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Visit Sleepy Hollow

Where the Legend Lives

  • See
    • Armour-Stiner Octagon House
    • Christ Episcopal Church
    • David Rockefeller Creative Arts Center at Pocantico
    • Headless Horseman Bridge
    • Headless Horseman Statue
    • Historical Society
    • Kykuit
    • Legend Landmarks
    • Lyndhurst
      • A Dark Shadows Halloween at Lyndhurst Mansion
      • Gothic Market Weekend at Lyndhurst
      • The Masquerade of the Red Death
      • Trick-or-Treat Weekend at Lyndhurst
    • Old Croton Aqueduct Trail
    • Old Dutch Church
    • Philipsburg Manor
      • The Headless Horseman Files
      • The Spirits of Sleepy Hollow Country
      • Twilight Village at Sleepy Hollow
    • Rockefeller State Park Preserve 
      • The Legend of Sleepy Hollow and Local Lore
      • Rocky’s 5K
    • Sleepy Hollow Cemetery
      • Sleepy Hollow Cemetery Tours
      • Sleepy Hollow Cemetery Special Events
    • Sleepy Hollow Lighthouse
    • Stone Barns Center
    • Sunnyside
      • Irving’s Legend
    • Union Church of Pocantico Hills
  • Events
    • Events
    • A Perfect Fall Day in Sleepy Hollow
    • Halloween in Sleepy Hollow Country
    • An Audience with Poe
    • A Dark Shadows Halloween at Lyndhurst Mansion
    • General Daniel Delavan & the American Revolution
    • Great Jack O’Lantern Blaze
    • The Headless Horseman Files
    • Irving’s Legend
    • Jazz Forum
    • The Legend of Sleepy Hollow and Local Lore
    • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Cemetery Special Events
    • Sleepy Hollow Haunted Hayride
    • Sleepy Hollow Music Festival
    • Sleepy Hollow Street Fair
    • The Spirits of Sleepy Hollow Country
    • SUP Witches Festival
    • Tarrytown Music Hall Performances
    • Tarrytown Music Hall Ghost Tours
    • Twilight Village at Sleepy Hollow
  • Eat
    • Breakfast
    • Lunch and Dinner
    • Sweets
    • Drinks
  • Shop
    • Apple Picking
    • Christ Church/San Marcos Annual Fall Fair
    • Farmers Markets
    • The Goblin Market
    • Sleepy Hollow Souvenirs
    • Warner Library Book Sale
  • Stay
    • Hotels
    • Motels and Budget
    • Inns and Bed & Breakfasts
    • Camping
  • About
    • Sleepy Hollow Beyond October: A Spring and Summer Guide
    • Sleepy Hollow Without a Car: Visiting by Train
    • A Perfect Fall Day in Sleepy Hollow
    • The Other Ghosts of Sleepy Hollow
    • Sleepy Hollow Country
    • How Charles Dickens Stole Christmas
    • Movies Made Here
    • Directions
  • See
    • Armour-Stiner Octagon House
    • Christ Episcopal Church
    • David Rockefeller Creative Arts Center at Pocantico
    • Headless Horseman Bridge
    • Headless Horseman Statue
    • Historical Society
    • Kykuit
    • Legend Landmarks
    • Lyndhurst
      • A Dark Shadows Halloween at Lyndhurst Mansion
      • Gothic Market Weekend at Lyndhurst
      • The Masquerade of the Red Death
      • Trick-or-Treat Weekend at Lyndhurst
    • Old Croton Aqueduct Trail
    • Old Dutch Church
    • Philipsburg Manor
      • The Headless Horseman Files
      • The Spirits of Sleepy Hollow Country
      • Twilight Village at Sleepy Hollow
    • Rockefeller State Park Preserve 
      • The Legend of Sleepy Hollow and Local Lore
      • Rocky’s 5K
    • Sleepy Hollow Cemetery
      • Sleepy Hollow Cemetery Tours
      • Sleepy Hollow Cemetery Special Events
    • Sleepy Hollow Lighthouse
    • Stone Barns Center
    • Sunnyside
      • Irving’s Legend
    • Union Church of Pocantico Hills
  • Events
    • Events
    • A Perfect Fall Day in Sleepy Hollow
    • Halloween in Sleepy Hollow Country
    • An Audience with Poe
    • A Dark Shadows Halloween at Lyndhurst Mansion
    • General Daniel Delavan & the American Revolution
    • Great Jack O’Lantern Blaze
    • The Headless Horseman Files
    • Irving’s Legend
    • Jazz Forum
    • The Legend of Sleepy Hollow and Local Lore
    • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Cemetery Special Events
    • Sleepy Hollow Haunted Hayride
    • Sleepy Hollow Music Festival
    • Sleepy Hollow Street Fair
    • The Spirits of Sleepy Hollow Country
    • SUP Witches Festival
    • Tarrytown Music Hall Performances
    • Tarrytown Music Hall Ghost Tours
    • Twilight Village at Sleepy Hollow
  • Eat
    • Breakfast
    • Lunch and Dinner
    • Sweets
    • Drinks
  • Shop
    • Apple Picking
    • Christ Church/San Marcos Annual Fall Fair
    • Farmers Markets
    • The Goblin Market
    • Sleepy Hollow Souvenirs
    • Warner Library Book Sale
  • Stay
    • Hotels
    • Motels and Budget
    • Inns and Bed & Breakfasts
    • Camping
  • About
    • Sleepy Hollow Beyond October: A Spring and Summer Guide
    • Sleepy Hollow Without a Car: Visiting by Train
    • A Perfect Fall Day in Sleepy Hollow
    • The Other Ghosts of Sleepy Hollow
    • Sleepy Hollow Country
    • How Charles Dickens Stole Christmas
    • Movies Made Here
    • Directions
Patrons gather at night under the illuminated marquee of Tarrytown Music Hall.

