Explore the most popular trails near Sleepy Hollow with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

Sleepy Hollow, New York Map
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1 month ago

Nice trail!

Amazing hike

Great & easy trail perfect for small dogs. Pretty awesome view of the dam. Would love to return to mountain bike. Which reminds me to warn hikers that some parts of the trail you share with cyclists (some are polite and some will run you down if you don’t get out of the way).

Nice dirt trail, well marked, with very few inclines. My wife and I only biked from Glenwood to Tarrytown, but I am already planning to come back to do the whole length of the trail. Yes, you do go past a lot of back yards, but you also get to ride through a lot of historic river towns along the way.

NOT what it looks like. you're in people's backyard most of the time. then it leads you out onto trafficked roads for the last two miles. the pictures are misleading and the dam is not where the trails end. other than that what's in actual trails are pretty nice. but if you're looking for the dam it's 4 miles after the end

Great views
Excellent trails
Easy

walking
Friday, September 22, 2017

Beautiful water fall/dam worth seeing . Park like any other state park. Loud music, BBQ nothing special.

hiking
Wednesday, August 23, 2017

Too many houses around ....it's ok, nothing special .

Very good for biking with kids, easy and not crowded

Sunday, January 22, 2017

good well marked trail pretty easy

Tuesday, August 30, 2016

Really easy walk perfect for children or walking your dog. Picnic table by the parking lot. I loved the view.

walking
Monday, March 21, 2016

Awesome

hiking
Saturday, March 12, 2016

Lovely easy trail. Great for small dogs as well. Gets a bit grubby and trashed the further south you go, but overall it was a great walk!

cross country skiing
Saturday, November 28, 2015

Awesome day great weather beautiful blue skies for the great outdoors

Saturday, January 03, 2015

No parking around, all streets are residential. Boring flat trail and stupid dogs all over blocking smooth ride.

Friday, January 02, 2015

This trail is for 5 year old kids. Boring , very flat . Main problem No Parking only residents.

hiking
Monday, April 14, 2014

simple hike beautiful views ,great for beginners. started in Tarry town walked up for six mile great hike cant wait to get back with a mountain bike

mountain biking
Saturday, October 05, 2013

Nice easy path for biking. You can probably do the entire trail if you have the time. No hills and the terrain is most dirt but doesn't get boring. It's isn't crowded so you can just roll.

hiking
Sunday, June 30, 2013

Beautiful sceneries, hiking not strenuous. perfect with the family.

walking
Thursday, August 09, 2012

I haven't been able to take this entire trail from end to end, but I have walked and biked about 15 miles of it. It is relatively flat for much of the trail. There are some areas where a map might be needed (the trail sometimes veers off and takes paved roads). Yonkers can be the most confusing part of it (you will find yourself walking down Yonkers Ave for about a mile). It's a very beautiful path where you can find yourself at the back end of Untermeyer Park in Yonkers (look for the Lion and Unicorn), which is an excellent journey to check out but make sure you have your hiking boots on. This path follows the Hudson River and can be seen throughout. They trail also goes through the grounds of Lyndhurst Castle in Tarrytown and the campus of Marist College in Poughkeepsie. The trail is accessible from many different points, depending on where you live; just check out the web for some more information and maps. This is also an excellent path for the runners out there!

hiking
Monday, September 05, 2011

We covered our first section from Yonkers to Route 9 in Tarrytown the first day. Going through the Villages and crossing some paved roads, most marked by a pedestrian crosswalk. Hastings thru Dobbs Ferry was very pleasant and great views of the Hudson and Palisades. We met some friendly people that were jogging or walking their dogs. Dobbs Ferry goes thru some parking lots and Mercy College Campus. In Irvington you pass thru Columbia University and Lyndhurst Estate. The grounds are just impeccable.
Day 2 had us picking up the trail behind Stop & Shop off Rte. 119 in Tarrytown, but it only affords a few blocks and scenes of some buildings and homes. Once more we picked it up adjacent to Sleepy Hollow High School, it bodes of views of the Hudson River and continues on past the historic Sleepy Hollow Cemetery and then thru the Rockefeller Preserve. Crossing some high foot bridges, and again ending abruptly in Scarborough. Once more behind homes, backyards and buildings in Ossining, it again crosses Rte 9 for the last time.
Day 3 we entered from the East side of Rte 9 in Ossining. This is the most rustic and scenic of the trek. It passes several of the vents that are spaced about every mile or so along the OCA. Coming out at the New Croton Dam and the Spillway is simply breathtaking.
Bicycling should be able to do it in one day and it is not a difficult trek to peddle.
The Croton Gorge is a large park and great for a picnic and a pick-up for the ride home.

mountain biking
1 month ago

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