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
  • 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
  • Wildflower Walk at Rockefeller State Park

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

    Join botanist Patty Butter for a leisurely walk and learn about the identification of wildflowers in Rockefeller State Park Preserve. Contribute as a citizen scientist to increase the knowledge of the ecology of the Preserve by logging your observations in the iNaturalist app. Bring a camera or cell phone to take pictures and add the …

    $4
  • Tarrytown Dogs on Parade

    Patriots Park Patriots Park, Tarrytown, NY, United States

    The Village of Tarrytown together with the Tarrytown/ Sleepy Hollow Chamber of Commerce and Bark and Meow invite you to join Tarrytown Dogs on Parade. With the 146th Annual Westminster Kennel Club Dog Show coming to town, we want to show off our own lovable pups! Bring your leashed dog to march with the best of …

    Free
  • Nick Lowe’s Quality Rock & Roll Review Starring Los Straitjackets

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

    Nick Lowe has made his mark as a producer (Elvis Costello-Graham Parker-Pretenders-The Damned), songwriter of at least three songs you know by heart, short-lived career as a pop star, and a lengthy term as a musicians’ musician. But in his current ‘second act’ as a silver-haired, tender-hearted but sharp-tongued singer-songwriter, he has no equal. Starting …

    $39 – $59
  • Monty Alexander Trio

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

    Don't miss the legendary jazz pianist Monty Alexander perform at Tarrytown's Jazz Forum! Fifty-five years after he moved to the United States from Kingston, Jamaica, his home town, Monty Alexander is an American classic, touring the world relentlessly with various projects, delighting a global audience drawn to his vibrant personality and soulful message. His spirited …

    $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
  • 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
  • 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
  • Steve Davis Quintet featuring Abena Koomson Davis

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

    Steve Davis Quintet performs at Jazz Forum in Tarrytown with vocalist Abena Koomson Davis. Born in Worcester, MA in 1967, Steve Davis was raised in Binghamton, NY and graduated in 1989 from Hartt School’s Jackie McLean Institute. It was with McLean’s guidance and recommendation that Davis landed his ?rst major performance with Art Blakey in …

    $15 – $20
  • Steve Davis Quintet featuring Abena Koomson Davis

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

    Steve Davis Quintet performs at Jazz Forum in Tarrytown with vocalist Abena Koomson Davis. Born in Worcester, MA in 1967, Steve Davis was raised in Binghamton, NY and graduated in 1989 from Hartt School’s Jackie McLean Institute. It was with McLean’s guidance and recommendation that Davis landed his ?rst major performance with Art Blakey in …

    $15 – $20
  • The Musical Box Performs Genesis: The Lamb Lies Down on Broadway

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

    The greatest rock opera ever created, The Lamb lies Down on Broadway, the last collaborative effort between legendary Peter Gabriel and Genesis, is to be revived one last time... The end of an era. The Musical Box, the only group in the world granted a licence from Peter Gabriel and Genesis, will recreate in its entirety …

    $38 – $65
  • Westminster Kennel Club: Masters Obedience Championship and Breed Judging

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Masters Obedience Championship: 8:00am – 4:30pm Obedience is a command-driven competition that tests a dog’s ability to comply with the asks of the handler. Commands can include a combination of sit, stay, jump, retrieve and scent discrimination. Purebred and All-American (mixed breed) dogs will compete to showcase the desired skills of a model dog. Breed …

    $12.5 – $25
  • 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
  • Westminster Kennel Club: Breed Judging and Group Judging

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Breed judging Judging of Toy, Terrier, and Non-Sporting breeds and Junior Showmanship Preliminaries 8:00am – 4:30pm Junior Showmanship is a competition assessing the handling skills of children 9-18 years of age-independent of the traits of the dog. The competition promotes proper training and care to prepare future generations for responsible dog ownership, sportsmanship, and future success …

    $12.5 – $25
  • Kristina Marinova – 4 Rhapsodies

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

    Critically acclaimed pianist Kristina Marinova performs four rhapsodies not often heard together in a live performance. These works for solo piano present a range of technical demands as well as contrasted moods, colors, and tonal progressions. They express spontaneity and bursts of improvisation with interplay between stark drama, dance, virtuosity with dazzling and tender lyrical …

    $28 – $48
  • Birding at Rockefeller State Park Preserve

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

    Rockefeller State Park Preserve together with adjoining private lands is one of the largest undeveloped tracts of land in Westchester County. With its mix of woodlands, fields, wetlands and a lake, the Preserve supports a diversity of species, especially birds. Come find out why the National Audubon Society has designated this an Important Bird Area. A hint: nearly …

    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.