Sponsored

  • 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
  • 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
  • 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
  • Kenia Ashby

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

    With her amber-tone voice and unmatched phrasing, Kenia Ashby evokes Brazil’s heart and soul as few singers ever have. ConnectBrazil.com says, “Her voice can suspend time, and it can lead you to think about nothing at all.”

    $15 – $20
  • Kenia Ashby

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

    With her amber-tone voice and unmatched phrasing, Kenia Ashby evokes Brazil’s heart and soul as few singers ever have. ConnectBrazil.com says, “Her voice can suspend time, and it can lead you to think about nothing at all.”

    $15 – $20
  • 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
  • Tree Identification Walk

    Tree Identification Walk
    Rockefeller State Park Preserve 125 Phelps Way, Pleasantville, NY, United States

    Join Rockefeller State Park Preserve's flora steward, Devyani Mishra, on a leisurely stroll to learn more about trees and other plants in the area and how to identify them. The hike will be short with frequent stops for discussion. Meet in the Visitor’s Center courtyard and bring water to drink. Leashed dogs are welcome.

    $3
  • 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
  • Horan’s Landing Live Music

    Horan’s Landing Live Music
    Horan's Landing Park 57 River Street, Sleepy Hollow, NY, United States

    Sleepy Hollow's Summer Concert Series returns with three free evenings of live music at Horan's Landing Park. Enjoy regional bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks and ice cream trucks are usually on hand to serve up delicious fare, and …

    Free
  • Sunset Jazz at Lyndhurst

    Sunset Jazz at Lyndhurst
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Enjoy eight free Thursday evenings of Jazz at Tarrytown's Lyndhurst mansion while watching the sun set over the Hudson River. Picnicking is encouraged! Lyndhurst has also partnered with local caterer Geordane's for preordered food and to-snacks during each show. Wine will be available to purchase ahead of time from  MySherry &more Inc ONLY alongside the purchase …

    Free
  • Full Moon Hike: “Sturgeon Moon”

    Rockefeller State Park Preserve 125 Phelps Way, Pleasantville, NY, United States

    Experience Rockefeller State Park Preserve after dark for this 4-mile hike on carriage roads lit by moonlight. You will walk at a brisk pace; some hiking experience is recommended. Meet in the Rockefeller State Park Preserve Visitor’s Center courtyard. Please bring water, a flashlight or headlamp, and dress according to weather conditions. Leashed dogs are …

    $3
  • 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
  • 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
  • Jason Marsalis Quartet • Tribute to Lionel Hampton

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

    Mr. Marsalis is an exact and articulate four-mallet player, shaping the harmony throughout by dampening bars with hand or mallet, keeping tight control over the sustain pedal for maximum variety of sound. ~ Downbeat The youngest member of America’s first family of jazz, Jason Marsalis is an accomplished vibraphonist, composer, performer and bandleader, who makes …

    $25 – $30
  • Jason Marsalis Quartet • Tribute to Lionel Hampton

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

    Mr. Marsalis is an exact and articulate four-mallet player, shaping the harmony throughout by dampening bars with hand or mallet, keeping tight control over the sustain pedal for maximum variety of sound. ~ Downbeat The youngest member of America’s first family of jazz, Jason Marsalis is an accomplished vibraphonist, composer, performer and bandleader, who makes …

    $25 – $30
  • 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
  • Jason Marsalis Quartet • Tribute to Lionel Hampton

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

    Mr. Marsalis is an exact and articulate four-mallet player, shaping the harmony throughout by dampening bars with hand or mallet, keeping tight control over the sustain pedal for maximum variety of sound. ~ Downbeat The youngest member of America’s first family of jazz, Jason Marsalis is an accomplished vibraphonist, composer, performer and bandleader, who makes …

    $25 – $30
  • 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

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.