Explore the best rated trails in Middletown, NY, whether you're looking for an easy walking trail or a bike trail like the Wallkill Valley Rail Trail and River-to-Ridge Trail . With more than 84 trails covering 647 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.
It’s perfect for people who love nature—lots of forest and good trails. I really liked it.
I’ve gone a few times to ride my bike however I’ve almost got taken out by people on racing bikes and think they are in a triathlon..not cool
Cute park area, playground for kids, pavilion, picnic tables, grills. Boat launch and museum, although the museum had a sign that it is no longer open. I parked at the visitor center and biked the Heritage Trail. Easy, gravel, a couple of ponds along the way. Ends at 209.
Flat, paved rail trail. Dead ends at almost one mile. Located right in Port Jervis town.
I'm a senior, just getting back into riding. I wanted to try the "14 mile loop" I have a hybrid bike and completed the loop, but probably wouldn't do it again due to the Great Valley Trail part of the loop. I found Great Valley to be less maintained than the Paulinskill and Sussex branches of the loop. I found the loop grassy and bumpy in the beginning (Augusta Hills Rd) and then the trail narrowed and became more of a single lane trail that was rutted and overgrown with tall vegetation. Had to get off the bike once to carry the bike over a tree. Connecting back up to the Paulinskill branch was a welcome site. Great Valley is certainly doable, but it was the least enjoyable part of the loop.
Beautiful views, well kept and wide trail. Olive to Boiceville has best views. "Road Bikes" are named to be on the road.
I had a great ride. My wife decided not to join me which was a good thing. I took what was supposed to be the easiest sections. They may have been easy for mountain biking, but I was expecting more of a rail trail in those areas. No problem -I had a gravel bike with 44 mm tires which worked fine. Could’ve been a little better marked in some areas, but I did not get lost. I would highly recommend checking out the website for the park, which gives you details on the easiest to the most difficult sections and the mileage between the access areas. Remember, this is not a flat rail trail. There are a lot of flat areas, but there are a lot of twisty turns, short uphill and downhill climbs -as well as bridges. And the terrain is not the smoothest.
Have a comfort bike with wider tires 24 speeds. There are in most parts of the trail 2 tracks. Mostly unkept so poor for biking. Trail is grass and like I said 2 bike tire tracks. However would be great for hiking.
Very scenic good ride , if your biking I would recommend ride early otherwise you encounter many walkers , strollers etc which can be a hazard if you are biking and cone around a corner the a surprise.
Nice trail to get in 10 round trip , scenic , rest areas , food .
Wonderful trail. Part of the larger Empire State Trailway. This part from Eastview to Baldwin Place is the section I ride the most. Mostly shaded once you're north of Millwood with plenty of spots where you can stop for a bite or veer off for road riding near the reservoirs.
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