Sleepy Hollow Oktoberfest
Feast on German food and beer from local eateries and dance to live Bavarian music at Sleepy Hollow's annual Oktoberfest! Cider and hot chocolate is offered for the younger set, …
Free
25 events found.
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Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States
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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 -
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 -
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 -
Bubblemania
Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United StatesStarring Casey Carle, the comic bubble artist who has “burst” onto stages across the world with a flair for showmanship and an infectious energy for bubbling…from the intricate to the …
$34 -
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 -
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 -
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 -
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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 -
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 -
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 -
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 -
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 -
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 -
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 -
TaSH Farmers Market
Patriots Park Patriots Park, Tarrytown, NY, United StatesStop by TaSH, Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut flowers, dairy products, preserves, wine, and beer. There are weekly live music performances, …
Free -
Sleepy Hollow Street Fair
Beekman Avenue, Sleepy Hollow Beekman Avenue, Sleepy Hollow, NY, United StatesDiscover 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 -
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 -
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 -
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 -
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 -
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 …
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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 -
Jazz Picnic at Dale Cemetery
Dale Cemetery 104 Havell Street, Ossining, United StatesOssining Historic Cemeteries Conservancy's annual Jazz Picnic takes place at Dale Cemetery on Sunday, October 6, 2-4pm. Tickets are $25, children under 10 are half price and includes a boxed …
$25 -
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
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.