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  • 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. The Irvington Farmers Market is just a short distance from Washington Irving’s home …

    Free
  • Trudy Dunbar Memorial 5K Turkey Trot & 1 mile Gobbler Trot

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

    Calling all runners & trotters! Tarrytown Recreation is hosting its annual Trudy Dunbar Memorial 5K Turkey Trot & 1 mile Gobbler Trot on Sunday, November 24, 2024 at the Tarrytown River Walk. The Gobbler Trot (1 mile) race will begin at 9:30 a.m. and The Turkey Trot (5k) race will begin at 10:00 a.m. Participants …

    $30 – $50
  • Victorian Christmas at The Octagon House

    Victorian Christmas at The Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    19th Century Holiday Cheer Celebrate the holiday season in Victorian splendor at The Octagon House. All rooms in the house will be decorated with wreaths, garlands, and the sparkle of ornaments on three grand Christmas trees. While exploring the colorful history of this one-of-a-kind home, visitors will see stunning examples of antique holiday décor and …

    $29 – $34
  • Sleepy Hollow Cemetery Lantern Tour

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

    Step back in time and explore the cemetery by kerosene lantern light! This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous. You’ll visit titans of industry like Andrew Carnegie and William Rockefeller, meet Washington Irving whose famous short story gave our village its very name, see the …

    $50
  • Stella Blue’s Band & Soulshine – Celebrating the Grateful Dead & Allman Brothers

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

    A Thanksgiving eve tradition continues!….A jam-filled evening celebrating two of the most iconic rock acts in music history. Stella Blue's Band, founded in 2009, recreates the experience of being at a Grateful Dead show. The band has been lighting up the tri-state area with its high-energy performances. With dynamic jams and artful improvisation, Stella has …

    $40.50 – $51
  • Victorian Christmas at The Octagon House

    Victorian Christmas at The Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    19th Century Holiday Cheer Celebrate the holiday season in Victorian splendor at The Octagon House. All rooms in the house will be decorated with wreaths, garlands, and the sparkle of ornaments on three grand Christmas trees. While exploring the colorful history of this one-of-a-kind home, visitors will see stunning examples of antique holiday décor and …

    $29 – $34
  • Sleepy Hollow Cemetery Lantern Tour

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

    Step back in time and explore the cemetery by kerosene lantern light! This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous. You’ll visit titans of industry like Andrew Carnegie and William Rockefeller, meet Washington Irving whose famous short story gave our village its very name, see the …

    $50
  • The Last Waltz Celebration

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

    The THE BAND Band presents a celebration of The Last Waltz, bringing to life one of the most historic concerts of the rock era right here at Tarrytown Music Hall. On Thanksgiving Day in 1976, concertgoers packed San Francisco’s Winterland Ballroom to witness The Last Waltz - the final performance of The Band’s legendary 16-year …

    $40 – $51
  • Holiday Makers Market

    Makers Market
    Makers Central 84 Central Avenue, Tarrytown, NY, United States

    Don't miss the 4th annual Shop Small Makers Market! Makers Central is a shared studio space in the heart of Tarrytown whose mission is to build a collaborative, productive work environment where like-minded maker businesses flourish. This is a community of members who focus on handmade, functional goods for home and hospitality. For two weekends …

    Free
  • Victorian Christmas at The Octagon House

    Victorian Christmas at The Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    19th Century Holiday Cheer Celebrate the holiday season in Victorian splendor at The Octagon House. All rooms in the house will be decorated with wreaths, garlands, and the sparkle of ornaments on three grand Christmas trees. While exploring the colorful history of this one-of-a-kind home, visitors will see stunning examples of antique holiday décor and …

    $29 – $34
  • Murder and Mayhem Walking Tour

    Murder and Mayhem Walking Tour
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    The true stories on this two-hour lantern tour of Sleepy Hollow Cemetery are so grim, you just might have nightmares! Curious to learn about a family that lost 5 children one terrible afternoon, or a horrific murder that led police on a multi-state chase? Maybe you’d like to hear about a son who shot his …

    $60
  • Sleepy Hollow Cemetery Lantern Tour

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

    Step back in time and explore the cemetery by kerosene lantern light! This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous. You’ll visit titans of industry like Andrew Carnegie and William Rockefeller, meet Washington Irving whose famous short story gave our village its very name, see the …

