Old Croton Aqueduct Trail: Sleepy Hollow

MODERATE 16 reviews

Old Croton Aqueduct Trail: Sleepy Hollow is a 8.9 mile moderately trafficked out and back trail located near Croton-on-Hudson, New York that features a waterfall and is rated as moderate. 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.

8.9 miles
679 feet
Out & Back

dogs on leash

kid friendly



nature trips

rails trails

road biking

trail running


cross country skiing

horseback riding




7 days ago

23 days ago

28 days ago

1 month ago

6 months ago

trail running
8 months ago

8 months ago

10 months ago

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.

11 months ago

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.

Saturday, January 02, 2016

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.

Sunday, April 06, 2014

Tuesday, July 02, 2013

Sunday, June 24, 2012