Explore the best rated trails in Ossining, NY, whether you're looking for an easy walking trail or a bike trail like the Walkway Over The Hudson and Marcus J. Molinaro Northside Line . With more than 119 trails covering 877 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.
Beginning perhaps 2 miles north of the Simsbury Airport and continuing north for at least a few miles the trail will be closed for construction (looks like repaving + ?). I was on this trail yesterday and the "Will Be Closed" signs are abundant.
Rough in spots but really nice ride !!! Would do it again ! Tough around the steep hill x2 , Tressel bridge !!! But nice scenery and cool breeze Pat and Kevin B
Section from New Paltz (and maybe a mile or two below, I haven’t checked) to a mile or so north of the Rosendale Trestle is superb. Just after the Women’s Studio Workshop is an interesting historical furnace chimney. But then the trail comes apart - chunky gravel and hills I wouldn’t want to come down, leading to Williams Lake (saw lots of landscaping going on but no one using that end of it recreationally). I returned to the Women’s Studiovia the road.
I have wanted to come to Sandy Hook for several years, and I am thrilled that I finally did. It’s a lovely ride that includes shore front and leafy glades. Definitely my new favorite ride!
I just rode the trail from Cheshire to New Haven Harbor. It gets confusing because of the lack of signage once you go under the Temple St Garage in New Haven. You get dumped out into a street and don't know where to go. The trail is on the road or sidewalk depending on what you prefer. Take a left onto Grove St. continue to the end and take a right onto Olive ST. Follow Olive St. to the end and pick up the trail again on Water St. Cross Brewery ST and take a right to continue on Brewery. Brewery changes to Sargent Drive. Take a left to go under I95 and the water will be in front of you. If you take a right and continue down for a little, along the water's edge, you will find dozens of food trucks to buy lunch before a return trip. It was well worth the trip.
A fairly easy ride with wonderful scenery and an abundance of entry points along the trail.
Parts of this trail are incredible. You feel like an early pioneer venturing out beyond the frontier. You are stunned by the natural beauty of the Delaware river. You imagine the grinding of receding glaciers that carved this beauty. You hear the echos of an earlier time. The forest is dense, lush and alive. Groundhogs greet you. Birdsong awaits you. Locals are friendly However parts are hellish if you’re attempting to bike it. Even hiking the bike is dicey and dangerous. Our ortlieb saddle bags fell into the Delaware river at one point. We managed to fish them out by some kind of aquatic miracle It’s also full of Lyme disease carrying ticks so watch out The trail need a make over Any billionaires out there who have a spare penny to repair it, please help!
This morning May 25, 25 we saw a doe and larger buck between east of Old Town Road.
Overgrown and hard to follow We gave up even with mountain bikes when starting from Palmer Park. We are going to try another trail nearby
Really doesn’t qualify as a trail, just a pocket park, it’s way too small but it is a very pretty surprise off the Okd Croton Aquaduct Trail
The section on the Upper West Side starting from 125th St going south is still closed for construction but will hopefully open soon albeit late. Also the section from 181st Street running to Dyckman St is also closed with zero announcements re what’s going on; could be a serious problem with sinkholes and the retaining wall. The good news is that we finally have a full size bike lane across the Henry Hudson Bridge. The bad news is that you still have to portage your bike up a 2 story railroad bridge into the Dyckman Park section of Inwood Hill Park. And in Riverdale it is on street from the bridge to Van Cortlandt park. Park
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