A Trip to Sleepy Hollow (2009)

Mike Matei / November 10th, 2009

Visiting the spots described in Washington Irving’s tale.


  • Silvaa

    April 25, 2010 at 3:52 am

    Makes me wish I was living on the east coast instead of the west. Just so I could visit this place.

  • alex1288

    April 28, 2010 at 9:32 pm

    Very cool stuff, some stories are based on little truth, kind of like silent hill, there is this place called Centralia PA, and it has some of the attributes, minus the monsters, =)

  • April 29, 2010 at 4:28 am

    Oh my gosh, Sleepy Hollow exicts… i wanna visit it sometime 😀
    But is the legend of Sleepy Hollow real to as the city?, if i were Icabod Craig i would be scared as shit, but what an awesome book..
    I have watched the Tim Burton version and the Disney version, and i was scared as shit… but still cool 🙂

  • April 30, 2010 at 6:02 pm

    I’m surprised Sleepy Hollow isn’t completely ruined by tourism and tourist traps like Salem, MA. When something’s that steeped in history it’s bound to happen, but I guess since Sleepy Hollow is so tucked away upstate and since many people probably don’t know it’s a real town, they still enjoy some anonynimity. You can’t help but know Salem from history class and now Salem’s overrun by everyone capitalizing on “The Witch City.” Even real witches – neo-Pagans and Wiccans – use it for their gain and set up shop there. It’s kinda sad but I still love that town (on every day OTHER than Halloween!)
    Sleepy Hollow’s yet another destination I have to add to my bucket list. Thanks for sharing this video, James!

    • October 8, 2014 at 5:27 pm

      It’s not too bad, I live about 5 min up the road from it. Halloween gets a little stupid, mostly a bunch of goth kids trying to…. well do something.

  • May 13, 2010 at 8:34 pm

    I really would love to go there one day. Just to walk around. It would be cool to see the church and river. Nice video and history on the town.

  • Joshua61991

    May 26, 2010 at 10:39 pm

    I really hate to bust your bubble guys but that is NOT sleepy hollow.

    The ACTUAL TOWN of Sleepy Hollow changed thier name to Westchester to avoid too many tourists, that place you went to AVGN is Tarrytown, they changed thier name to Sleepy Hollow in 1997 and made fake land marks to fit the story. However Westchester (also in NY) still does have the sleepy hollow land marks, but they make nothing of it because the town never wanted any attention. I’ve passed through with little thought of it until I saw this video, it pisses me off that Tarrytown takes credit for the story when they basically just shipped shit in to make it look like the book was talking about it.

    Thought you guys ought to know before you go tromping about wasting your money on a fake gimmick.

    • October 20, 2013 at 11:00 am

      Tarrytown is where the Washington Irving story was based. Sleepy Hollow was a secluded area in Tarrytown, they just don’t usually mention it in the movies.

    • October 5, 2014 at 9:29 am

      Sleepy Hollow used to be called North Terry town in New York state.. and was the village that the original tale that the village in the story of Sleepy Hollow was based on. the name was changed from North Terry Town to Sleepy Hollow in 1996.

    • ThePumpkinTribunal

      May 25, 2015 at 12:26 pm

      Five years late to this, but Westchester is a COUNTY. Sleepy Hollow is in Westchester county. Yes, it used to be North Tarrytown, but they chose to change it in 1996 to Sleepy Hollow. The story does indeed take place in Tarrytown, with Irving giving a section of it the fictitious name Sleepy Hollow. North Tarrytown then chose to change their name to honor his work. Why wouldn’t the “original” town want the claim to fame to one of the most iconic short stories of all time? That makes absolutely no sense.

      Source: I grew up in Sleepy Hollow.

  • Zeeboe

    June 10, 2010 at 10:19 am

    lol. Starting at 5:53, James cites the opening dialogue from “Monsters Crash The Pajama Party”. Not a diss either. I would not have even known about that movie most likely if James never reviewed it.

    Of course, that also sounds like something from the Sleepy Hollow book so maybe “Monsters Crash The Pajama Party” borrowed from it?

    No clue. Anyhow, Tarrytown looks pretty.

  • DarkMagicianAVPFan

    July 13, 2010 at 9:12 pm

    All those fall colors…I HATE LIVING IN LOUISIANA!!!!!!!!!

