Sleepy Hollow Landmarks

Sleepy Hollow Landmarks

I recently got some airline vouchers after a scheduled flight was delayed. I decided to use these vouchers to fulfill a long-standing dream: visiting Sleepy Hollow, New York, the setting for The Legend of Sleepy Hollow, one of my all-time favorite writings.

Unfortunately, Sleepy Hollow has changed a lot since Washington Irving wrote about it. But there are still some landmarks from Ichabod’s flight from the Headless Horseman, and I was able to track them down.

The first landmark is the old Van Tassel residence, where Ichabod’s flight started. According to those who know better than I, that residence was at this spot where a condominium now stands. The name of the condo probably reflects its history.

The next is the tree where Major Andre was taken. This tree is mentioned several times in the book and is very important in U.S. history as well. I don’t think the tree still stands, but these monuments to it do.

The road takes a curve down into the Hudson Valley and comes finally to the fabled bridge, church, and burial ground. The bridge no longer stands, though a plaque commemorates it and a replica stands not too far from where it would have been.

Look close and you can see the bridge back there.

The church is still there and still beautiful.

The burial ground, complete with Katrina Van Tassel’s gravestone and the unmarked grave of the Headless Horseman is there as well.

Though it sounds trite, this trip did change me forever. In case you doubt that, here’s the proof!

Seriously, my trip to Sleepy Hollow was not only a great time but a great way to further my enjoyment of the book and to kick off the Halloween season. If you’d like to see more of my trip, you can watch this video.


Doug is a child of the 80s who was raised in Ohio and is now living the life of oblivion in the bay area of California.

This Post Has 2 Comments

  1. Brings back a lot of great memories. I always thought that the town does not take enough advantage of its connection. Love the video.

  2. Wow! Great post and video, Doug! Thanks for sharing it with us. :)

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