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  • Sleepy Hollow Mermaid Festival

    Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States

    Participate 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 …

    Free

  • Sleepy Hollow 150th Anniversary Block Party

    Beekman Avenue, Sleepy Hollow Beekman Avenue, Sleepy Hollow, NY, United States

    Get 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 …

    Free

  • The annual Tarrytown Halloween Parade and block party is the highlight of the October season.

    Tarrytown Halloween Parade

    Patriots Park Patriots Park, Tarrytown, NY, United States

    Parking in the Villages of Tarrytown and Sleepy Hollow will be extremely limited on the night of the Halloween parade due to road closures. The Halloween Parade urges you to use …

    Free

  • Nyack Halloween Parade

    Nyack Main Street, Nyack, NY, United States

    Don your most daring costume and join Nyack's for a frighteningly fun 35th annual Halloween Parade! Hosted by the Nyack Chamber of Commerce and the Village of Nyack, the Nyack …

    Free

  • Sleepy Hollow St. Patrick's parade marching north on Route 9 past Reformed Church.

    St. Patrick’s Day Parade

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

    The 2025 Sleepy Hollow and Tarrytown St. Patrick's Day Parade is scheduled for Sunday, March 16. The parade steps off at 1:30 pm from Main Street in Tarrytown, then proceeds …

    Free

  • This is an advertisement for Sleepy Hollow Mermaid Festival.

    Sleepy Hollow Mermaid Festival

    Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States

    The Sleepy Hollow Mermaid Festival is a community celebration that encourages Hudson River access and education. The Festival's mission is to connect residents with the river today so we can …

    Free

  • The annual Tarrytown Halloween Parade and block party is the highlight of the October season.

    Tarrytown Halloween Parade

    Patriots Park Patriots Park, Tarrytown, NY, United States

    Parking in the Villages of Tarrytown and Sleepy Hollow will be extremely limited on the night of the Halloween parade due to road closures. The Halloween Parade urges you to use …

    Free

  • This is an advertisement for Sleepy Hollow Mermaid Festival in Sleepy Hollow, NY.

    Sleepy Hollow Mermaid Festival

    Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States

    MOVED TO RAIN DATE: SUNDAY JULY 19th Celebrate the magic of the Hudson River at the Sleepy Hollow Mermaid Festival! Located in Sleepy Hollow’s breezy Kingsland Point Park, this vibrant local …

    Free – $10

  • The annual Tarrytown Halloween Parade and block party is the highlight of the October season.

    Tarrytown Halloween Parade

    Patriots Park Patriots Park, Tarrytown, NY, United States

    Parking in the Villages of Tarrytown and Sleepy Hollow will be extremely limited on the night of the Halloween Parade due to road closures. The Halloween Parade urges you to use …

    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.