  • July 20, 2010 at 1:29 am

    Great video James. You know, I didn’t realize till watching this video that Sleepy Hallow was a real place either…lol

    I totally remember the Disney version of this story. Great movie.

  • Fantasy Forest

    July 26, 2010 at 8:32 pm

    Thanks for the video James. New England just has a haunting appeal to it, I don’t really know what it is but it’s definitely there in the small towns. Many Lovecraft stories took place in New England and just add to the creepiness of the area.

  • RecklessYouth

    July 27, 2010 at 11:08 am

    Just wanted to clarify a few things that Joshua61991 was commenting on:

    The town of Sleepy Hollow in NY is not Tarrytown. Sleepy Hollow used to be called North Tarrytown before changing it to Sleepy Hollow in the late 90’s. There is still a Tarrytown right next to it (which is where I live currently), which is affiliated with the town of Greenburgh as Sleepy Hollow is to Mount Pleasant. I’m not sure what the heck Joshua61991 is talking about when he says they changed their name to Westchester, as Westchester County is just that, a county, which is comprised of a whole bunch of towns, including Sleepy Hollow.

    In other words, the place James visited is indeed Sleepy Hollow, which is where Washington Irving himself is buried (I forget whether that was mentioned in the video). Now whether that exact area was the place the book took place in, well I’m not sure, but its perhaps as close as you can get to the real thing.

    Side note: although James’ did an excellent video, having lived right next to the town and having gone to high school there, I can safely say that the town is pretty unremarkable, and frankly not worth putting time to visit. I honestly wish that place was as interesting as James portrays it to be.

  • reef2480

    August 10, 2010 at 12:16 pm

    this is one of my favorite vids on this site thanks for posting mike…

  • alex21

    September 6, 2010 at 9:20 am

    I saw the movie.I didn’t know until now that the Sleepy hollow was a real place outside of the new york city.What a scary place.If i visit the New York I will go the sleepy hollow.

  • nintenkid78

    October 10, 2010 at 6:15 pm

    My wife’s family claims to be ancestors of one Washington Irving – dunno if it’s true, but sounds cool. Reppin’ Texas, ya’ll. Check out S.A. we got our own haunted histories!

  • rocklord

    October 10, 2010 at 7:40 pm

    just looking at sleepy hollow through your camera gives me chills

  • ArthurPA

    October 10, 2010 at 8:28 pm

    You know how to tell a story !!!

    You gave me chills in some parts of the video !!!

    Good work !!!


  • October 10, 2010 at 9:37 pm

    Looks awesome !! I s¿wish I didn’t live soo far awayy !!! 😀 Great video

  • DT2

    October 10, 2010 at 11:34 pm

    BRAVO, great vid James!

  • GunParade

    October 27, 2010 at 11:53 pm

    “Side note: although James’ did an excellent video, having lived right next to the town and having gone to high school there, I can safely say that the town is pretty unremarkable, and frankly not worth putting time to visit. I honestly wish that place was as interesting as James portrays it to be.”

    You’re just trying to keep all the marauding headless horsemen ghosts to yourself, no deal dude, i’m totally going.

  • SilverShadow333

    October 30, 2010 at 11:13 pm

    Yes, the town is unermarkable…but isn’t that the point?

    You get that small town feel whenever you read the story or watch the old Disney cartoon. My family and I watch that show every single Halloween, and I can’t help but get excited every time we do, because it just exudes that All Hallow’s Eve, creepy feeling. This story embodies the 31st. of October. I love it.
    James, it’s awesome you got a chance to visit! It wasn’t much, but you do kind of get an eerie feeling when looking into that stream and the surrounding countryside during the autumn…

  • October 31, 2010 at 9:43 am

    What kind of camera do you use.

  • MotherfuckerAndy

    November 8, 2010 at 11:55 pm

    I finally got a chance to visit Sleepy Hollow after I was inspired to do so by this video 1 year ago. It really is a great place, with a lot to do in a weekend. You can ride bikes around the Sleepy Hollow Cemetary, see the famous Jack-O-Lantern Blaze that has thousands of pumpkins and sculptures, visit Washington Irving’s house on the Hudson, and any number of historic places and mansions. The Huson Valley historic society is top notch. If you go, look up the Tarrytown house, it’s a great hotel with lots of old buildings, gardens, and an awesome gym and indoor pool.

