Sponsored

  • Philipsburg Manor Tours

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

    Journey 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 farmers and twenty three enslaved individuals of African descent. Step into the gristmill and learn about the work of Caesar, the enslaved African miller. Tour …

    $12 – $17
  • Union Church Tours

    Union Church Tours
    Union Church of Pocantico Hills 555 Bedford Road, Sleepy Hollow, NY, United States

    The Union Church of Pocantico Hills is a repository of awe-inspiring art by Matisse & Chagall. Stained-glass windows by European masters, commissioned by the Rockefeller family, adorn this unassuming country church. Henri Matisse’s last work, the Rose Window, and nine windows by Marc Chagall create a dramatic combination of light and color, art and spirituality. …

    $9
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Enjoy 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 River. 2022 Schedule: Fridays, July 8 through August 26. July 8: Yaacov Mayman - Organ Quartet July 15 – Sheryl Bailey & The SBQ July …

    Free
  • Cyrus Chestnut Trio

    Jazz Forum Club Performances
    Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United States

    The New York Daily News once heralded Cyrus Chestnut as the rightful heir to Bud Powell, Art Tatum and Erroll Garner. In an interview on National Public Radio (NPR) for All Things Considered, Chestnut remarked, "If I can send one person home after a performance feeling better than when they arrived, then I've done my …

    $30 – $35
  • Shakespeare at Sunset

    Shakespeare at Sunset
    Rockwood Hall Phelps Way, Pleasantville, NY, United States

    As William Shakespeare famously wrote, "All the world's a stage." Bring a picnic and a blanket and come ready to read or just relax and listen. We will have fun with the Bard's work as it was meant to be experienced: outdoors and out loud, without homework, essays, or tests. Whether you're a novice, a …

    $3
  • Southside Johnny and the Asbury Jukes

    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    In a business where success is defined as getting a second single and longevity measured in nanoseconds, simply surviving for thirty-plus years is a rare accomplishment. But Southside Johnny and the Asbury Jukes have not only survived, they have flourished: more than thirty albums, several Eps and a box set; thousands of live performances around …

    $48 – $68
  • Cyrus Chestnut Trio

    Jazz Forum Club Performances
    Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United States

    The New York Daily News once heralded Cyrus Chestnut as the rightful heir to Bud Powell, Art Tatum and Erroll Garner. In an interview on National Public Radio (NPR) for All Things Considered, Chestnut remarked, "If I can send one person home after a performance feeling better than when they arrived, then I've done my …

    $30 – $35
  • Cyrus Chestnut Trio

    Jazz Forum Club Performances
    Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United States

    The New York Daily News once heralded Cyrus Chestnut as the rightful heir to Bud Powell, Art Tatum and Erroll Garner. In an interview on National Public Radio (NPR) for All Things Considered, Chestnut remarked, "If I can send one person home after a performance feeling better than when they arrived, then I've done my …

    $30 – $35
  • Watercolor Painting En Plein Air

    Watercolor Painting En Plein Air
    Rockefeller State Park Preserve 125 Phelps Way, Pleasantville, NY, United States

    Experience nature through painting! Learn the watercolor technique under the guidance of award-winning artist, Anne Johann, as you absorb the beauty of the landscape at Rockefeller State Park Preserve. You may bring your own supplies if you have them; if not, supplies will be provided. Recommended supplies include: a watercolor set, paintbrushes, watercolor paper, pencil, …

    $8
  • TaSH Farmers Market

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

    Fresh 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 to the Warner Library. Free parking across the street at John Paulding School. Saturdays, 8:30 am to 1:30 pm rain or shine. Well behaved dogs …

    Free
  • Sunnyside Tours

    Sunnyside Tours
    Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

    A 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 been charming guests for generations. Visitors today hear about Washington Irving’s storied past and how he came to be America’s first internationally famous author. His …

    $12 – $17
  • Octagon House Classic Tour

    Octagon House Classic Tour
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    The Armour-Stiner Octagon House, a registered National Historic Landmark, was created as a summer retreat by tea-importer Joseph Stiner. Its shape was based on the theories of Orson Squire Fowler, a phrenologist, who believed octagonal houses enclosed more space, allowed the sun in at all times, and permitted more views into the landscape. The tour …

    $29
  • Kykuit Tours

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

    Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family. In 2022 the site will be open for guided tours Saturday-Sunday from May 21-October 2; and Wednesday-Monday between October 5-November 13. There are three distinct Kykuit tours available: Classic Tour: Great for first-time visitors. Your visit will include the main floor of …

