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  • TaSH Holiday Market

    Tarrytown and Sleepy Hollow Farmers Market
    Patriots Park Patriots Park, Tarrytown, NY, United States

    Don't miss this year's Tarrytown and Sleepy Hollow (TaSH) Holiday Market at Patriots Park! There will be 75+ holiday décor, gift, craft and food vendors. For added festivity, the village …

    Free
  • Irvington Farmers Market

    Irvington Farmers Market
    Main Street School 101 Main Street, Irvington, NY, United States

    Enjoy 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
  • Local Lore and Legends

    Local Lore and Legends
    Park Manager Residence 25 Sleepy Hollow Road, Sleepy Hollow, NY, United States

    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 …

    $4
  • Irvington Farmers Market

    Irvington Farmers Market
    Main Street School 101 Main Street, Irvington, NY, United States

    Enjoy 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
  • Spring Crafts at Lyndhurst

    Spring Crafts at Lyndhurst
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    The Spring Craft Show by ArtRider at Lyndhurst returns from May 5th through May 7th with 200 craftspeople and makers! Shop for one-of-a-kind gifts for Mother’s Day, Father’s Day, graduations, …

    $6 – $16
  • Spring Crafts at Lyndhurst

    Spring Crafts at Lyndhurst
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    The Spring Craft Show by ArtRider at Lyndhurst returns from May 5th through May 7th with 200 craftspeople and makers! Shop for one-of-a-kind gifts for Mother’s Day, Father’s Day, graduations, …

    $6 – $16
  • Spring Crafts at Lyndhurst

    Spring Crafts at Lyndhurst
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    The Spring Craft Show by ArtRider at Lyndhurst returns from May 5th through May 7th with 200 craftspeople and makers! Shop for one-of-a-kind gifts for Mother’s Day, Father’s Day, graduations, …

    $6 – $16
  • Irvington Farmers Market

    Irvington Farmers Market
    Main Street School 101 Main Street, Irvington, NY, United States

    Enjoy 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
  • Postponed Open Streets Tarrytown – Mother’s Day

    Open Streets Tarrytown
    Main Street, Tarrytown Main Street, Tarrytown, NY, United States

    The 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 …

    Free
  • Sleepy Hollow 150th Anniversary Car Show

    Sleepy Hollow River Walk Park Westward Drive, Sleepy Hollow, NY, United States

    This 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 …

    Free
  • TaSH Farmers Market

    Tarrytown and Sleepy Hollow Farmers Market
    Patriots Park Patriots Park, Tarrytown, NY, United States

    Stop 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
  • The Pinkster Festival

    Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

    Join 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
  • Irvington Farmers Market

    Irvington Farmers Market
    Main Street School 101 Main Street, Irvington, NY, United States

    Enjoy 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
  • TaSH Farmers Market

    Tarrytown and Sleepy Hollow Farmers Market
    Patriots Park Patriots Park, Tarrytown, NY, United States

    Stop 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
  • Day of Defiant Hope

    Christ Church San Marcos 43 South Broadway, Tarrytown, NY, United States

    On 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 …

    Free
  • Irvington Farmers Market

    Irvington Farmers Market
    Main Street School 101 Main Street, Irvington, NY, United States

    Enjoy 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
  • Tarrytown Street Fair

    Main Street, Tarrytown Main Street, Tarrytown, NY, United States

    The Sleepy Hollow Tarrytown Chamber of Commerce’s annual Tarrytown Street Fair takes place this year on Sunday, June 2. Main Street transforms into an outdoor market with food, music, local retailers, …

    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.