  • randomail44

    November 15, 2010 at 3:36 pm

    OMG north of nyc? then i live REALLY REALLY REALLY close to that spot! i should go there sometime!!

  • krusses82

    December 23, 2010 at 5:49 am

    Thanks for clearing that up RecklessYouth

    Sleepy hollow has some nice historic sites, but pretty much anywhere in NY looks and feels like it could be in a film adaptation of a Washington Irving novel…or a revolutionary war reenactment.

  • Erock23432

    December 23, 2010 at 10:19 pm

    What’s the music score at 8:22

  • March 11, 2011 at 6:08 am

    Whilelm Scream Spotted!

  • chrisRAWRZ

    March 21, 2011 at 10:34 pm

    cool…i was really into the whole story telling you did. i never even knew it sleepy hollow existed till you told me.

  • punksterdaddy

    May 19, 2011 at 10:58 am

    Now this was really interesting to view… Very informative and Educational.
    I too never realised that this was a story based on actual beliefs of the people from the village of Sleepy Hollow, I guess you are never too old to learn something new?

    …but what a great name for a place, eh? “Sleepy Hollow”

    How cool must it be to use that address in all correspondence, like all letters etc?

    to. Punkster Daddy
    13 Irving street
    Sleepy Hollow

    That would be swwweeeeeeeeettt!

  • Dell

    June 13, 2011 at 6:21 pm

    this is awsome! good and really entertaining work guys!

  • lindseykal

    July 12, 2011 at 10:37 pm

    I really liked this – a little mini-documentary. i didn’t know it was a real city either.

    You could make a Blair Witch movie where you go looking at Sleepy Hollow and the Headless Horseman kills you all.

  • JohnnyT6623

    August 1, 2011 at 9:19 am

    James Bro that is so awesome you came to where i grew up(near) i was born in Tarrytown at Phelps Memorial Hospital and spent every halloween wandering through that very same cemetery, and if you wanna hear a mean trick when i was about 7 years of age, my older cousin was driving me and my brother through there and he stopped the car and acted like we were getting out only to jump back in and leave me and my brother there while we voided our bowels, of course he returned only a couple minutes after but i was scared half to death, it truly does have an eerie feel to it, especially in the fall season and halloween, anyways if youre ever in the area again please man lets hang!

  • August 4, 2011 at 12:23 am

    I don’t know what Joshua61991 is talking about the town being called Westchester…the County is Westchester but to the best of my knowledge tarrytown and sleepy hollow are the same place. Anyway I live down the road from sleepy hollow and I work there. It certainly is creepy…I drove down Sleepy Hollow Road with my friend last night at around 12:30 and it truly is freaky as hell…even to a local. ALso Sleepy Hollow road is not the road where the horsemen went down.

  • wbovela

    August 11, 2011 at 3:45 am

    Not nearly as dramatic a story as Sleepy Hollow, but I ended up in Nelson, Canada once where the 1987 movie Roxanne was filmed. Roxanne is based on the play “Cyrano de Bergerac” and stars Steve Martin and Daryl Hannah.

    It was quite easy visiting some of the sites where the movie’s scenes were shot. Great fun.

  • kingallaoy

    October 31, 2011 at 12:25 pm

    YOU ARE ………. ah fuck it

  • LesWitt

    November 2, 2011 at 12:42 am

    A couple additional observations from an upstate New Yorker:
    – Some stupid company sold that stylized clock shown at 2:45 to a ton of towns upstate about 5-10 years ago. I’m from Bethlehem, NY, and my friends have a snarky name for our town’s clock — the Unity Clock.
    – The school district in Kinderhook, NY is called the Ichabod Crane Central School District because Washington Irving lived there. The school district is well-known in the Capital Region because whenever there are school closings for snow, they’re ALWAYS on the list, not for a one-hour delay, fully closed for the slightest flake of snow. Or at least that’s how it was when I was in school.

  • ZombieKillerXXX

    January 6, 2012 at 8:04 pm

    Ahhh, Sleepy Hollow. This is one my all time favorite american folk tales. The 1999 movie directed by Tim Burton is one of my favorite movies of a time. Tim Burton does a wonderful job in setting the mood of the whole movie. Maybe next Halloween you can review it for your monster madness segment you do every year. Anyways keep up the good work and I can’t wait for the Nerd Movie to come out.

