Sleepy Hollow
Village in New York StateWikipedia
44
MENTIONS
22
EPISODES
20
PODCASTS
Search complete. 44 mentions across 22 episodes found for "Sleepy Hollow".
Sep 11, 2026
Chris RaygunGUEST
Yeah.
Chris RaygunGUEST
Nobody I knew had a, and he, I remember, I remember him very specifically because he, he lived in Sleepy Hollow.
Chris RaygunGUEST
It was like a lot of new things I was learning where I was like, Sleepy Hollow's real.
Chris RaygunGUEST
Like, you know, it's always such a fake, but I used to think like, it used to be like, cause Sleepy Hollow was like no more than like 15 minutes away from me.
Chris RaygunGUEST
So like that headless horseman shit used to freak me out actually.
Brad EllisHOST
yeah like
Matthew SerioGUEST
No, it wasn't in Troy.
Matthew SerioGUEST
Somewhere near Sleepy Hollow.
Devon O'HaraHOST
Anyway.
Devon O'HaraHOST
You live up in New York, Matt?
Gary ShapiroGUEST
And a group consciousness can create...
Gary ShapiroGUEST
We talked about this the most with, um, uh, like about Sleepy Hollow, which is, you know, we're from Westchester County.
Gary ShapiroGUEST
Mm-hmm.
Gary ShapiroGUEST
You know, it's like so that's a part of town.
Cam HaleHOST
Sean sends this in.
Cam HaleHOST
Sean says, here in Sleepy Hollow, New York, we have all types of crazy things.
Cam HaleHOST
The Headless Horseman's not one of them.
Cam HaleHOST
We have ghosts and demons and aliens.
Cam HaleHOST
To this day, he's still scared to drive up in there at night.
Cam HaleHOST
So yes, things you cannot explain are real.
Cam HaleHOST
Come to Sleepy Hollow, New York.
Cam HaleHOST
You never know what you might see, Sean.
Jason AllisonGUEST
Where'd you grow up?
Jack MurphyHOST
In, uh, Sleepy Hollow, New York.
Jason AllisonGUEST
Oh, okay.
Jason AllisonGUEST
I lived not too far from you for a long time.
Keith StewartGUEST
Great spot to be, great spot for the former Western Open.
Keith StewartGUEST
Right? The next week, the week of 32, they're gonna go out to LA for LACC, and then the week after that, the w- the round of 16, they're g- they're gonna come to Sleepy Hollow in New York.
Keith StewartGUEST
These are fabled institutions that any of us would love to play on any given day, right? If you were told to wear pants, you'd wear them.
Keith StewartGUEST
Like, th- there's so much excitement.
Keith StewartGUEST
Great spot to be, great spot for the former Western Open.
Keith StewartGUEST
Right? The next week, the week of 32, they're gonna go out to LA for LACC, and then the week after that, the w- the round of 16, they're g- they're gonna come to Sleepy Hollow in New York.
Keith StewartGUEST
These are fabled institutions that any of us would love to play on any given day.
Keith StewartGUEST
Right? If you were told to wear pants, you'd wear them.
Keith StewartGUEST
We all like that venue in Chicago.
Keith StewartGUEST
Great spot to be, great spot for the former Western Open, right? The next week, the week of 32, they're gonna go out to LA for LACC, and then the week after that, the w- the round of 16, they're g- they're gonna come to Sleepy Hollow in New York.
Keith StewartGUEST
These are fabled institutions that any of us would love to play on any given day, right? If you were told to wear pants, you'd wear them.
Keith StewartGUEST
Like th- there's so much excitement, and even if those places, which I've heard are like 85% true, right? Even if those places aren't true, like that kind of excitement is what you need to build around this event, not rinse, rewind, repeat.
Ryan McKeeGUEST
I'm looking.
Ryan McKeeGUEST
What's funny is I used to live next to another small town in New York called Sleepy Hollow, where it's the Headless Horsemen.
Ryan McKeeGUEST
We have a festival each year about the Headless Horsemen.
Chris BennettHOST
Oh, crazy.
Sara CannGUEST
Um, and when you're doing seven markets with a two person team, you realize you're working seven days around the clock and like filling in every single minute of your schedule.
Sara CannGUEST
Uh, so now we just do the Terry town sleepy hollow market and the Piermont market and a few holiday pop-ups.
Sara CannGUEST
So we're at these markets every month, um, between, um, One full weekend to two full weekends.
Sara CannGUEST
So it ends up being twice or four times a month you'll see us.
35 MINS LATER
Vinnie CannGUEST
Oh, actually, and Tarrytown is a great place to visit.
Vinnie CannGUEST
in October yeah
Sara CannGUEST
Sleepy Hollow
Vinnie CannGUEST
Sleepy Hollow oh yeah is like just and they do it so well so yeah so if you're around you know in in October come to come to Sleepy Hollow Tarrytown and and check us out because it's a lot of fun
12 more episodes mention Sleepy Hollow.
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