History and happenings in Sleepy Hollow and Tarrytown, New York
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Fifty years ago when North Tarrytown, today’s Sleepy Hollow, celebrated its centennial there was a series of commemorative plates issued. This one is of the Old Dutch Church, which features prominently in The Legend of Sleepy Hollow. The reverse shows the weather vane on top of the church, bearing the initials of the lord of Philipsburg Manor.
For the 150th this year what do you think the Village should issue in commemoration?
Hidden away in Sleepy Hollow Cemetery there is a headstone with a new carving on the reverse. Have you spotted it yet? The cemetery is celebrating its 175th Anniversary this year and the village of Sleepy Hollow is celebrating its 150th.
The headless horseman bridge is one of the most popular destinations in Sleepy Hollow. Unfortunately, the original bridge where Ichabod Crane lost his race with the Headless Horseman no longer exists. But don’t despair! We took a deep dive into the archives to bring you a history of Sleepy Hollow’s famous bridge including several spots you can visit today. Click the link in bio, then “Headless Horseman Bridge.” https://sleepyhollowcountry.com/headless-horseman-bridge/
It is winter again in Sleepy Hollow! This is the family lot of Fred and Otto Boock in A century ago a day like today would have had local bobsled teams racing down Wildey and Cortlandt Streets and maybe Gould hill at the south end of Tarrytown. The Boocks were reigning local champs. Fred’s sled ‘999’ was almost always a winner by a wide margin. Otto ran respectably with ‘Blitzen’ and ‘Arrow’.
As recently as 1974 Fred’s sled was still intact in a basement on Hunter Avenue in North Tarrytown (now Sleepy Hollow). Let us know in the comments if anyone knows where the sled is now!
Happy Super Bowl Sunday! Tonight one team will walk away with an iconic 6.7 pound silver trophy by . No matter who wins, here in Sleepy Hollow we always raise a toast to that Giant of a man, Oscar Riedener, Tiffany’s design Chief who was tasked with creating the original concept in 1966.
Riedener lived at the time on South Cottenet Street in Irvington, NY, less than a mile as the Raven flies from the home of Washington Irving.
The Switzerland native had a Bear of a problem—he knew nothing of the game. As a first step he stopped by FAO Schwartz to buy a football.
Legend has it the next morning Riedener set the ball next to his bowl of cornflakes. Inspired, he took a pair of scissors to the cornflake box, transforming it into a three-sided stand for the football. An icon was born.
History and tradition come together in New York’s cider country. Recorded references to fermented ciders date to the time of Julius Caesar. Here in NY State it is one of our earliest beverages, produced continuously from colonial times through today. The Hudson River Valley is the country’s premier producer of small batch ciders and has this beautiful cup combines Westchester County apples with Orange County (NY) black dirt beets.
The block party & Haunted Hayride scheduled for tonight,. Friday 10/20 has been postponed to next Friday, 10/27 due to the inclement weather. For Saturday, 10/21, all schedules remain the same.
Ticket holders for 10/20 will be honored on 10/27 for the same times. For refunds, contact 914 366-5103 or 366-5114. For more information, see https://www.sleepyhollowny.gov/home/urgent-alerts/block-party-haunted-hayride-for-friday-1020-postponed-to-1027
What we lack this year in fall foliage, we more than make up in Halloween decorations! This horseman is on the window at on Main Street in Tarrytown. Stop by for a burger and a view of the art by !
Sleepy Hollow PBA just released its embroidered 2023 Halloween patch. Get yours by DMing ! The fine stitch work shows the headless horseman in front of the burial ground of Sleepy Hollow’s Old Dutch Church.
Mark Clearview & Nick Wallace bring their conjurings to Sleepy Hollow this October. Have you booked your tickets to Spirits of Sleepy Hollow Country?
We observed them closely during a secretive session a few weeks back. As fans of Penn & Teller: Fool Us, we know a thing or two about sleight of hand. And we know about psychic slate writing. Actually we know a lot about spirit writing of all varieties because Sleepy Hollow has been home to prominent practitioners of spirit writing. Stay tuned for that post…
Back to the Spirits of Sleepy Hollow Country. Be prepared to be amazed in the historic barn at Philipsburg Manor.
Get your tickets through or https://hudsonvalley.org
(Photo reposted from )
We often get asked about places to see the headless horseman so we figured we would highlight one of those events.
Irving’s Legend at Washington Irving’s home, Sunnyside, is a rollicking performance by the Hudson Valley’s master storyteller Jonathan Kruk. This is one of the “must do” events during spooky season in Sleepy Hollow. Jonathan’s performances are riveting as he builds toward the climactic point in The Legend when…well we don’t want spoil the surprise!
Get your tickets through or https://hudsonvalley.org
(Photo reposted from )
Sleepy Hollow’s will be at Horan’s Landing Park this Sunday, October 8, with a pop-up shop chock-full of Sleepy Hollow-inspired gear and locally crafted goods.
The Pop-Up Shopping experience runs from 11 am to 4 pm and benefits food pantry.