  • ZombieKillerXXX

    May 9, 2012 at 5:00 pm

    Sleepy Hollow + Halloween = Pure Happiness. 😉

  • Genome4824

    September 9, 2012 at 3:52 am

    I’ve watched this video the last few years near Halloween. Now however my current girlfriend is living in Sleepy Hollow (right across the trees from the cemetery)! It’s really cool I have gotten the place pretty well memorized now! The cemetary is larger than i expected, we went for a walk around the entire cemetry the other day and it was very cool for me to watch the video again and know I was standing in those same spots not long ago. You really did a great job shooting and editing this video James I really enjoy it! And I am in love with the town of Sleepy Hollow, it’s beautiful and I cannot wait for fall this year!

  • filmslayer

    February 12, 2013 at 6:16 pm

    So I don’t know if you guys get notified when there is a new comment on a video, especially an old one, but James I was wondering what is the music you used for the background in this video, is it available on iTunes? Cause it would be cool to have in a halloween playlist. Anyways great video, it has inspired me to go there sometime.

  • Simon Belmont111

    May 23, 2013 at 5:07 am

    He’s wearing the Indiana Jones jacket.

  • August 22, 2013 at 1:40 am

    Hey James, this is really awesome because my second home is in Sleepy Hollow. My Dad grew up there as a child and then moved back when him and my mom split. The area is so wonderful to live in and has a great mystery behind it. I’m in Sleepy Hollow at least two or three times a week. During Halloween there are tons of great experiences. you should come back again

  • October 10, 2013 at 10:06 am

    coming up on the 4 year anniversary of this video, i come here to watch it every so often, Makes me feel at ease and James did a wonderful job and anyone else that worked on the project.

  • October 5, 2014 at 9:30 am

    I’ve thought about visiting it since it’s not that far from where I live… it’d be a lot of fun, especially if I went in the fall to make it more creepy

  • Jeffrey Ellett

    October 22, 2014 at 8:41 pm

    I grew up just outside of Sleepy Hollow, yes this one. Greene county NY

  • lunalicrichard

    November 8, 2014 at 1:46 am

    The new series of Sleepy hollow is quite good . And i never knew it was a real place !

  • January 11, 2015 at 12:27 am

    James, this is awesome! I don’t live too far from Sleepy Hollow; I’ve driven through the town a lot. Wish I’d known you were in town this day – I’d have loved to say hi to you, lol.

    Small tidbit: the town wasn’t named Sleepy Hollow until 1997. Before that it was just East Tarrytown. Also loved that one of the Westchester Loop busses headed for Ossining made an appearance in the video, haha. (I used to work in Ossining).

  • bryant head

    April 3, 2015 at 8:36 pm

    except in the Tim Burton movie Ichabod was a constable not a school teacher

  • klaus84

    June 19, 2015 at 12:16 am

    James, i grew up in Westchester county, which generally fits the description setting in Washington Irving’s tale, every autumn season. i loved growing up there and it remains my favorite season for the creepiness it seems to naturally conjure a few months a year. your narration was great! I am going to have to pick up a copy of the novel now. i admire how well you throw yourself into everything and create such a fun atmosphere. thanks for sharing. cheers!

  • Don Skiver

    June 26, 2015 at 11:48 pm

    I would love to live in New England some day… So much history up there, especially in the smaller communities (I hate big cities). Autumn is my favorite season of all time, and the north east really does have the most beautiful autumns.

    Unfortunately… I’m too worried to actually move up there since I have fibromyalgia and the winters here in the midwest are hard enough on me as it is… I guess I can still always visit… :/

  • Matt Urban

    October 7, 2015 at 6:32 am

    I could listen to James talk all day. He’s like a good friend whom anyone can relate to. This video is awesome. I’d love to make it up there someday, but sadly don’t see it happening. Maybe once my child’s older lol.

  • October 30, 2016 at 11:59 am

    Sleepy Hollow (1999) Monster Madness movie review #30 Sent me!

  • ScholarOfMiskatonic

    October 30, 2016 at 4:36 pm

    If the description of the town you read near the beginning had been written by H.P. Lovecraft there would have been about a dozen more adjectives per sentence.

    But if I ever get around to visiting the US I might swing by Sleepy Hollow.

  • November 6, 2016 at 4:06 pm

    Can’t view the footage, no matter how many times I try…

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