Rivertowns SUP & Yoga Witch Festival
Searching for a wicked sight? Come to Horan’s Landing Waterfront Park for the 4th Annual SUP Witch Paddle where the witches gather and “The Legend of Sleepy Hollow” is told. …
Free
25 events found.
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Festivals
Events
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Horan's Landing Park 57 River Street, Sleepy Hollow, NY, United States
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A Goosefeather Halloween
Goosefeather 49 E Sunnyside Lane, Tarrytown, United StatesCalling all Ghouls & Boos for Goosefeather's Halloween party! Well-behaved pets are welcome. If they are also in costume - even better! Food and Beverages will be available for purchase. …
$15 -
Piermont Oktoberfest
Village of Piermont Piermont, NY, United StatesDirectly across the Hudson River from Washington Irving's home Sunnyside, the Village of Piermont throws an OKTOBERFEST for all to enjoy! There is authentic German food and beer, live music, …
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Tarrytown and Sleepy Hollow Winter Stroll
Main Street, Tarrytown Main Street, Tarrytown, NY, United States +1 moreKick off the Holiday season on December 2nd with the third annual Sleepy Hollow and Tarrytown Winter Stroll! Extended shopping hours, outdoor dining, story telling, holly jolly trolley, holiday treats, …
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Postponed Open Streets Tarrytown – Mother’s Day
Main Street, Tarrytown Main Street, Tarrytown, NY, United StatesThe Village will be closing down Main Street to cars and opening it up to shopping, dining, strolling, and more on three Sundays this year. Come out to celebrate Mom …
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Sleepy Hollow 150th Anniversary Car Show
Sleepy Hollow River Walk Park Westward Drive, Sleepy Hollow, NY, United StatesThis event offers a delightful blend of nostalgia and respect for Sleepy Hollow's automotive heritage, featuring an impressive array of classic vehicles that have left an indelible mark on the …
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Open Streets Tarrytown – Mother’s Day
Featured Open Streets TarrytownMain Street, Tarrytown Main Street, Tarrytown, NY, United StatesEvent date moved from May 12! The Village will be closing down Main Street to cars and opening it up to shopping, dining, strolling, and more on three Sundays this …
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The Pinkster Festival
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesJoin Philipsburg Manor for a day filled with art, poetry, live music, dance, and storytelling that celebrates and commemorates the region’s African American history and culture. Hear a spoken word …
$12 – $14 -
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Day of Defiant Hope
Christ Church San Marcos 43 South Broadway, Tarrytown, NY, United StatesOn Saturday, June 1, the historic Christ Church San Marcos, an Episcopal Church in Tarrytown, invites Westchester residents to connect with organizations making a positive impact in their communities. Day …
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Rose Weekend at Lyndhurst Mansion
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesJoin Lyndhurst Mansion on June 8th and 9th from 10 am to 3 pm to experience the blooming Rose Garden and to spend some time in the fresh air! Certain …
$30 -
Sleepy Hollow Music Festival
Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United StatesThe Headless Horseman rides again, but this time he’s heading for the main stage at Sleepy Hollow’s Kingsland Point Park, with its breathtaking view of the Hudson River, for the …
$75 -
Rose Weekend at Lyndhurst Mansion
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesJoin Lyndhurst Mansion on June 8th and 9th from 10 am to 3 pm to experience the blooming Rose Garden and to spend some time in the fresh air! Certain …
$30 -
Open Streets Tarrytown – Celebrate Pride
Featured Open Streets TarrytownMain Street, Tarrytown Main Street, Tarrytown, NY, United StatesThe Village will be closing down Main Street to cars and opening it up to shopping, dining, strolling, and more on three Sundays this year. Enjoy live music and activities …
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Global Grains
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesCelebrating Bread from Africa to the Americas Take your tastebuds on a trip around the world and sample breads from countries around the globe, from eba to empanadas. Meet with …
Free – $14 -
Sleepy Hollow Mermaid Festival
Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United StatesParticipate in the area’s first ever land and water parade! March through the park in costume or float on stand up paddle boards and kayaks on the Hudson. After the …
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Sleepy Hollow 150th Anniversary Block Party
Beekman Avenue, Sleepy Hollow Beekman Avenue, Sleepy Hollow, NY, United StatesGet ready for the most epic Block Party of the year! Everyone’s invited to the Sleepy Hollow Block Party on Saturday, Sept. 14, from 2 pm – 10 pm! Join …
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Open Streets Tarrytown – Celebrate Hispanic Heritage
Main Street, Tarrytown Main Street, Tarrytown, NY, United StatesThe Village will be closing down Main Street to cars and opening it up to shopping, dining, strolling, and more on three Sundays this year. Enjoy live music and activities …
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Captain Lawrence Oktoberfest
Captain Lawrence Brewing Co. 444 Saw Mill River Road, Elmsford, NY, United StatesStein Hoisting contests, live OomPah music, Oktoberfest games, beer & food specials! Best part? FREE ADMISSION! So grab your friends, throw on your lederhosen, and get ready to party with …
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Captain Lawrence Oktoberfest
Captain Lawrence Brewing Co. 444 Saw Mill River Road, Elmsford, NY, United StatesStein Hoisting contests, live OomPah music, Oktoberfest games, beer & food specials! Best part? FREE ADMISSION! So grab your friends, throw on your lederhosen, and get ready to party with …
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Croton Oktoberfest
Grand Street 129 Grand Street, Croton-on-Hudson, NYDon't miss the 4th annual Croton Oktoberfest, right around the corner from The Great Jack O'Lantern Blaze! This event transforms Grand Street into a full-fledged Bier Garden while The Croton …
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Sleepy Hollow Oktoberfest
Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United StatesFeast 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, …
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Blessing of the Animals
Christ Church San Marcos 43 South Broadway, Tarrytown, NY, United StatesBlessing of the Animals brings together furry friends, fish & fowl, snakes, bugs, zebras & elephants. Pets and people of all faiths, and no faith, are welcome! The Blessing takes …
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SUP Witches of Sleepy Hollow Festival
Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United StatesSearching for a wicked sight? Come to Kingsland Point Park for the 5th annual SUP Witches Paddle where the witches gather and “The Legend of Sleepy Hollow” is told. Join …
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Tarrytown’s Trunk or Treat
Tarrytown Recreation Center 238 West Main Street, Tarrytown, NY, United StatesFor a little pre-Halloween fun, decorate your vehicle and give out candy to children of the community dressed in costumes! A best decorated car prize will be awarded. To participate, …
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Winkle vs. Horseman and Halloween Block Party
110 Main Street 110 Main Street, Irvington, NYHalloween Block Party featuring Halloween crafts, games, a mirror maze, face painting, and shopping/activities for adults, including a beer garden hosted by Climbing Wolf! Also included are two 30-minute Rivertowns Playhouse performances of Rip Van Winkle …
$15 – $25
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.