Tarrytown Music Hall Performances

The brick facade of Tarrytown Music Hall is framed against a deep blue sky.

In the heart of Tarrytown, amid tree-lined streets and historic architecture, lies a cultural gem that has resonated with music lovers for over a century—the Tarrytown Music Hall. Stepping into this historic venue feels like entering a portal to a bygone era, where the echoes of performances past mingle with the vibrant energy of present-day concerts.

A Rich History

Built in 1885, Tarrytown Music Hall is one of the oldest surviving theaters in Westchester County. Designed by architects Theodore DeLemos and August Cordes in 1885 for chocolate manufacturer William Wallace, it has evolved over time to accommodate various forms of entertainment, from silent movies to live theatrical performances and, of course, musical extravaganzas. The hall's Victorian-era architecture, with its ornate details and intimate atmosphere, provides a perfect backdrop for an evening of cultural enrichment.

Unforgettable Performances

Imagine the thrill of witnessing a live performance in a venue that has hosted legends such as Tony Bennett, B.B. King, Wynton Marsalis, and Dave Brubeck, to name just a few. The intimate setting of Tarrytown Music Hall creates a unique connection between artists and their audience, fostering an immersive experience that transcends the ordinary. Whether you prefer the timeless melodies of classical music or the pulsating rhythms of contemporary genres, the hall's eclectic lineup promises something to delight every musical palate.

Classic Films in a Classic Venue

Tarrytown Music Hall’s Classic Films in a Classic Venue series invites movie lovers to experience timeless cinema the way it was meant to be seen—on the big screen in a grand, historic theater! It’s a perfect way to rediscover favorite films or introduce them to a new generation.

Halloween at Tarrytown Music Hall

As the crisp autumn air settles over Tarrytown and the leaves take on fiery hues, the historic Tarrytown Music Hall takes on a new guise—one of eerie enchantment and spectral charm. Every Halloween season, our beloved local venue casts off its usual cultural mantle to embrace the spirit of the supernatural with a series of thrilling events that captivate audiences of all ages. In 2025 look for performances of Dracula, a late night showing of The Rocky Horror Picture Show, a visit from paranormal researcher Amy Bruni, as well as the backstage look into guests who never left on the popular Tarrytown Music Hall Ghost Tours!

Scroll down for upcoming acts scheduled at Tarrytown Music Hall. See the Sleepy Hollow and Tarrytown event calendar for more local performances and events.

For tickets: https://tickets.tarrytownmusichall.org or 914-233-3856.

For general information: http://tarrytownmusichall.org or 914-631-3390 ext.100


25 events found.

Events

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Today
  • October 2026

  • Fri 16
    This is a photo montage for The Magic of Motown at Tarrytown Music Hall.

