Explore the best rated trails in Dobbs Ferry, NY, whether you're looking for an easy walking trail or a bike trail like the South County Trailway and Old Croton Aqueduct Trail . With more than 118 trails covering 873 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.
Currently there is a couple of sections that are really nice for the work thats been completed, but will be a fantastic trail once they have completed the sections necessary to connect them into one long trail. All the sections completed are mostly all paved and are great for walking/jogging/biking & wheelchair/stroller friendly. The only exception is tgr Naugatuck River Greenway section that starts at the Sullivan Senior Center, which has a paved trail that runs parallel to the the river and ends at the side road which you continue down a one way street that almost zig zags until you reach palmer bridge. Crossing the bridge and crossing to the paved trail that goes behind a condominium and continues until the end of the dirt parking lots (trail is paved) of John Toro Sports Complex, where the pavement ends towards the actual field. Then it transitions to the field with no defined trail. The Trail at that point isnt really distinct. I lived here most of my life and I didnt know until I saw a news article about The Rainbow Bridge and found that the trail in fact extended past where the pavement ends and continues straight past the dog park past both the first baseball field, the soccer field, and then about halfway through the 2nd baseball field there is a wide opening in the forest, where you then see the entrance to the Rainbow Bridge Trail. Which is an amazing small half looped trail, with some of the most beautiful works of art, and tributes to various pets (photos, stepping stones/memorial rock garden, a memorial fence, k-9 officers memorial bulletin board(s), sculptures, poems, signs, chairs, then the rainbow Bridge which is adorned with photos, momentos, stories, collars & tributes to pets of those who came to place their beloved pets memorials. After you find the exits shortly after that you can see the wide open pathway continues for a while on but ends at a fenced off area that currently is a business/underutilized "Sports park" that will eventually be replaced with a connector trail that will connect with other nearby trails.
There are lots of interesting things to see. Easy walk.
Riding popular trails in each state Metro, New York area and NE. This trail was above expectation. Well maintained mix of packed gravel to packed stones. All wide capable of handling traffic and any type of biking running and some equestrian.. surprising mix of landscape from River Gorge to large animal farms. Lots to see highly recommended. Road from Bartley Road to Hoffman’s. Entry point Long Valley, Apple parking and food available quaint town.
Well-maintained level scenic paved trail. Lots to see--ocean, beach, bay, various watercraft, deer, fox, birds, fauna, all sorts of military relics (missiles, cannon) and ruins (Fort Hancock), views of Manhattan skyline, and the oldest lighthouse in the USA. The direct main trail is only about 7 miles from the south parking lot but you can easily add a few riding around Fort Hancock. We rode in late October 2025. It probably gets very hot in the summer. I GUESS there's usually a fee to drive into the area (National Park) but there was no fee when we were there, perhaps because off season, perhaps because of government shut down.
We decided to start across from the winery, and end our trip there. We went one way and hit roots and railroad ties immediately. We turned around and got the same. Needless to say, the winery was great. Would be a perfect hiking trail. It was beautiful.
I walk on this trail for 1 1/2 hours every day. It’s lovely, varied, not difficult at all. A former rail line, so it’s relatively even terrain. I see deer most days, and cross two bridges—over Route 23/Pompton Avenue and the small Peckman River. I park at the Cedar Grove Community Center, and walk up to the trail. Best time of my day, every single day. Really love how healing Nature here is.
I rode from Harriman to the edge of Goshen. Nice smooth, pavement with little or no bumps. I found some interesting sites and information along the way. I will return to ride the second half of this heritage Trail.
Nice scenic ride . The mountaindale side goes through several abandon like towns nice ride mostly dirt / cinders / crushed stone lots of nice scenery for about 3 miles then you end at the Neversink River where a bridge is out so you have to pedal 7 miles via road to hook up on the Fallsburg side which is paved ,nice trail for 4 miles . Would do again , tables , benches and bike tool areas . No road bike for gravel part
Awesome trail, I tried inline skating and I wouldn’t recommend. It’s definitely possible but not enjoyable. I feel like everything else is doable.
Took a ride on this once nice restored short trail yesterday. The state needs to get back in there and do some basic maintenance. The overgrowth of weeds has turned this into barely a single track lane. Many limbs and broken fencing. It's a shame after all the time and money put into it a few years ago.
Interesting ride did it on a hybrid not a bad ride . Rode from Tarrytown to the end south a few places to get a bite and drink however did not see any porta John’s . Some old stone houses , walls some views of the Hudson River a must see Untermyer park & garden area .
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