Canceled Local Lore and Legends
While 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 …
$3
25 events found.
Sponsored
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Events
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Park Manager Residence 25 Sleepy Hollow Road, Sleepy Hollow, NY, United States
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Canceled Tarrytown Outdoor Summer Concert Series
Pierson Park 238 West Main Street, Tarrytown, NY, United StatesTarrytown Outdoor Summer Concert Series returns with eleven free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a …
Free -
Sunnyside Tours
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesA charming, romantic Hudson River landscape. America’s “Founding Father of Literature” created a romantic, picturesque estate nestled along the Hudson riverbank. The enchanted landscape of Washington Irving’s much-loved Sunnyside has …
$12 – $17 -
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 -
Jazz at Pierson Park
Pierson Park 238 West Main Street, Tarrytown, NY, United StatesEnjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson …
Free -
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 -
Sunnyside Tours
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesA charming, romantic Hudson River landscape. America’s “Founding Father of Literature” created a romantic, picturesque estate nestled along the Hudson riverbank. The enchanted landscape of Washington Irving’s much-loved Sunnyside has …
$12 – $17 -
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 -
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 -
Sunnyside Tours
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesA charming, romantic Hudson River landscape. America’s “Founding Father of Literature” created a romantic, picturesque estate nestled along the Hudson riverbank. The enchanted landscape of Washington Irving’s much-loved Sunnyside has …
$12 – $17 -
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 -
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Sunset Jazz at Lyndhurst
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesEnjoy eight free Thursday evenings of Jazz at Tarrytown's Lyndhurst mansion while watching the sun set over the Hudson River. Picnicking is encouraged! Lyndhurst has also partnered with local caterer …
Free -
Sunnyside Tours
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesA charming, romantic Hudson River landscape. America’s “Founding Father of Literature” created a romantic, picturesque estate nestled along the Hudson riverbank. The enchanted landscape of Washington Irving’s much-loved Sunnyside has …
$12 – $17 -
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 -
Postponed Horan’s Landing Live Music
Horan's Landing Park 57 River Street, Sleepy Hollow, NY, United StatesSleepy Hollow's Summer Concert Series returns with three free evenings of live music at Horan's Landing Park. Enjoy regional bands while watching the sun set over the Hudson River! Pack …
Free -
Jazz at Pierson Park
Pierson Park 238 West Main Street, Tarrytown, NY, United StatesEnjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson …
Free -
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 -
Sunnyside Tours
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesA charming, romantic Hudson River landscape. America’s “Founding Father of Literature” created a romantic, picturesque estate nestled along the Hudson riverbank. The enchanted landscape of Washington Irving’s much-loved Sunnyside has …
$12 – $17 -
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 -
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 -
Sunnyside Tours
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesA charming, romantic Hudson River landscape. America’s “Founding Father of Literature” created a romantic, picturesque estate nestled along the Hudson riverbank. The enchanted landscape of Washington Irving’s much-loved Sunnyside has …
$12 – $17 -
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 -
Horan’s Landing Live Music
Horan's Landing Park 57 River Street, Sleepy Hollow, NY, United StatesSleepy Hollow's Summer Concert Series returns with three free evenings of live music at Horan's Landing Park. Enjoy regional bands while watching the sun set over the Hudson River! Pack …
Free -
Sunset Jazz at Lyndhurst
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesEnjoy eight free Thursday evenings of Jazz at Tarrytown's Lyndhurst mansion while watching the sun set over the Hudson River. Picnicking is encouraged! Lyndhurst has also partnered with local caterer …
Free -
Full Moon Hike: “Sturgeon Moon”
Rockefeller State Park Preserve 125 Phelps Way, Pleasantville, NY, United StatesExperience Rockefeller State Park Preserve after dark for this 4-mile hike on carriage roads lit by moonlight. You will walk at a brisk pace; some hiking experience is recommended. Meet …
$3
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.