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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
      • Death by Chocolate Tea & Tour
      • Fall Crafts at Lyndhurst
      • Gothic Market Weekend at Lyndhurst
      • J.W. Ocker Book Talk: ‘Chasing the Headless Horseman’ at Lyndhurst
      • The Masquerade of the Red Death
      • Sunset Soirée at Lyndhurst’s Overlook
      • 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
      • General Daniel Delavan & the American Revolution
      • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Lighthouse
    • Stone Barns Center
    • Sunnyside
      • Irving’s Legend
    • Union Church of Pocantico Hills
  • Events
    • Events
    • Sleepy Hollow Beyond October: A Spring and Summer Guide
    • Halloween in Sleepy Hollow Country
    • An Audience with Poe
    • A Dark Shadows Halloween at Lyndhurst Mansion
    • Fall Crafts at Lyndhurst
    • General Daniel Delavan & the American Revolution
    • Great Jack O’Lantern Blaze
    • The Headless Horseman Files
    • Irving’s Legend
    • Jazz at Horan’s Landing
    • Jazz at Pierson Park
    • Jazz Forum
    • The Legend of Sleepy Hollow and Local Lore
    • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Oktoberfest
    • 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
    • Tarrytown Outdoor Summer Concert Series
    • Twilight Village at Sleepy Hollow
  • Eat
    • Breakfast
    • Lunch and Dinner
    • Sweets
    • Drinks
  • Shop
    • Apple Picking
    • Farmers Markets
    • Sleepy Hollow Souvenirs
  • 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
      • Death by Chocolate Tea & Tour
      • Fall Crafts at Lyndhurst
      • Gothic Market Weekend at Lyndhurst
      • J.W. Ocker Book Talk: ‘Chasing the Headless Horseman’ at Lyndhurst
      • The Masquerade of the Red Death
      • Sunset Soirée at Lyndhurst’s Overlook
      • 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
      • General Daniel Delavan & the American Revolution
      • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Lighthouse
    • Stone Barns Center
    • Sunnyside
      • Irving’s Legend
    • Union Church of Pocantico Hills
  • Events
    • Events
    • Sleepy Hollow Beyond October: A Spring and Summer Guide
    • Halloween in Sleepy Hollow Country
    • An Audience with Poe
    • A Dark Shadows Halloween at Lyndhurst Mansion
    • Fall Crafts at Lyndhurst
    • General Daniel Delavan & the American Revolution
    • Great Jack O’Lantern Blaze
    • The Headless Horseman Files
    • Irving’s Legend
    • Jazz at Horan’s Landing
    • Jazz at Pierson Park
    • Jazz Forum
    • The Legend of Sleepy Hollow and Local Lore
    • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Oktoberfest
    • 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
    • Tarrytown Outdoor Summer Concert Series
    • Twilight Village at Sleepy Hollow
  • Eat
    • Breakfast
    • Lunch and Dinner
    • Sweets
    • Drinks
  • Shop
    • Apple Picking
    • Farmers Markets
    • Sleepy Hollow Souvenirs
  • 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
A view of the Old Croton Aqueduct in downtown Tarrytown where it passes through backyards.

Old Croton Aqueduct Trail

A view of the Old Croton Aqueduct in downtown Tarrytown where it passes through backyards.

New York City's original water supply is now the Old Croton Aqueduct State Historic Park, a linear state park and walking trail that runs about 26 miles from Croton-on-Hudson in the north to Van Cortlandt Park in the Bronx in the south. Notably, the trail passes through the Lyndhurst estate in the south end of Tarrytown, very near Washington Irving’s home Sunnyside. It also passes Sleepy Hollow Cemetery and Irvington's Octagon House. The legendary Spook Rock is a short distance east of the pedestrian bridge carrying the OCA over Route 117.

The Old Croton Aqueduct trail is suitable for jogging, hiking, biking and walking with strollers, although some sections of the trail are rough. The trail can also be muddy after a heavy rain. First time visitors will want to pick up a copy of Friends of the Old Croton Aqueduct trail map and guide for assistance in navigating some of the trail’s detours. In the villages of Tarrytown and Sleepy Hollow the trail often passes through backyards, offering a unique perspective on life in the two villages.

How to Visit the Old Croton Aqueduct Trail

You can pick up the trail anywhere it crosses a public street. There is metered street parking in the downtown areas of both Sleepy Hollow and Tarrytown. Tarrytown's McKeel Avenue municipal lot, adjacent to the OCA, is a convenient point to enter the trail. You are welcome to bring your own bike.

