Explore the best rated trails in Port Chester, NY, whether you're looking for an easy walking trail or a bike trail like the Ridgefield Rail Trail and Norwalk River Valley Trail . With more than 94 trails covering 625 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.
After starting in New Paltz on the Hudson Valley Rail Trail and then crossing the Walkway Over The Hudson, I continued on to the Dutchess Rail Trail. I only went a few miles before turning around and heading back to New Paltz for a 21 mile ride.
The portion I rode is for the most part heavily forested, so if you like colorful trees in the fall or shade in the summer you'll love this. The trail is easy to ride, in amazing condition, and on a weekday morning in mid October lightly used. I especially appreciated the use of wood fencing in many spots which was the perfect architectural touch for this trail. Another highlight was Morgan Lake with its lovely swans and colorful trees reflecting upon the water.
I wish I would have had the time to venture further into the beautiful rural areas, but time was of the essence. I guess I have a reason to return and do the full length next time!
The history of the Long Island Motor Parkway (as it was first recalled) is revealed with signage along the length of the Parkway, including the site of the Jacob Johnson Family Burial Ground who appears in the 1830 Census as a "free colored man." At least two of his sons served in a segregated unit in the Civil War. He was a farmer in the area until retirement when he lived very close to Alley Pond.
The length of the entire park roadway, designated as part of the Greenway, has been repaved.
Review other park features when you come. In another area of the larger Alley Pond Park is found the oldest and tallest tree in NYC, already growing at the time of George Washington, known as the Alley Pond Giant. Hiking trails throughout the Park are well maintained.
Very nice 7 miler tonight just before sundown. Trail was very clean and only lightly populated as we headed south for 3 1/2 miles and then back to the parking lot.
Too bad that Daddy O's had closed their kitchen when we returned. Had to go to the Redline Diner to get a post-ride meal on a Sunday night.
Road crossings were well marked and use automatic yellow flashing lights for traffic to be aware of bikers approaching the crossing. A nice feature.
The bridge is repaired and the trail is open.
Was a great great trail! Got a little lost through Goshen, thank you kind gents for allowing us to follow you to the connection!
I started my journey in Bethpage Park ($8 to park for the day) and headed south. The Massapequa Preseve is beautiful and certainly the highlight of the trail. I loved how a small, charming stream ran alongside the trail for most of this leg of the trip.
Once I got to Sunrise Hwy, it was a bit confusing because the trail is not obvious to where it picks up on the other side. I found the trail and completed the last mile. Personally, I would not recommend going south of Sunrise Hwy. The trail becomes extremely bumpy and it ends unceremoniously at the corner of a busy intersection. On my next trip, I am avoiding this leg.
Finally I biked back up to Bethpage and continued north. The Trailview State Park portion of the trail is the best maintained, with a freshly paved roadway and beautiful greenery. I didn't go further than the TSP.
All in all it was a fun ride! My next trip I am parking where the trail intersects with Sunrise Hwy and take it all the way north.
Nice short ride but afterwords you can go south on Old Dock Road and relax on a bench and enjoy the water views. Then you can do the Hike and Bike trail again.
12 miles to a awesome payoff. NYC Skyline in the distance. A bit bumpy at times. Great way to get used to clipping in. You do it a lot. Lol Many road crossings. Half the ride under shade. Clean path. 2 hours there and back at 11MPH Enjoy the ride!
This is a nice bike ride. The trail is well paved and very level. Not many other riders/hikers. The unavoidable intersections are very disruptive if you are riding for a steady fast pace or for a strenuous workout. Also not much shade. But if you are biking or walking for an enjoyable bit of exercise, it can't be beat for this area.
I took the Metro North out of the city up to Bronxville to cycle all the way to the north end of this trail, and had a very good time. While it's not exactly a quiet trail, running alongside the Bronx River Parkway for the majority of it, it is surprisingly secluded and peaceful.
I do have two warnings, which I've also submitted as edits to the description of this trail, so hopefully they'll appear above this review in the future.
One: there is a small section of gravel between Hartsdale and White Plains. I took my Brompton since I was expecting asphalt the whole way, and while it performed surprisingly admirably on the gravel, it was still rough enough to give me a tire puncture. Gravel bikes and hybrids will likely have no problems, but folding bikes and skinny-tire road bikes may want to be cautious in this section - it's unfortunately too long to simply walk it.
Two: there are a number of extremely low-clearance parts of this trail where it passes under the Bronx River Parkway. I'm 5'11" and I had to duck while *walking* my bike several times. These are all well signposted, but do *not* ride your bike under there unless you know exactly how tall you (and your helmet) are on your bike. Many of these crossings are also blind and narrow, so if you do ride through them, I'd recommend ringing your bell as you go to warn anyone approaching.
Men hanging out along the path. Would not be heard if you shouted out
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