Explore the best rated trails in Shirley, 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 29 trails covering 215 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 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.
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.
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.
The map shows a disconnect, but the trail went all the way through. We did the whole trail and although it had a bunch of twigs it was a great ride. Well marked and in very good condition
One of my favorite rides of LI. Good speeds/pace going east. Return headwind can be tough.
Flat, great breeze and plenty of sun. Beautiful views heading down to Jones Beach then connect to Ocean Pkwy. Easily put in 20-30 miles round trip.
Was good until they did some repair maintenance on the pavement a few years back. Now is got bumps and humps along the entire length. Really poor quality work.
My wife and I did this trail on touring bikes, starting at Glenwood Park in Bridgeport, and proceeded northward. Easy to follow until Twin Brooks Park where the trail joins the park trails but there is no signage from here northward. Nice surface but we had to stop NUMEROUS times to look at our GPS to determine our location and which trail/path to take. Then finding the Tait Road starting point for the next section was a challenge. Either print out the Trail Description and have a map, and/or have your phone handy as there are very few, if any, signs showing where the trail goes. A nice series of trails once you find them but don't expect ANY directional advice.
Yes it's along powerlines, but the ride is nice and easy, there are a few places to stop and enjoy a break. Most road crossings have crossing lights.
Right along a busy 6 lane road where people seem to race between stoplights and show off their sub par modified exhaust systems. Bring your earplugs.
Over run with cyclists. Many very inconsiderate. They don’t ring their bell until right behind you. Should be a biking speed limit. Many older people can’t move out of the way when there are pairs of cyclists that stay side by side. Extremely inconsiderate. Not all but too many are.
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