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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Events
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Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States
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The Legend – Cirque Theatre Performance
East Parcel 60 Continental Street, Sleepy Hollow, NY, United StatesStep 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 …
$30 -
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 …
$24 – $99 -
The Legend – Cirque Theatre Performance
East Parcel 60 Continental Street, Sleepy Hollow, NY, United StatesStep 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 …
$30 -
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 -
Lyndhurst Ramble Tour
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesIn celebration of the Hudson River Valley Ramble, Lyndhurst offers a walking tour of the historic estate, a Gothic Revival masterpiece overlooking the Hudson River. The site reflects over 180 years …
$30 -
Home of the ‘Legend’
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesAt 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 …
Free – $12 -
Philipsburg Manor Tours
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesJourney to Colonial America! Wander along a woodland path and enter the year 1750, when Philipsburg Manor was a thriving milling and trading complex that was home to several hundred tenant …
$12 – $17 -
The Legend – Cirque Theatre Performance
East Parcel 60 Continental Street, Sleepy Hollow, NY, United StatesStep 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 …
$30 -
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 …
$24 – $99 -
The Legend – Cirque Theatre Performance
East Parcel 60 Continental Street, Sleepy Hollow, NY, United StatesStep 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 …
$30 -
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 …
$24 – $99 -
Local Lore and Legends
Park Manager Residence 25 Sleepy Hollow Road, Sleepy Hollow, NY, United StatesWhile Sleepy Hollow is well known for its headless horseman, there are quite a few lesser-known legends that take place on this land. The names of some of our most …
$4 -
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 …
$24 – $99 -
Home of the ‘Legend’
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesAt 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 …
Free – $12 -
Philipsburg Manor Tours
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesJourney to Colonial America! Wander along a woodland path and enter the year 1750, when Philipsburg Manor was a thriving milling and trading complex that was home to several hundred tenant …
$12 – $17 -
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 …
$24 – $99 -
The Legend – Cirque Theatre Performance
East Parcel 60 Continental Street, Sleepy Hollow, NY, United StatesStep 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 …
$30 -
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TaSH Farmers Market
Patriots Park Patriots Park, Tarrytown, NY, United StatesFresh Hudson Valley produce, meat, bread, honey, specialty foods, cut flowers, dairy products, beer and wine. There is live music and sometimes demonstrations of traditional crafts. Route 9 (Broadway) next …
Free -
Home of the ‘Legend’
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesAt 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 …
Free – $12 -
Philipsburg Manor Tours
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesJourney to Colonial America! Wander along a woodland path and enter the year 1750, when Philipsburg Manor was a thriving milling and trading complex that was home to several hundred tenant …
$12 – $17 -
The Legend – Cirque Theatre Performance
East Parcel 60 Continental Street, Sleepy Hollow, NY, United StatesStep 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 …
$30 -
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 …
$24 – $99 -
The Legend – Cirque Theatre Performance
East Parcel 60 Continental Street, Sleepy Hollow, NY, United StatesStep 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 …
$30 -
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
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.