Explore the best rated trails in Monsey, 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 106 trails covering 788 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.
On an especially brisk, early morning weekday in late October, I had the pleasure of riding my bike on this beautiful trail. There were plenty of walkers and joggers for the first couple of miles, and then me on my bike.
I started at the High Bridge trailhead. The gravel trail made me wish I had my old mountain bike, but after awhile you get used to it and realize your bike isn't going to fall apart. My hybrid did just fine. Just beyond Califon the trail became hard packed dirt and allowed for a smoother, faster ride. Due to time constraints I only went eleven miles out and then back, so I didn't get to discover what the last four or five miles are like.
The Raritan River views are absolutely amazing, and the fall colors dazzling! The sounds of the river and the chirping birds are an additional joy. After Califon the terrain is more suited to land occupied by charming homes and farmland, but there is still plenty of woodlands and river. If I hadn't stopped so many times to take photos and video, I probably could have done the full thirty mile round trip.
After a couple of hours and eleven miles I turned back. It was then that I started passing many, many bicyclists. I think they preferred the warmer temps of late morning to avoid the frozen fingers I had to endure. In fact, I was surprised at how many cars were in the High Bridge parking lot with their bike racks and many, like this Californian, with out of state plates which attests to this trail's fame and popularity. I'm just speculating, but this trail must be super busy on weekends.
What a gem of a trail! A+
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!
In my quest to bicycle in all fifty states, I drove 2,800 miles in order to ride my bike on this rail trail. It's hard to elaborate upon the Rails-To-Trails description. It was exactly as advertised and an absolute joy to experience on a brisk fall morn in early October.
About all I can add is the trail is flat, plenty wide, in excellent condition, and is a fun ride in autumn as the leaves are changing color and fluttering down to transform the path's hue from black to golden brown. There's also plenty of railroad memorabilia here and there to enhance the ride.
I didn't drive nearly 3,000 miles to just ride a seven mile trail. Naturally I continued on across the Walkway Over The Hudson and then on to the Dutchess Rail Trail for a fuller experience of the Hudson Valley! It was all exactly as I had hoped it would be!
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.
This is still a great trail but currently (9/2023) the Trailway is closed between the Stormville parking area on South Green Haven Road and the road crossing at Depot Road due to a partial washout (see pic).
There is a bypass using Route 216 (busy and not always good shoulders).
People have gone around the barricades and used the Trailway. Please use caution if you do so.
Parked on the east side of the bridge after a bit of confusion finding the end of the bridge. Signs were a bit confusing. We just looked at the huge bridge went towards the obvious end of it to find parking. Lightly crowded on a Monday morning around 9:30 as we headed west across the bridge. Well worth the trip as the views of the Hudson Valley are spectacular! Rode 8 miles west out into central New York. Very little elevation change and a clean smooth trail. Worth the ride!
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.
I can't believe I'm forced to give this trail two stars. It's not due to the location, the scenery or lack of variety. The trail gets five stars for these features. It's due to the condition of the trail. It's HORRIBLE!! Someone got the bright idea to put very large gravel down on the trail. which turned the trail into one that is only suitable for a mountain bike with suspension. Even then, it's not an easy ride. Yes, there are sections that are flat, but there are also sections that are so steep that you're forced to get off your bike to get up it. Though I'm not any sort of professional biker, I am someone who takes 70 mile road bike day trips on a regular basis. It took me five hours to go 36 miles - 18 miles out and 18 miles back. I had planned to do the entire trail out and back. If I'm having issues with a trail, there's good reason. I took my regular mountain bike (no suspension) and my body was shaken all over the place due to the trail condition. Until the trail condition is resolved, I sadly won't be returning to this trail again. It's a darn shame. On a positive note, I did see a bobcat!
* The trail description of the trail on the national park web page, the official Rails to Trails book for PA and other sources need to be updated to reflect the true condition(s) of the trail.
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.
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