Looking for the best trails around Bay Shore?

Explore the best rated trails in Bay Shore, NY, whether you're looking for an easy walking trail or a bike trail like the Norwalk River Valley Trail and Ridgefield Rail Trail . With more than 64 trails covering 461 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.

Recent Trail Reviews

Saddle River County Park Bike Path

Beautiful Trail/No E-bikes Allowed

September, 2024 by stakrx

We had a beautiful day riding this trail! There were a lot of people, however, that's to be expected on a wonderful Sunday afternoon. The only downside was that we were stopped and given a warning, with my name taken and entered into the officers computer, by a County Sherif officer that e-bikes are prohibited in all Bergen County parks. Unfortunately we won't be back to this trail again.

Laurelton Greenway

It should be used mostly for walking back and forth. Really good for the kids or folk just learning to ride their bicycle. I used it to practice clipping in and out of my pedals. It's also really neat and clean. Also a lil park as well.

September, 2024 by godfathercpr3

It should be used mostly for walking back and forth. Really good for the kids or folk just learning to ride their bicycle. I used it to practice clipping in and out of my pedals. It's also really neat and clean. Also a lil park as well.

Westchester RiverWalk (Croton-on-Hudson)

great trail!

September, 2024 by ymm10501

Super calm,people are kind, and a great way to relax!!

Accordion

Bethpage Bikeway

Great ride

August, 2024 by f9rys6884g

Biked the entire run, from Woodbury to Massapequa. Completely paved path the entire way. Only half-dozen “small bumps” along the entire way due to tree roots, but seriously, nothing to complain about.

Maybrook Trailway

weeds weeds weeds!!!

August, 2024 by johnjr4

This is a great trail that is now suffering from neglect . The weeds are so overgrown that the trail is almost down to a single lane.

North Shore Rail Trail

great trail

August, 2024 by gatogo4

Easy riding trail. Lots of crossings There are no center posts on some of the crossings making the crossings much easier to navigate. Hope the rest of the center posts could be removed

Henry Hudson Trail

Roots, roots, roots!

August, 2024 by robertino

On Monday, 05 August 2024, I rode my road bike from Keyport to Leonardo along what I believed would be one of New Jersey's premier paved paths. It's obvious it was once a wonderful path, but that was years ago. The path is disappointingly neglected and is no fun at all to ride on: the asphalt pavement is epidemically root-riven. Some places need to be resurfaced and the wide crevices filled in. I would go so far as to say that the path needs to be rebuilt! It's a shame, too, because the path traverses lovely woods that offer shade from a blazing summer sun.
That same day I had ridden the bay-side section of the Henry Hudson Trail. That part runs right beside the bay and is constructed of finely crushed stone. It's beautiful and is a joy to ride on, even on a road bike!
It's easy to get from the bay-side of the HHT to the bike path that threads up through Sandy Hook to Fort Hancock -- and that route is nothing short of magnificent!
But, from Keyport to Leonardo -- just skip it.

Maybrook Trailway

5 Star

July, 2024 by z4g9gshqpr

The smoothest trail you will find anywhere around NYC. Nice and long, mostly flat. As others have pointed out, plants are beginning to overgrow on the Dutchess County end and need to be cut back. But the trail goes by numerous lakes and offers fantastic views. Highly recommend. Just make sure to start early because the trail is quite long.

Maybrook Trailway

Maybrook to Brewster

July, 2024 by bktourer1

Excellent trail except for the staircase once you get into Brewster from the Danbury area. Why wasn't a ramp put in instead of 2 steep staircases to carry a bike up or down?

Maybrook Trailway

Incredible Trail -- Almost impassable in Dutchess County Right Now

July, 2024 by dryaun

The Dutchess County portion of this incredible biking trail is almost unusable right now. Weeds wildly overgrown and sticking out 4-5 feet into the trail on either side. The Dutchess County people responsible for this negligence should be ashamed of themselves.

Norwalk River Valley Trail

Two Trails

July, 2024 by z4g9gshqpr

These are really 2 separate trails with a variety of surfaces and a bit of street riding. The Norwalk trail is mostly asphalt going north from the sound while the trail in Wilton has about half going through a wooded area with pea gravel. This is the most enjoyable spot to ride as the other half of the Wilton trail dies out north of town on Route 7 with nothing around. If they were ever able to connect the two routes you would have something.

Henry Hudson Trail

I finally decided to check out HHT. I thought a Summer Saturday might be busy, but I was pleasantly surprised. I started at Highlands and headed west to Keyport. Very peaceful. Had a good ride and will definitely be back

July, 2024 by stevelomicky

I finally decided to check out HHT. I thought a Summer Saturday might be busy, but I was pleasantly surprised. I started at Highlands and headed west to Keyport. Very peaceful. Had a good ride and will definitely be back

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Accordion

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