Stop by the Sleepy Hollow municipal building this Saturday, October 8 for the Sleepy Hollow Emergency Services Open House! There will be food, kids activities, education and training, and branded t-shirts for sale. It’s also a good chance for photos of the famous orange and black truck and the Legend is Sleepy Hollow mural on the vehicles of .
According to our friends at , who track such things, the last Saturday in September is National Ghost Hunting Day. Here in Sleepy Hollow and Tarrytown two favorite local haunts are rumored to be haunted. Click the link in bio and look for Ghosts of Sleepy Hollow. Or go direct to https://sleepyhollowcountry.com/spirits-with-the-spirits/
Anyone had an encounter at Set Back Inn or J.P. Doyle’s?
September 29. After today’s torrential rain, the only thing dry around Sleepy Hollow are the martinis. has closed its three evening events tonight: , Spirits of Sleepy Hollow Country, and Irving’s Legend. Sleepy Hollow Cemetery has canceled its evening tour.
As far as we are aware is still running Legend Cirque and all shows at and are running as scheduled.
Just 38 more days to Sleepy Halloween!
We liked our original bistro mug so much we did another! With October right around the corner we live on caffeine and the 15 ounces this holds is just right for our first cup of the morning. Or two. Don’t judge.
Like our original this has a white and orange horseman and pumpkin on the front with an orange interior.
From the link in bio, click bistro mug or direct at https://headlesshorsemangifts.com/products/headless-horseman-sleepy-hollow-bistro-mug-scroll
In the words of the philosopher Linus van Pelt, “There are three things I've learned never to discuss with people: religion, politics, and the Great Pumpkin.” May the Great Pumpkin find your pumpkin patch the most sincere.
Just announced by Tarrytown Music Hall: Pete Davidson live on Monday night! Tickets at https://tarrytownmusichall.org or
The perennial question—Sleepy Hollow or Salem? (It’s ok to like both!) For our new key rings, click the link in bio or https://headlesshorsemangifts.com/collections/wrought-iron
Tickets for the annual Haunted Hayride launch the afternoon of Friday, September 8! These go fast, don’t miss out! Available only online at the village website: https://www.sleepyhollowny.gov
Been thinking of this headless horseman t-shirt since we spotted it at yesterday.
The annual Halloween in Sleepy Hollow Country event guide is in the wild! As you can see from the cover, is back for another spectacular season. Pick up a copy at local shops and historic sites. A big thank you to for producing and for sponsoring!
For the full calendar of events, click the link in our bio and then click “calendar”.
Just in time for pumpkin spice season, our matte black bistro mug is back in stock! It’s got a white and orange horseman and pumpkin on the front with an orange interior.
From the link in bio, click bistro mug or direct at https://headlesshorsemangifts.com/products/headless-horseman-sleepy-hollow-bistro-mug
Are you ready to lose your head? Nights of terror return to Sleepy Hollow this Fall! takes over the Kingsland Point Park bathhouse October 6 through November 5, Thursday through Sunday. Tickets available soon at https://www.thehorsemenhauntedhouse.com
Registration for the Pocantico Hills Marathon & Half Marathon is open! Both courses are single loop courses on the carriage roads of Rockefeller State Park. No pavement, no cars, just beautiful open fields and woodlands, views of rivers and streams, and the occasional grazing livestock. Register today at
Don’t miss the annual annual block party to kick off the fall season! Mark your calendar for September 16 at 4 pm! There will be live music, local food vendors, beer trucks, and family activities. VIP tickets available through for all inclusive good, drink and special viewing areas for all music!
Ginger the barn cat at Philipsburg Manor restoration is enjoying the waning days of summer. Be sure say hello to her when you visit this Fall!
Ever looked out at our beautiful Hudson River and thought you saw a fantastical creature? In celebration of National Sea Serpent Day, we dug back through our archives to August 1896 when a sea serpent repeatedly visited the Nyack waterfront across the river from Sleepy Hollow and Tarrytown. The creature was seen by multiple witnesses over the course of the summer, and even appeared the following January, poking its head through a hole on the winter ice!
Whether you attend one of the free waterfront concerts this week or watch the sunset from , or keep a lookout for strange creatures!
The Armour-Stiner Octagon House, one of our most colorful historic houses has long been rumored to have a resident ghost. Actually, two ghosts. Both apparitions were made famous by previous owners of the house, writer Carl Carmer and his wife the artist and photographer Elizabeth Black. The first ghost takes the form of the fragrance of lilacs or heliotrope, and by the Carmer’s description followed them to Irvington from their brownstone on 12th Street in Greenwich Village. The second ghost is the figure of a young woman dressed all in white who met a tragic death while trying to elope with her lover. For the full article click the link in our bio and then click “Ghosts of Octagon House” or use link https://sleepyhollowcountry.com/ghosts-of-the-octagon-house/
The house’s current owners host two guided tours that highlight the apparitions. "Myths & Mysteries" Guided Tour runs in September and October. "The Lady in White" Interactive Tour & Performance runs October weekends. Reserve tickets at or https://www.armourstiner.com
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