Friends of the Old Croton Aqueduct and Old Croton Aqueduct State Historic Park sponsor walking tours and even brief explorations of a portion of the original 1842 brick water tunnel: https://visitsleepyhollow.com/organizer/friends-of-the-old-croton-aqueduct/

Attractions Along the Old Croton Aqueduct Trail

The Croton Arch of Triumph. According to Friends of the Old Croton Aqueduct, "The Croton Arch of Triumph is a 2022 sculpture by artist/architect Dionisio Cortes Ortega. Using historically-accurate materials and working to scale, Ortega re-created a cross-section of the original Old Croton Aqueduct Tunnel completed in 1842. The Friends of the Old Croton Aqueduct commissioned Ortega to build this sculpture next to the trail at The Keeper's House in Dobbs Ferry over several weeks in October/November 2022."

The Ossining Weir. Over its duration as a public water supply, the original Croton Aqueduct had a total of six weirs over or next to the tunnel. Weir tenders could manually control flow by lowering or raising enormous gates in the tunnel. Entire sections could be drained of water for repair or maintenance. The Ossining weir is occasionally open for free public tours; check the calendar below for upcoming dates.

The Keeper's House. During its active years, the Aqueduct was divided into distinct maintenance sections, each with a dedicated supervisor who was provided a house on or near their section of tunnel. The only surviving example is the Dobbs Ferry keeper's house, at 15 Walnut Street. The house now serves as the park's visitor and education center, with trail maps and exhibits on the history of the Aqueduct and the New York City water system. Restrooms, a water fountain, and wi-fi are available on site, and the Children's Book Nook is open the last weekend of every month.

Keeper's House hours: Saturday–Sunday, 1:00–4:00 pm (winter hours, starting January 1, are 12:00–3:00 pm).


2 events found.

Events

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Today
  • Aug 2026

    • Sat 22

      • 10:00 am - 12:00 pm

        Old Croton Aqueduct Weir Tour

        Free
    • Sun 23

      • 10:00 am - 12:00 pm

        Old Croton Aqueduct Weir Tour

        Free
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Events Calendar

7 events found.
  • Week of August 16
  • Previous week
  • Next week
9:00 am
Irvington Farmers Market
August 16 @ 9:00 am - 1:30 pm

Irvington Farmers Market

Main Street School 101 Main Street, Irvington
Free
10:00 am
Connor McGinn Studios 10th Anniversary Sale & Celebration
August 16 @ 10:00 am - 4:00 pm

Connor McGinn Studios 10th Anniversary Sale & Celebration

Makers Central 84 Central Avenue, Tarrytown
Free
1:00 pm
The Original Knickerbocker Tour
August 16 @ 1:00 pm - 2:00 pm

The Original Knickerbocker Tour

Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow
$20
+ 2 More
Notice
No events scheduled for August 17, 2026.
6:00 pm
Jazz at Horan’s Landing
August 18 @ 6:30 pm - 8:00 pm

Jazz at Horan’s Landing

Horan's Landing Park 57 River Street, Sleepy Hollow
Free
Notice
No events scheduled for August 19, 2026.
6:00 pm
Sunset Yoga at Tarrytown House Estate
August 20 @ 6:30 pm - 7:30 pm

Sunset Yoga at Tarrytown House Estate

Tarrytown House Estate 49 East Sunnyside Lane, Tarrytown
donation
7:00 pm
Tarrytown Outdoor Summer Concert Series
August 20 @ 7:00 pm - 9:00 pm

Tarrytown Outdoor Summer Concert Series

Pierson Park 238 West Main Street, Tarrytown
Free
8:00 pm
Movies on the Lawn: Top Gun
August 20 @ 8:30 pm - 10:30 pm

Movies on the Lawn: Top Gun

Tarrytown House Estate 49 East Sunnyside Lane, Tarrytown
$5
6:00 pm
Jazz at Pierson Park
August 21 @ 6:30 pm - 8:00 pm

Jazz at Pierson Park

Pierson Park 238 West Main Street, Tarrytown
Free
7:00 pm
Open Mic Night
August 21 @ 7:30 pm - 10:00 pm

Open Mic Night

Hudson Valley Writers Center 300 Riverside Drive, Sleepy Hollow
Free – $5
8:00 am
TaSH Farmers Market
August 22 @ 8:30 am - 1:30 pm

TaSH Farmers Market

Patriots Park Patriots Park, Tarrytown
Free
10:00 am
Old Croton Aqueduct Weir Tour
August 22 @ 10:00 am - 12:00 pm

