Old Croton Aqueduct Trail: Sleepy Hollow

EASY 27 reviews

Old Croton Aqueduct Trail: Sleepy Hollow is a 8.8 mile moderately trafficked out and back trail located near Croton-on-Hudson, New York that features a waterfall and is good for all skill levels. The trail offers a number of activity options and is accessible year-round. Dogs are also able to use this trail but must be kept on leash.

8.8 miles
439 feet
Out & Back

dogs on leash

kid friendly


cross country skiing


horseback riding

nature trips

road biking

trail running



rails trails



7 months ago

Great hike, easy

7 months ago

This is a flat dirt path, why is it rated moderate, it's so easy!?

10 months ago

Not a great trail, there are houses and roads right next to it. It's pretty flat and wide, and it's more of a walk than a hike. There's a train station at one end, in Sleepy Hollow, and parking at the other end.

Tuesday, June 28, 2016

OCA actually is well beyond croton-on-Hudson . It is a linear state park 20+ miles that runs south(Bronx border) to north (Putnam border) in westchester . Very diverse - woods, backyards of modest homes and cutting through huge estates (eg Lyndhurst). Some of OCA winds through village streets. It's signature are the column vents that pop up every mile or so to allow flow of water from Catskills (?) to NYC many years ago. Great views of Hudson.

Saturday, May 28, 2016

The aquaduct is great and a sight to enjoy. I have lived in NY for so many years and didn't realize such a beautiful place is so near by. It is very calming to watch the aquaduct. Hiking / trekking is quite easy and simple. A nice, quick get-away place.

Wednesday, July 08, 2015

Though it's well maintained and has some interesting sightseeing, it cuts right through people's backyard and gives zero sense of solitude.

Sunday, June 28, 2015

I started the trail in Tarrytown. It stunk at first because you're cutting through streets and backyard. Once you're in Sleepy Hallow you'll go to a beautiful part of the trail. You'll be along highways for a bit until you hit Ossining and from there's its quiet and peaceful. Just you and the birds!

Tuesday, March 24, 2015

Pleasant trail for stretching the legs out after a long winter - wide, well-maintained, and not too much up & down for out-of-practice legs to deal with. The trail is accessible from mass transit (I took the Hudson Line to Ossining and followed the trail from there to Tarrytown, about a third of the overall length of the trail. The downside is that the trail spends a lot of time just behind back yards, and is never very far from the road - or out of earshot of cars.

trail running
9 months ago

10 months ago

11 months ago

Saturday, June 10, 2017

Saturday, June 03, 2017

Sunday, May 28, 2017

Saturday, May 20, 2017

Friday, May 05, 2017

Saturday, April 29, 2017

Sunday, November 13, 2016

trail running
Saturday, September 24, 2016

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Tuesday, July 02, 2013

Sunday, June 24, 2012