    The Magic of Motown

    October 16 @ 7:30 pm - 9:00 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Get ready, Tarrytown… the music that defined a generation is coming your way! The Magic of Motown takes over the Tarrytown Music Hall on Friday, October 16th for one unforgettable …

    $37 – $87
  • Sat 17
    This is a photo montage for Ghost Tours at Tarrytown Music Hall.

    Ghost Tours of Tarrytown Music Hall

    October 17 @ 11:00 am - 12:00 pm Ghost Tours of Tarrytown Music Hall
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Join this guided tour created by Master Storyteller Jonathan Kruk and discover the historic lore and spirits that linger at The Tarrytown Music Hall. The Tarrytown Music Hall was built in 1885 …

    $29
  • Sat 17
    This is a photo montage for Yellow Brick Joel at Tarrytown Music Hall.

    Yellow Brick Joel: The Tribute Concert featuring David Clark and Bill Connors

    October 17 @ 8:00 pm - 9:30 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Step into a world of timeless melodies and unforgettable piano anthems with Yellow Brick Joel: The Tribute Concert! This incredible live show features David Clark, a masterful performer who brings Billy Joel’s music to life, alongside Bill Connors, who channels the genius of Elton John in a way you’ve never seen before. The show is …

    $47.50 – $63.55
  • Sun 18
    This is a photo montage for Ghost Tours at Tarrytown Music Hall.

    Ghost Tours of Tarrytown Music Hall

    October 18 @ 11:00 am - 12:00 pm Ghost Tours of Tarrytown Music Hall
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Join this guided tour created by Master Storyteller Jonathan Kruk and discover the historic lore and spirits that linger at The Tarrytown Music Hall. The Tarrytown Music Hall was built in 1885 …

    $29
  • Thu 22
    This is a photo montage for The Musical Box at Tarrytown Music Hall.

    The Musical Box presents …. and then there was PHIL

    October 22 @ 8:00 pm - 9:30 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    The Musical Box presents …. and then there was PHIL...The early years of Phil Collins at the helm of Genesis (1976-80) Finally, the fitting show to one of the most …

    $50.50 – $77.50
  • Fri 23
    This is a photo montage for Pete Correale at Tarrytown Music Hall.

    Pete Correale

    October 23 @ 8:00 pm - 9:30 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Pete Correale is the funniest guy at the party who somehow snuck onto the country’s biggest comedy stages. He is the co-creator and co-host of the wildly popular The Pete …

    $46 – $56
  • Sat 24
    This is a photo montage for Rocky Horror Picture Show at Tarrytown Music Hall.

    The Rocky Horror Picture Show

    October 24 @ 9:00 pm - 10:30 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    RESERVE YOUR SPECIAL AUDIENCE PARTICIPATION KIT WITH YOUR TICKETS! In this cult classic, sweethearts Brad (Barry Bostwick) and Janet (Susan Sarandon), stuck with a flat tire during a storm, discover …

    $28 – $36
  • Fri 30
    This is a photo montage for The Mavericks at Tarrytown Music Hall.

    The Mavericks & Friends

    October 30 @ 8:00 pm - 9:30 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    For three decades, The Mavericks carved out their Grammy-winning sound — a multicultural version of American roots music, blending stateside influences like country and rock & roll with the border-crossing …

    $77.50 – $97.50
  • Sat 31
    This is a photo montage for The Mavericks at Tarrytown Music Hall.

    The Mavericks & Friends

    October 31 @ 8:00 pm - 9:30 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    For three decades, The Mavericks carved out their Grammy-winning sound — a multicultural version of American roots music, blending stateside influences like country and rock & roll with the border-crossing …

    $77.50 – $97.50
  • November 2026

  • Mon 2
    This is a photo montage for Andy Serkis at Tarrytown Music Hall.

    Live Talks NY presents Andy Serkis

    November 2 @ 8:00 pm - 9:30 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Andy Serkis discussing his memoir, My Pressures: The Bizarrely True Story of Andy Serkis Seats in the Orchestra include a signed copy of My Pressures: The Bizarrely True Story of …

    $48 – $78
  • Wed 4
    This is a photo montage for Dweezil Zappa at Tarrytown Music Hall.

