual Glass Pumpkin Patch Fundraiser of Sleepy Hollow, October 3-6, 2024 in Kingsland …
Free -
Myths & Mysteries of The Octagon House
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 -
TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church
418 North Broadway 418 North Broadway, Sleepy Hollow, United StatesEmbark on a captivating journey through the rich history of Sleepy Hollow, where the echoes of colonial America come to life. Join our local historical society for a 90-minute immersive …
$24.99 -
The Lady in White-An Immersive Octagon House Ghost Story
Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United StatesHer 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. In this immersive tour …
$58 -
Sleepy Hollow Show & Tell
Christ Church San Marcos 43 South Broadway, Tarrytown, NY, United StatesIt's a book release party like no other. Join us for the first ever SLEEPY HOLLOW SHOW & TELL, featuring spectacular, strange and spooky tales from our neighbors accompanied by …
$20 -
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 …
$20 – $57 -
Rock N Roll House of Horrors
Holy Cross Parish Hall 116 Beekman Avenue, Sleepy Hollow, NY, United StatesAre you brave enough for the six terrifying rooms at Rock N Roll House of Horrors in Sleepy Hollow? Tickets are selling fast, so grab yours and face the fear—if …
$25 – $45 -
Spirits of Sleepy Hollow Country
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesJoin us at Philipsburg Manor, nestled in the heart of Sleepy Hollow Country, for an extraordinary evening of mystery and illusion. Experience the magic of The Spirits of Sleepy Hollow …
$60 -
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 …
$30 – $55 -
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 …
$60 -
Twilight Village at Sleepy Hollow
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesA Night of Folklore, Fortune, and Festivities! Looking for the true heart of Sleepy Hollow? You’ll find it at Twilight Village at Sleepy Hollow. Discover delightful and mysterious creatures who …
$25 – $30 -
Murder Mystery!
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesSomebody's dead at Sleepy Hollow Cemetery (actually, a lot of people are dead--it is a cemetery) and it's up to YOU to bring the killer to justice! Everyone who attends …
$60 -
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 …
$50 -
The Machine Performs Pink Floyd
Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United StatesThe Machine has forged a 30+ year reputation of extending the musical legacy of Pink Floyd. The New York-based quartet performs a diverse mix of The Floyd’s extensive 16-album repertoire, …
$42 – $59 -
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 …
$50 -
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 -
Ghost Tours of Tarrytown Music Hall
Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United StatesJoin this guided tour created by Master Storyteller Jonathan Kruk and discover the historic lore and spirits that linger at The Tarrytown Music Hall. The Tarrytown Music Hall was built in 1885 …
$25 -
TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church
418 North Broadway 418 North Broadway, Sleepy Hollow, United StatesEmbark on a captivating journey through the rich history of Sleepy Hollow, where the echoes of colonial America come to life. Join our local historical society for a 90-minute immersive …
$24.99 -
Tarryhollow: Walking Through Time (Sleepy Hollow)
Patriots Park Patriots Park, Tarrytown, NY, United StatesThis two-hour tour will introduce you to the unique history of Sleepy Hollow and to some of the fascinating people who once lived in – or visited – our Village. …
$24.99 -
Walk For Wishes
Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United StatesMake-A-Wish Hudson Valley will be hosting Walk For Wishes on Sunday, October 6th in historic Sleepy Hollow at Kingsland Point Park – the home of Halloween. This family-friendly, community-driven event …
-
Kykuit Tours
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesA majestic paradise with sweeping river views. See the Hudson Valley’s top cultural attraction! Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family, beginning …
$25 – $75 -
Glass Pumpkin Patch
Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United StatesThe village of Sleepy Hollow welcomes back the artists from the Adirondack Glassblowing Studio for the 3rd annual Glass Pumpkin Patch Fundraiser of Sleepy Hollow, October 3-6, 2024 in Kingsland …
Free -
Paint a Headless Horseman with Heather Gleason
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesJoin Halloween artist Heather Gleason to learn the step-by-step process of painting your own Headless Horseman canvas painting! Each participant will receive a 11" x 14" prepped canvas panel, brushes …
$80
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.