Explore the best rated trails in Commack, NY, whether you're looking for an easy walking trail or a bike trail like the Norwalk River Valley Trail and Ridgefield Rail Trail . With more than 76 trails covering 513 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.
The smoothest trail you will find anywhere around NYC. Nice and long, mostly flat. As others have pointed out, plants are beginning to overgrow on the Dutchess County end and need to be cut back. But the trail goes by numerous lakes and offers fantastic views. Highly recommend. Just make sure to start early because the trail is quite long.
Excellent trail except for the staircase once you get into Brewster from the Danbury area. Why wasn't a ramp put in instead of 2 steep staircases to carry a bike up or down?
These are really 2 separate trails with a variety of surfaces and a bit of street riding. The Norwalk trail is mostly asphalt going north from the sound while the trail in Wilton has about half going through a wooded area with pea gravel. This is the most enjoyable spot to ride as the other half of the Wilton trail dies out north of town on Route 7 with nothing around. If they were ever able to connect the two routes you would have something.
I finally decided to check out HHT. I thought a Summer Saturday might be busy, but I was pleasantly surprised. I started at Highlands and headed west to Keyport. Very peaceful. Had a good ride and will definitely be back
I entered the trail on Ryder Road in Ossining and ran to the Teatown preserve and back (approximately 6 miles).
The trail is overgrown and not well maintained. There are points that are severely sloped and there are rocks hidden in high grass. Along the trail there is a creak that has stagnant water. The high grass and water leads to a large amount of bugs. I found a tick on my leg after the run.
On the trail there are abrupt up-hills that are not maintained or easy to traverse without coming to a slow walk due to rocks and roots. The scenery is beautiful but the trail needs a lot of love and care.
Beautiful needed trail, extending the Dutchess Trail down to Brewster. Pity there seems to be some big ownership/maintenance dispute going on I guess between Dutchess County and NYS? Because right now no one is cutting back the weeds on the Dutchess County side and there’s a big defensively toned sign up saying that Dutchess County is not responsible.
The map shows a disconnect, but the trail went all the way through. We did the whole trail and although it had a bunch of twigs it was a great ride. Well marked and in very good condition
One of my favorite rides of LI. Good speeds/pace going east. Return headwind can be tough.
Flat, great breeze and plenty of sun. Beautiful views heading down to Jones Beach then connect to Ocean Pkwy. Easily put in 20-30 miles round trip.
Finally reached it from the North County trail way and was both surprised and disappointed. Some nice spots but mostly odd hills and backend of towns. Expected it to be much nicer. Now I’m trying to figure out the road connections in Brewster to get to the better reviewed Maybrook.
Was good until they did some repair maintenance on the pavement a few years back. Now is got bumps and humps along the entire length. Really poor quality work.
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