    Dweezil Zappa DZ20: Like Father, Like Son

    November 4 @ 8:00 pm - 9:30 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Dweezil Zappa was born on September 5, 1969, in Los Angeles, the son of the iconic musician Frank Zappa. Over the past three decades, Dweezil has carved out an eclectic …

    $68.50 – $933.50
  • Sat 7
    This is a promotional montage for the comedian Marc Maron at Tarrytown Music Hall.

    Marc Maron: Yammering into the Void Tour

    November 7 @ 8:00 pm - 9:30 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Marc Maron has released five hit stand-up comedy specials throughout his career. His most recent, “MARC MARON: PANICKED” premiered on HBO in August 2025, which received a WGA nomination, notably the only stand-up special to be nominated in the category. Prior, “FROM BLEAK TO DARK”, also on HBO, premiered in 2023, earning him a WGA …

    $56 – $66
  • Fri 13
    This is a promotional montage for Small Town Murder at Tarrytown Music Hall.

    Small Town Murder

    November 13 @ 8:00 pm - 9:30 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Comedians James Pietragallo and Jimmie Whisman are taking their hit podcast, Small Town Murder, on the road! Each week, they look at a small town, what makes it tick, and …

    $57.50 – $77.50
  • Sat 14
    This is a photo montage for Taconic Opera at Tarrytown Music Hall.

    Taconic Opera Presents – Beethoven Symphony No. 9

    November 14 @ 1:00 pm - 2:30 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Taconic Opera begins its celebration of Beethoven this season by presenting his famous final symphony No. 9, "Ode to Joy," accompanied by the soloists, chorus, and orchestra of the company. …

    $49 – $84
  • Sun 15
    This is a photo montage for Amy Tan at Tarrytown Music Hall.

    Live Talks NY presents Amy Tan

    November 15 @ 4:00 pm - 5:30 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Live Talks NY presents Amy Tan discussing her book, The Backyard Bird Chronicles All orchestra tickets include a signed copy of The Backyard Bird Chronicles. From the author of The …

    $48 – $78
  • Sat 21
    This is a photo montage for Annie at Tarrytown Music Hall.

    Annie The Musical

    November 21 @ 11:00 am - 1:00 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    The Tarrytown Music Hall and KJK Productions are thrilled to present the full-length, professional production of Annie The Musical starring Broadway/New York City performers in November 2026 at The Tarrytown …

    $48 – $68
  • Sat 21
    This is a photo montage for Annie at Tarrytown Music Hall.

    Annie The Musical

    November 21 @ 3:00 pm - 4:00 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    The Tarrytown Music Hall and KJK Productions are thrilled to present the full-length, professional production of Annie The Musical starring Broadway/New York City performers in November 2026 at The Tarrytown …

    $48 – $68
  • Sat 21
    This is a promotional montage for the comedian Maria Bamford at Tarrytown Music Hall.

    Maria Bamford

    November 21 @ 8:00 pm - 9:30 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Maria Bamford is revered for her deeply personal and experimental comedy about mental illness. She’s the author of the New York Times bestselling memoir Sure, I’ll Join Your Cult and …

    $43.50 – $63.50
  • Sun 22
    This is a photo montage for Annie at Tarrytown Music Hall.

    Annie The Musical

    November 22 @ 1:00 pm - 3:00 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    The Tarrytown Music Hall and KJK Productions are thrilled to present the full-length, professional production of Annie The Musical starring Broadway/New York City performers in November 2026 at The Tarrytown …

    $48 – $68
  • Sun 22
    This is a photo montage for Annie at Tarrytown Music Hall.

    Annie The Musical

    November 22 @ 6:00 pm - 8:00 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    The Tarrytown Music Hall and KJK Productions are thrilled to present the full-length, professional production of Annie The Musical starring Broadway/New York City performers in November 2026 at The Tarrytown …

    $48 – $68
  • Fri 27
    This is a photo montage for Annie at Tarrytown Music Hall.

    Annie The Musical

    November 27 @ 7:00 pm - 9:00 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    The Tarrytown Music Hall and KJK Productions are thrilled to present the full-length, professional production of Annie The Musical starring Broadway/New York City performers in November 2026 at The Tarrytown …

    $48 – $68
  • Sat 28
    This is a photo montage for Annie at Tarrytown Music Hall.