    $18 – $60
  • Philipsburg Manor Tours

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

    Journey 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 farmers and twenty three enslaved individuals of African descent. Step into the gristmill and learn about the work of Caesar, the enslaved African miller. Tour …

    $12 – $17
  • Union Church Tours

    Union Church Tours
    Union Church of Pocantico Hills 555 Bedford Road, Sleepy Hollow, NY, United States

    The Union Church of Pocantico Hills is a repository of awe-inspiring art by Matisse & Chagall. Stained-glass windows by European masters, commissioned by the Rockefeller family, adorn this unassuming country church. Henri Matisse’s last work, the Rose Window, and nine windows by Marc Chagall create a dramatic combination of light and color, art and spirituality. …

    $9
  • Old Croton Aqueduct Weir Tour

    Old Croton Aqueduct Weir Tour
    Joseph G. Caputo Community Center 95 Broadway, Ossining, NY, United States

    The Old Croton Aqueduct, New York City's original water supply, runs from, Croton-on-Hudson into the Bronx and Manhattan, passing through Sleepy Hollow and Tarrytown. For most of its length, the Aqueduct is a horseshoe-shaped brick tunnel 8.5 feet high by 7.5 feet wide, set on a stone foundation and protected with an earthen cover and stone …

    Free
  • The Original Knickerbocker Tour

    The Original Knickerbocker Tour
    Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United States

    The Original Knickerbocker: Washington Irving & “The Legend of Sleepy Hollow”. Meet the father of the American short story on this one-hour tour of Sleepy Hollow Cemetery! Learn all about Washington Irving, his impact on American Literature and the enduring appeal of "The Legend of Sleepy Hollow", which recently celebrated its Bicentennial. Best of all, …

    $15
  • Monarch Habitat Hikes

    Monarch Habitat Hikes
    Rockwood Hall Phelps Way, Pleasantville, NY, United States

    Explore the habitat of monarch butterflies with Shayla and Hailey on a family-friendly hike at the Rockwood Hall section of Rockefeller State Park Preserve in Sleepy Hollow. Learn about the monarch life cycle and their incredible transcontinental migration, why their numbers are in decline, and what we can do to help them. The hike will …

    $3
  • Treason of the Darkest Dye

    Warner Library 121 North Broadway, Tarrytown, NY, United States

    Hudson Valley's master storyteller Jonathan Kruk presents his Revolutionary War story, Treason of the Darkest Dye. This performance is suited to families with children 9 and older, and adults of all ages. Event takes place in the 3rd floor meeting room of the library. A monument just a few yards north of Warner Library marks …

    Free
  • The Original Knickerbocker Tour

    The Original Knickerbocker Tour
    Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United States

    The Original Knickerbocker: Washington Irving & “The Legend of Sleepy Hollow”. Meet the father of the American short story on this one-hour tour of Sleepy Hollow Cemetery! Learn all about Washington Irving, his impact on American Literature and the enduring appeal of "The Legend of Sleepy Hollow", which recently celebrated its Bicentennial. Best of all, …

    $15
  • Cyrus Chestnut Trio

    Jazz Forum Club Performances
    Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United States

    The New York Daily News once heralded Cyrus Chestnut as the rightful heir to Bud Powell, Art Tatum and Erroll Garner. In an interview on National Public Radio (NPR) for All Things Considered, Chestnut remarked, "If I can send one person home after a performance feeling better than when they arrived, then I've done my …

    $30 – $35
  • 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 local produce, seafood and meats, cheese, pickles, prepared foods and baked goods. Sundays, 9 am to 1:30 pm rain or shine. Well behaved dogs are …

    Free
  • Sunnyside Tours

    Sunnyside Tours
    Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

    A 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 been charming guests for generations. Visitors today hear about Washington Irving’s storied past and how he came to be America’s first internationally famous author. His …

    $12 – $17
  • Octagon House Classic Tour

    Octagon House Classic Tour
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    The Armour-Stiner Octagon House, a registered National Historic Landmark, was created as a summer retreat by tea-importer Joseph Stiner. Its shape was based on the theories of Orson Squire Fowler, a phrenologist, who believed octagonal houses enclosed more space, allowed the sun in at all times, and permitted more views into the landscape. The tour …

    $29

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.