• Sunset Soirée at Lyndhurst’s Overlook

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    After years of planning, building, and planting, the Paula Hayes Garden at The Overlook is finally ready to enjoy, in all of its whimsical, native glory. Join us for a …

    $55
  • Historical Society Preservation Award & Wine Tasting Fundraiser

    The Historical Society, Inc. of Sleepy Hollow & Tarrytown 1 Grove Street, Tarrytown, NY, United States

    Raise a glass under the tent at the Jacob Odell House for The Historical Society's annual autumn fundraiser. The evening honors Mark Morganelli and Ellen Prior for 40 years of Jazz Forum Arts and their long service to the Sleepy Hollow and Tarrytown community. Enjoy wine and spirits tastings courtesy of Grape Expectations, sweet and …

    $100 – $125
  • The Masquerade of the Red Death

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Step into a night of gothic splendor and inescapable doom at The Masquerade of the Red Death Halloween Party. Held within the soaring, vaulted Gothic halls of Lyndhurst Mansion, this …

    $120
  • Murder Mystery

    Murder Mystery!
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Join us for a Murder Mystery experience as we celebrate Washington Irving's "The Legend of Sleepy Hollow"! "The Legend of Sleepy Hollow" was published just over 200 years ago, and …

    $65
  • Murder Mystery

    Murder Mystery!
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Join us for a Murder Mystery experience as we celebrate Washington Irving's "The Legend of Sleepy Hollow"! "The Legend of Sleepy Hollow" was published just over 200 years ago, and …

    $65
  • Small Bites at Collinwood: Soirée in the Mansion

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Close out Halloween night with the most devoted Dark Shadows fans at an intimate evening gathering inside Collinwood itself. Mingle with actress Kathryn Leigh Scott and special guests over drinks …

    $120

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.