    Annie The Musical

    November 28 @ 2:00 pm - 4:00 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    The Tarrytown Music Hall and KJK Productions are thrilled to present the full-length, professional production of Annie The Musical starring Broadway/New York City performers in November 2026 at The Tarrytown …

    $48 – $68
  • Sat 28
    This is a photo montage for Annie at Tarrytown Music Hall.

    Annie The Musical

    November 28 @ 7:00 pm - 9:00 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    The Tarrytown Music Hall and KJK Productions are thrilled to present the full-length, professional production of Annie The Musical starring Broadway/New York City performers in November 2026 at The Tarrytown …

    $48 – $68
  • Sun 29
    This is a photo montage for Annie at Tarrytown Music Hall.

    Annie The Musical

    November 29 @ 1:00 pm - 3:00 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    The Tarrytown Music Hall and KJK Productions are thrilled to present the full-length, professional production of Annie The Musical starring Broadway/New York City performers in November 2026 at The Tarrytown …

    $48 – $68
  • December 2026

  • Thu 3
    This is a photo montage for Richard Marx at Tarrytown Music Hall.

    An Evening with Richard Marx

    December 3 @ 8:00 pm - 9:30 pm Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    SOLO PERFORMANCE Richard Marx is a Grammy-winning singer, songwriter, and producer whose career has spanned four decades of chart success and creative reinvention. With over 45 million albums sold, one …

    $85.50 – $115.50
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Events Calendar

7 events found.
  • Week of October 11
  • Previous week
  • Next week
9:00 am
Irvington Farmers Market
October 11 @ 9:00 am - 1:30 pm

Irvington Farmers Market

Main Street School 101 Main Street, Irvington
Free
10:00 am
The Headless Horseman Files
October 11 @ 10:00 am - 4:15 pm

The Headless Horseman Files

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$25 – $35
TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church
October 11 @ 10:00 am - 11:30 am

TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church

418 North Broadway 418 North Broadway, Sleepy Hollow
$28
11:00 am
Ghost Tours of Tarrytown Music Hall
October 11 @ 11:00 am - 12:00 pm

Ghost Tours of Tarrytown Music Hall

Tarrytown Music Hall 13 Main Street, Tarrytown
$29
Myths & Mysteries of The Octagon House
October 11 @ 11:30 am - 4:00 pm

Myths & Mysteries of The Octagon House

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$38
+ 17 More
11:00 am
Myths & Mysteries of The Octagon House
October 12 @ 11:30 am - 4:00 pm

Myths & Mysteries of The Octagon House

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$38
6:00 pm
The Great Jack O’Lantern Blaze
October 12 @ 6:00 pm - 9:30 pm

The Great Jack O’Lantern Blaze

Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson
$24 – $189
6:00 pm
The Great Jack O’Lantern Blaze
October 13 @ 6:00 pm - 9:30 pm

The Great Jack O’Lantern Blaze

Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson
$24 – $189
6:00 pm
The Great Jack O’Lantern Blaze
October 14 @ 6:00 pm - 9:30 pm

The Great Jack O’Lantern Blaze

Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson
$24 – $189
11:00 am
Myths & Mysteries of The Octagon House
October 15 @ 11:30 am - 4:00 pm

Myths & Mysteries of The Octagon House

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$38
6:00 pm
The Great Jack O’Lantern Blaze
October 15 @ 6:00 pm - 9:30 pm

The Great Jack O’Lantern Blaze

Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson
$24 – $189
Masque of the Red Death at Lyndhurst
October 15 @ 6:00 pm - 9:00 pm

Masque of the Red Death at Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$45
7:00 pm
Peek-a-Boo (An Immersive Hudson Valley Haunt)
October 15 @ 7:30 pm - 9:00 pm

Peek-a-Boo (An Immersive Hudson Valley Haunt)

Bethany Arts Community 40 Somerstown Road, Ossining
$27 – $47
Murder and Mayhem Walking Tour
October 15 @ 7:30 pm - 9:30 pm

Murder and Mayhem Walking Tour

Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow
$60
+ 2 More
10:00 am
The Headless Horseman Files
October 16 @ 10:00 am - 4:15 pm

The Headless Horseman Files

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$25 – $35
11:00 am
Myths & Mysteries of The Octagon House
October 16 @ 11:30 am - 4:00 pm

