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  • Sleepy Hollow Cemetery tour pauses at the entrance to Archbold mausoleum.

    Sleepy Hollow Cemetery Lantern Tour

    Featured Sleepy Hollow Cemetery Lantern Tour
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Soak up the history of this famous cemetery by the light of kerosene lanterns! It’s like stepping back in time as you visit some of the most impressive residents, including William Rockefeller, Andrew Carnegie, John Dustin Archbold and others resting in peace in the cemetery's north end. As this is only a one-hour tour, you’ll …

    $30

  • Nilson Matta & Brazilian Voyage

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

    A heralded bass player from Brazil who collaborated with masters like João Gilberto and Luis Bonfá, Nilson Matta moved to New York in 1985, continuing working with the best -- Joe Henderson, Paquito D'Rivera, Astrud Gilberto, Claudio Roditi, Don Pullen and more. Chosen by Yo-Yo Ma for his Brazilian Project, Nilson played on the Project’s …

    $25 – $30
  • Fresh yellow and green squash at Tarrytown and Sleepy Hollow Farmers Market.

    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
  • Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.

    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
  • The Octagon House in Irvington, NY is open seasonally for tours.

    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
  • A view of the main entranct to Kykuit, the John D. Rockefeller mansion.

    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
  • Interior of the Old Croton Aqueduct waste water weir at Ossining, New York.

    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
  • A Sleepy Hollow Cemetery walking tour pauses at the gate to Washington Irving's family lot.

    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
  • A view of the front entrance to Union Church of Pocantico Hills against a deep blue sky.

    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
  • A Sleepy Hollow Cemetery walking tour pauses at the gate to Washington Irving's family lot.

    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

  • Sarah Jane Cion Trio

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

    Sarah Jane Cion is a 1st Place Winner of the internationally acclaimed 17th Annual Great American Jazz Piano Competition. The judges were Horace Silver, Kenny Barron, Ellis Marsalis, Benny Green and Bill Charlap. Ms. Cion’s trio has performed in Japan at the prestigious Fukuoka Blue Note and Sarah appeared on the Nationally syndicated NPR radio …

    $15 – $20

  • Sarah Jane Cion Trio

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

    Sarah Jane Cion is a 1st Place Winner of the internationally acclaimed 17th Annual Great American Jazz Piano Competition. The judges were Horace Silver, Kenny Barron, Ellis Marsalis, Benny Green and Bill Charlap. Ms. Cion’s trio has performed in Japan at the prestigious Fukuoka Blue Note and Sarah appeared on the Nationally syndicated NPR radio …

    $15 – $20
  • Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.

    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
  • The Octagon House in Irvington, NY is open seasonally for tours.

    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
  • A view of the front entrance to Union Church of Pocantico Hills against a deep blue sky.

    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
  • Blue sky reflects off a stream at Rockefeller State Park Preserve.

    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
  • A photo of the night sky, promoting stargazing workshop at Rockefeller State Park Preserve.

    Stargazing in Rockefeller State Park Preserve

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

    Experience Sleepy Hollow after dark! Peer into the cosmos with Vinny Coulehan of the Rockland Astronomy Club; view the night sky through a telescope and catch a glimpse of our planetary neighbors. Meet at the Rockefeller State Park Visitor’s Center courtyard, followed by a short walk on the Overlook trail to the viewing location. Dress …

    $3
  • A photo of the night sky, promoting stargazing workshop at Rockefeller State Park Preserve.

    Stargazing in Rockefeller State Park Preserve

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

    Experience Sleepy Hollow after dark! Peer into the cosmos with Vinny Coulehan of the Rockland Astronomy Club; view the night sky through a telescope and catch a glimpse of our planetary neighbors. Meet at the Rockefeller State Park Visitor’s Center courtyard, followed by a short walk on the Overlook trail to the viewing location. Dress …

    $3
  • The Octagon House in Irvington, NY is open seasonally for tours.

    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
  • A monarch butterfly feeds on a milkweed flower. Photo courtesy of Julia Jardine.

    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
  • Picnickers on the lawn of Lyndhurst mansion enjoying live jazz music as the sun sets.

    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
  • Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.

    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
  • The Octagon House in Irvington, NY is open seasonally for tours.

    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.