Christ Church/San Marcos Annual Fall Fair
Christ Church San Marcos, the historic Episcopal parish in Tarrytown where Washington Irving once worshipped, brings back its beloved Fall Fair on October 17, 2026, from 10 am to 4 …
Free
25 events found.
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Events
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Christ Church San Marcos 43 South Broadway, Tarrytown, NY, United States
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The Headless Horseman Files
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesFour suspects, one missing schoolmaster, and 45 minutes to work out what happened — Sleepy Hollow's whodunit, staged in broad daylight. A guide walks you through the grounds of Philipsburg …
$25 – $35 -
Warner Library Fall Book Sale
Warner Library 121 North Broadway, Tarrytown, NY, United StatesFall for a good book at the Warner Library Fall Book Sale! As the leaves turn and the crisp air settles over Sleepy Hollow Country, the Warner Library invites you …
Free -
Trick-or-Treat Weekend at Lyndhurst
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesOn Saturday, October 17th and Sunday, October 18th, 2026, Lyndhurst Mansion in Tarrytown invites families to a festive weekend of trick-or-treating across its historic 67-acre landscape. Kids and grown-ups alike …
$5 – $30 -
Spirits of Sleepy Hollow Country
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesSleepy Hollow has more ghosts than the Horseman. Two illusionists intend to get them talking. Mark Clearview and Nick Wallace return to Philipsburg Manor this October with an original magic show built around the spirits …
$65 – $89 -
The Great Jack O’Lantern Blaze
Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United StatesMore than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized …
$24 – $189 -
Sleepy Hollow Haunted Hayride
Sleepy Hollow Village Hall 28 Beekman Avenue, Sleepy Hollow, NY, United StatesClimb aboard the Sleepy Hollow Haunted Hayride and hold on to your head! All seems well when you board your hay wagon in the brightly lit streets of downtown Sleepy …
$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's fresh local …
Free -
Trick-or-Treat Weekend at Lyndhurst
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesOn Saturday, October 17th and Sunday, October 18th, 2026, Lyndhurst Mansion in Tarrytown invites families to a festive weekend of trick-or-treating across its historic 67-acre landscape. Kids and grown-ups alike …
$5 – $30 -
The Headless Horseman Files
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesFour suspects, one missing schoolmaster, and 45 minutes to work out what happened — Sleepy Hollow's whodunit, staged in broad daylight. A guide walks you through the grounds of Philipsburg …
$25 – $35 -
Warner Library Fall Book Sale
Warner Library 121 North Broadway, Tarrytown, NY, United StatesFall for a good book at the Warner Library Fall Book Sale! As the leaves turn and the crisp air settles over Sleepy Hollow Country, the Warner Library invites you …
Free -
Spirits of Sleepy Hollow Country
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesSleepy Hollow has more ghosts than the Horseman. Two illusionists intend to get them talking. Mark Clearview and Nick Wallace return to Philipsburg Manor this October with an original magic show built around the spirits …
$65 – $89 -
Hocus Pocus Family Movie Screening & Fun Facts with Shannon Carlin
The Ark at the Shames JCC 371 South Broadway, Tarrytown, NY, United StatesSee the movie. Hear the stories. Celebrate the magic. Gather the whole family for a screening of this Halloween classic! After the film, stick around for a special conversation with …
Free – $12 -
The Great Jack O’Lantern Blaze
Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United StatesMore than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized …
$24 – $189 -
The Great Jack O’Lantern Blaze
Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United StatesMore than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized …
$24 – $189 -
The Great Jack O’Lantern Blaze
Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United StatesMore than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized …
$24 – $189 -
The Great Jack O’Lantern Blaze
Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United StatesMore than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized …
$24 – $189 -
Glass Pumpkin Patch Fundraiser
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 4th annual Glass Pumpkin Patch Fundraiser in Kingsland Point Park. This festive event will …
Free -
The Legend of Sleepy Hollow and Local Lore
Rockwood Hall Phelps Way, Pleasantville, NY, United StatesFollow a lamplit path to the ruins of Rockwood Hall, high above the Hudson, where storyteller and author David Neilsen is waiting with an evening of Sleepy Hollow's lesser-known ghost …
$28.52 -
The Great Jack O’Lantern Blaze
Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United StatesMore than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized …
$24 – $189 -
The Headless Horseman Files
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesFour suspects, one missing schoolmaster, and 45 minutes to work out what happened — Sleepy Hollow's whodunit, staged in broad daylight. A guide walks you through the grounds of Philipsburg …
$25 – $35 -
Glass Pumpkin Patch Fundraiser
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 4th annual Glass Pumpkin Patch Fundraiser in Kingsland Point Park. This festive event will …
Free -
Spirits of Sleepy Hollow Country
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesSleepy Hollow has more ghosts than the Horseman. Two illusionists intend to get them talking. Mark Clearview and Nick Wallace return to Philipsburg Manor this October with an original magic show built around the spirits …
$65 – $89 -
Food Truck Friday
Sleepy Hollow River Walk Park Westward Drive, Sleepy Hollow, NY, United StatesKick off your weekend with great food, community, and seasonal fun along the river! Delicious Eats: A lineup of local food trucks plus sweet treats from Jimmy’s Soft Serve ice …
Free -
The Legend of Sleepy Hollow and Local Lore
Rockwood Hall Phelps Way, Pleasantville, NY, United StatesFollow a lamplit path to the ruins of Rockwood Hall, high above the Hudson, where storyteller and author David Neilsen is waiting with an evening of Sleepy Hollow's lesser-known ghost …
$28.52
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.