Myths & Mysteries of The Octagon House

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$38
2:00 pm
Spirits of Sleepy Hollow Country
October 16 @ 2:00 pm - 8:00 pm

Spirits of Sleepy Hollow Country

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$65 – $89
+ 15 More
8:00 am
TaSH Farmers Market
October 17 @ 8:30 am - 1:30 pm

TaSH Farmers Market

Patriots Park Patriots Park, Tarrytown
Free
10:00 am
TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church
October 17 @ 10:00 am - 11:30 am

TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church

418 North Broadway 418 North Broadway, Sleepy Hollow
$28
The Goblin Market
October 17 @ 10:00 am - 3:00 pm

The Goblin Market

Hudson Valley Writers Center 300 Riverside Drive, Sleepy Hollow
Free
The Headless Horseman Files
October 17 @ 10:00 am - 4:15 pm

The Headless Horseman Files

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$25 – $35
Christ Church/San Marcos Annual Fall Fair
October 17 @ 10:00 am - 4:00 pm

Christ Church/San Marcos Annual Fall Fair

Christ Church San Marcos 43 South Broadway, Tarrytown
Free
Warner Library Fall Book Sale
October 17 @ 10:00 am - 5:00 pm

Warner Library Fall Book Sale

Warner Library 121 North Broadway, Tarrytown
Free
11:00 am
Trick-or-Treat Weekend at Lyndhurst
October 17 @ 11:00 am - 4:00 pm

Trick-or-Treat Weekend at Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$5 – $30
Ghost Tours of Tarrytown Music Hall
October 17 @ 11:00 am - 12:00 pm

Ghost Tours of Tarrytown Music Hall

Tarrytown Music Hall 13 Main Street, Tarrytown
$29
Myths & Mysteries of The Octagon House
October 17 @ 11:30 am - 4:00 pm

Myths & Mysteries of The Octagon House

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$38
+ 20 More

Sunday, October 11, 2026

  • October 11, 2026 9:00 am - 1:30 pm
    Irvington Farmers Market
  • October 11 @ 9:00 am - 1:30 pm

    Irvington Farmers Market

    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's fresh local …

    Free
  • October 11, 2026 10:00 am - 4:15 pm
    The Headless Horseman Files
  • October 11 @ 10:00 am - 4:15 pm

    The Headless Horseman Files

    Four suspects, one missing schoolmaster, and 45 minutes to work out what happened — Sleepy Hollow's whodunit, staged in broad daylight. A guide walks you through the grounds of Philipsburg …

    $25 – $35
  • October 11, 2026 10:00 am - 11:30 am
    TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church
  • October 11 @ 10:00 am - 11:30 am

    TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church

    Embark on a captivating journey through the rich history of Sleepy Hollow, where the echoes of colonial America come to life. Join our local historical society for a 90-minute immersive walking tour, …

    $28
+ 17 More

Monday, October 12, 2026

  • October 12, 2026 11:30 am - 4:00 pm
    Myths & Mysteries of The Octagon House
  • October 12 @ 11:30 am - 4:00 pm

    Myths & Mysteries of The Octagon House

    A Halloween-season guided tour at the Armour-Stiner Octagon House, Irvington, NY For generations, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends, and this fall its guides are opening …

    $38
  • October 12, 2026 6:00 pm - 9:30 pm
    The Great Jack O’Lantern Blaze
  • October 12 @ 6:00 pm - 9:30 pm

    The Great Jack O’Lantern Blaze

    More than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs, a working carousel, a planetarium built entirely of glowing gourds, and the Headless Horseman riding out of the dark. Arches, tunnels, and clearings open …

    $24 – $189

Tuesday, October 13, 2026

  • October 13, 2026 6:00 pm - 9:30 pm
    The Great Jack O’Lantern Blaze
  • October 13 @ 6:00 pm - 9:30 pm

    The Great Jack O’Lantern Blaze

    More than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs, a working carousel, a planetarium built entirely of glowing gourds, and the Headless Horseman riding out of the dark. Arches, tunnels, and clearings open …

    $24 – $189

Wednesday, October 14, 2026

  • October 14, 2026 6:00 pm - 9:30 pm
    The Great Jack O’Lantern Blaze
  • October 14 @ 6:00 pm - 9:30 pm