Old Croton Aqueduct Weir Tour

Joseph G. Caputo Community Center 95 Broadway, Ossining
Free
1:00 pm
The Original Knickerbocker Tour
August 22 @ 1:00 pm - 2:00 pm

The Original Knickerbocker Tour

Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow
$20
+ 3 More

Sunday, August 16, 2026

  • August 16, 2026 9:00 am - 1:30 pm
    Irvington Farmers Market
  • August 16 @ 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 is fresh …

    Free
  • August 16, 2026 10:00 am - 4:00 pm
    Connor McGinn Studios 10th Anniversary Sale & Celebration
  • August 16 @ 10:00 am - 4:00 pm

    Connor McGinn Studios 10th Anniversary Sale & Celebration

    Connor McGinn Studios — the Hudson Valley ceramics studio known for handcrafted tableware gracing the tables of Michelin-starred restaurants — is celebrating ten years with its biggest Seconds & Overstock …

    Free
  • August 16, 2026 1:00 pm - 2:00 pm
    The Original Knickerbocker Tour
  • August 16 @ 1:00 pm - 2:00 pm

    The Original Knickerbocker Tour

    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 …

    $20
+ 2 More

Monday, August 17, 2026

No events on this day.

Tuesday, August 18, 2026

  • August 18, 2026 6:30 pm - 8:00 pm
    Jazz at Horan’s Landing
  • August 18 @ 6:30 pm - 8:00 pm

    Jazz at Horan’s Landing

    Enjoy four free Tuesday evenings of Jazz at Sleepy Hollow's waterfront Horan's Landing Park! This annual August series features Mark Morganelli (founder of Jazz Forum Arts) & the Jazz Forum …

    Free

Wednesday, August 19, 2026

No events on this day.

Thursday, August 20, 2026

  • August 20, 2026 6:30 pm - 7:30 pm
    Sunset Yoga at Tarrytown House Estate
  • August 20 @ 6:30 pm - 7:30 pm

    Sunset Yoga at Tarrytown House Estate

    Tarrytown House Estate and Tarrytown-based Yoga Love host an evening yoga series on Duke Terrace, an outdoor terrace strung with lights above the estate's 26-acre grounds. Classes are open to …

    donation
  • August 20, 2026 7:00 pm - 9:00 pm
    Tarrytown Outdoor Summer Concert Series
  • August 20 @ 7:00 pm - 9:00 pm

    Tarrytown Outdoor Summer Concert Series

    Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a …

    Free
  • August 20, 2026 8:30 pm - 10:30 pm
    Movies on the Lawn: Top Gun
  • August 20 @ 8:30 pm - 10:30 pm

    Movies on the Lawn: Top Gun

    Tom Cruise is Maverick, a gifted and chronically reckless Navy pilot sent to the elite TOPGUN academy in San Diego, where he competes with the best in the fleet, falls …

    $5

Friday, August 21, 2026

  • August 21, 2026 6:30 pm - 8:00 pm
    Jazz at Pierson Park
  • August 21 @ 6:30 pm - 8:00 pm

    Jazz at Pierson Park

    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 …

    Free
  • August 21, 2026 7:30 pm - 10:00 pm
    Open Mic Night
  • August 21 @ 7:30 pm - 10:00 pm

    Open Mic Night

    Physical and virtual doors open at 7:20 pm for event starting at 7:30 pm. Due to popular demand to participate, we’ve had to limit the amount of readers to 20. …

    Free – $5

Saturday, August 22, 2026

  • August 22, 2026 8:30 am - 1:30 pm
    TaSH Farmers Market
  • August 22 @ 8:30 am - 1:30 pm

    TaSH Farmers Market

    Stop by TaSH, Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut flowers, dairy products, preserves, wine, and beer. There are weekly live music performances, …

    Free
  • August 22, 2026 10:00 am - 12:00 pm
    Old Croton Aqueduct Weir Tour
  • August 22 @ 10:00 am - 12:00 pm

    Old Croton Aqueduct Weir Tour

    The Old Croton Aqueduct, New York City's original water supply, carried water 41 miles by gravity from Croton-on-Hudson into the Bronx and Manhattan, passing through Sleepy Hollow and Tarrytown. Now …

    Free
  • August 22, 2026 1:00 pm - 2:00 pm
    The Original Knickerbocker Tour
  • August 22 @ 1:00 pm - 2:00 pm

    The Original Knickerbocker Tour

    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 …

    $20
+ 3 More
View Calendar

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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