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Explore the best rated trails in Sleepy Hollow, NY. Whether you're looking for an easy walking trail or a bike trail like the Walkway Over The Hudson and D & H Canal Linear Park. With more than 107 trails covering 668 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
This is my favorite of the New Jersey trails I've been on. Starting out from the High Bridge end, the first few miles are on a slight upward climb that you barely notice, but you're glad to have on the return trip. The scenery is nicely varied ...every section has its own personality and there are many photo ops along the way. The trail is well maintained and away from traffic noises.
The trail is a bit more rugged and not as well maintained as the other NJ trails, though a hybrid bike will do the job. West of Blairstown Airport there are a few short sections where you have to get off the bike and deal with steep embankments. There are also a few weird places that seem like dead ends...you come to a road crossing and need to follow it a bit before the trail resumes on the other side. They could use a little signage in these areas...having Google Maps on my phone came in handy on a few occasions.
A good starting point for the Western section is the park at 5 Foot Bridge Lane in Blairstown, and for the Eastern area there's a small lot at 106 County Rd 519 in Newton.
Don't even think of going if it's been raining in the last few days. The last time I went there I parked at the Foot Bridge Lane lot in Blairstown and headed East...I slogged through and around mud flats for a few miles before I came to an impassable one and had to turn around. You also learn pretty quickly to be on the lookout for horse calling cards.
Other than these drawbacks it can be a nice ride...people you meet are friendly and for the most part you're away from traffic noises and off the beaten path.
I mountain biked this short but beautiful trail before the 2012 Sandy washout. I took it from Ogdensburg to Beaver Lake Road (walk the tracks the last 300 feet) and then headed down RT 23 and left on 517 to Ogdensburg for a easy loop ride. I hiked the trail 1/13/2023 and I am happy to say that the collapsed section now has a narrow berm on the south side that can be biked (technical) or just walked. There are some trees down along the trail (hop some and carry over some) and some muddy areas by the rock cuts and some passable streams, but the views are worth a try. If you scramble up the rock mound you have great views of Ogdensburg and Sparta, and when you travel under the power lines you have a great view of RT 23 and Franklin. I think the rock cuts are deeper than the ones on the Paullinskill Trail and the elevated rail bed section are amazing. If you want to continue further into the Hamburg Mountain Wildlife Area, you can hop off this trail when it gets close to RT 23, and you will be across the street from their parking area. There is a also great little convenience store at the start of the trail in Ogdensburg as well a a new local bar across the street.
I’ve completed the Wilton trails in Lovers Lane, Entrance near Orem’s Dinner and Mathews Park. All are great. My favorites are the Wilton Trails, you enter and your engulfed in nature. Absolutely beautiful. I also love walking In Mathews park although that is more of a city trail to me not as much nature as these are concrete paved and you pass near traffic and such. So grateful to all the hard work put into to providing these trails thank you!
To add to the previous review, on 11/3 the trail was completely flooded at Jefferson Lake, just north of the Waterloo Road parking area.
We rented bikes in new paltz to go from there up past Rosendale trestle The rest was closed but that was ok. We past some interesting caves with cold air which was a nice surprise. It is finely crushed gravel which is an up grease from mud; however check your bike company to make sure your tires are appropriate for this type of gravel Definitely picturesque, quiet and peaceful Would highly recommend
Yes the path is new, surrounded by greenery and tuck back from the main road. My biggest complaint is the amount of crossroads at the beginning in smith town. Too much interruptions AND You really need to be careful even when you hit the rider alert button for crosswalks The ride itself is nice, but no facilities on path.
Beautiful bike trail to enjoy the fall colors. Love it so much. Highly recommend.
This trail is well marked and is a great combination of climbing steep rocky sections and walking flat sections with decent views. For someone out of shape, this hike is a great workout with plenty of resting spots.
This trail is great despite the middle aged men speeding past you at 90 mph on their LeMonds. I’m not sure if they are bike messengers or just “has beens” trying to live out their dreams of being in the Tour De France, but their speed and shrill shouts of “Left, Left, Left!” piercing the crisp fall air can really ruin what is otherwise a beautiful and relaxing family outing.
The perfect place to stroll and enjoy fall colors.
Nice trail for running, and it wasn’t too crowded. There were a few scenic areas but I was expecting more. Also if hilly around the start. And decent parking.
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