    The Great Jack O’Lantern Blaze

    More than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs, a working carousel, a planetarium built entirely of glowing gourds, and the Headless Horseman riding out of the dark. Arches, tunnels, and clearings open …

    $24 – $189

Thursday, October 15, 2026

  • October 15, 2026 11:30 am - 4:00 pm
    Myths & Mysteries of The Octagon House
  • October 15 @ 11:30 am - 4:00 pm

    Myths & Mysteries of The Octagon House

    A Halloween-season guided tour at the Armour-Stiner Octagon House, Irvington, NY For generations, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends, and this fall its guides are opening …

    $38
  • October 15, 2026 6:00 pm - 9:30 pm
    The Great Jack O’Lantern Blaze
  • October 15 @ 6:00 pm - 9:30 pm

    The Great Jack O’Lantern Blaze

    More than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs, a working carousel, a planetarium built entirely of glowing gourds, and the Headless Horseman riding out of the dark. Arches, tunnels, and clearings open …

    $24 – $189
  • October 15, 2026 6:00 pm - 9:00 pm
    Masque of the Red Death at Lyndhurst
  • October 15 @ 6:00 pm - 9:00 pm

    Masque of the Red Death at Lyndhurst

    This October, Lyndhurst Mansion transforms into Prince Prospero’s abbey for an immersive theater experience drawn from Edgar Allan Poe’s The Masque of the Red Death. As a guest of Prospero, …

    $45
+ 2 More

Friday, October 16, 2026

  • October 16, 2026 10:00 am - 4:15 pm
    The Headless Horseman Files
  • October 16 @ 10:00 am - 4:15 pm

    The Headless Horseman Files

    Four suspects, one missing schoolmaster, and 45 minutes to work out what happened — Sleepy Hollow's whodunit, staged in broad daylight. A guide walks you through the grounds of Philipsburg …

    $25 – $35
  • October 16, 2026 11:30 am - 4:00 pm
    Myths & Mysteries of The Octagon House
  • October 16 @ 11:30 am - 4:00 pm

    Myths & Mysteries of The Octagon House

    A Halloween-season guided tour at the Armour-Stiner Octagon House, Irvington, NY For generations, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends, and this fall its guides are opening …

    $38
  • October 16, 2026 2:00 pm - 8:00 pm
    Spirits of Sleepy Hollow Country
  • October 16 @ 2:00 pm - 8:00 pm

    Spirits of Sleepy Hollow Country

    Sleepy Hollow has more ghosts than the Horseman. Two illusionists intend to get them talking. Mark Clearview and Nick Wallace return to Philipsburg Manor this October with an original magic show built around the spirits …

    $65 – $89
+ 15 More

Saturday, October 17, 2026

  • October 17, 2026 8:30 am - 1:30 pm
    TaSH Farmers Market
  • October 17 @ 8:30 am - 1:30 pm

    TaSH Farmers Market

    Stop by TaSH — the Tarrytown and Sleepy Hollow Farmers Market — for fresh Hudson Valley produce, meat, bread, cut flowers, dairy, preserves, wine and beer. There are weekly live music performances, children's activities, chef demos, and ongoing educational programs, plus weekly free samplings. Well-behaved dogs are welcome, provided your pooch is leashed. TaSH is …

    Free
  • October 17, 2026 10:00 am - 11:30 am
    TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church
  • October 17 @ 10:00 am - 11:30 am

    TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church

    Embark on a captivating journey through the rich history of Sleepy Hollow, where the echoes of colonial America come to life. Join our local historical society for a 90-minute immersive walking tour, …

    $28
  • October 17, 2026 10:00 am - 3:00 pm
    The Goblin Market
  • October 17 @ 10:00 am - 3:00 pm

    The Goblin Market

    Hudson Valley Writers Center opens its historic building for an October pop up with local artists and creators! Drop in for artwork, crafts, and other goods from Sleepy Hollow creators. Make a Day of It The Goblin Market runs 10 AM–3 PM, so it pairs easily with other free shopping events happening the same day …

    Free
+ 20 More
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Recent Posts

  • The Legend of Sleepy Hollow and Local Lore
  • Sleepy Hollow Music Festival
  • SUP Witches Festival
  • The Headless Horseman Files
  • Fall Crafts at Lyndhurst

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