    $50
  • Paula Poundstone

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

    Iconic comedian Paula Poundstone is known for her smart, observational humor and a spontaneous wit that has become the stuff of legend. She regularly plays theaters across the country, hosts a weekly comedy podcast, Nobody Listens to Paula Poundstone, and is a regular panelist on NPR’s Wait, Wait… Don’t Tell Me. Paula has starred in …

    $41 – $61
  • Holiday Makers Market

    Makers Market
    Makers Central 84 Central Avenue, Tarrytown, NY, United States

    Don't miss the 4th annual Shop Small Makers Market! Makers Central is a shared studio space in the heart of Tarrytown whose mission is to build a collaborative, productive work environment where like-minded maker businesses flourish. This is a community of members who focus on handmade, functional goods for home and hospitality. For two weekends …

    Free
  • Victorian Christmas at The Octagon House

    Victorian Christmas at The Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    19th Century Holiday Cheer Celebrate the holiday season in Victorian splendor at The Octagon House. All rooms in the house will be decorated with wreaths, garlands, and the sparkle of ornaments on three grand Christmas trees. While exploring the colorful history of this one-of-a-kind home, visitors will see stunning examples of antique holiday décor and …

    $29 – $34
  • Victorian Christmas at The Octagon House

    Victorian Christmas at The Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    19th Century Holiday Cheer Celebrate the holiday season in Victorian splendor at The Octagon House. All rooms in the house will be decorated with wreaths, garlands, and the sparkle of ornaments on three grand Christmas trees. While exploring the colorful history of this one-of-a-kind home, visitors will see stunning examples of antique holiday décor and …

    $29 – $34
  • Victorian Christmas at The Octagon House

    Victorian Christmas at The Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    19th Century Holiday Cheer Celebrate the holiday season in Victorian splendor at The Octagon House. All rooms in the house will be decorated with wreaths, garlands, and the sparkle of ornaments on three grand Christmas trees. While exploring the colorful history of this one-of-a-kind home, visitors will see stunning examples of antique holiday décor and …

    $29 – $34
  • Victorian Christmas at The Octagon House

    Victorian Christmas at The Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    19th Century Holiday Cheer Celebrate the holiday season in Victorian splendor at The Octagon House. All rooms in the house will be decorated with wreaths, garlands, and the sparkle of ornaments on three grand Christmas trees. While exploring the colorful history of this one-of-a-kind home, visitors will see stunning examples of antique holiday décor and …

    $29 – $34
  • Don McLean – A Starry Starry Christmas

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

    A Tarrytown Music Hall evening of hits and holiday favorites. Don McLean's debut album, Tapestry, marked his emergence as an underground sensation, earning praise and commercial success. His magnum opus, "American Pie", catapulted McLean to international stardom making history as the longest song to top the charts. Its profound impact solidified his status as a …

    $64 – $94
  • Winter Tours of Washington Irving’s Sunnyside

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

    America’s “Founding Father of Literature” and inventor of many Christmas traditions created this romantic, picturesque estate nestled along the Hudson riverbank. The house and the furnishings, many of which are original to Irving, have been restored to their 1850s character. The site will be open for guided tours and the museum shop will be open …

    $13 – $18
  • Winter Tours of Philipsburg Manor

    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. It is the country’s first living history museum to focus on the history of northern slavery. The site will …

    $13 – $18
  • Winter Tours of Union Church of Pocantico Hills

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

    Union Church was organized as a non-denominational Protestant church in 1915, with John D. Rockefeller among the founders. Over the years, the Rockefeller family commissioned stained-glasses windows by European masters Henri Matisse and Marc Chagall to adorn the unassuming country church. The site will be open for guided tours Saturday-Sunday, December 7-December 22. Tickets are …

    $10
  • Lyndhurst Holiday Tea

    Lyndhurst Holiday Tea
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    For over a century, several of the families who once called Lyndhurst home, infused the mansion with the magic of the holiday season. Lavishly decorated, Lyndhurst would come alive with holiday dishes gracing the tables as music filled the rooms with the sounds of Christmas. Inspired by these traditions, the Holiday Tea will celebrate the genre …

    $85

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.