Looking for the best trails around Shirley?

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 28 trails covering 212 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

Ocean Parkway Coastal Greenway

Nice and long bike path

December, 2023 by kzhang20000

During the summer, there are more than 2 stops along the way you can buy drinks and food.

27 mile total. On my way back, I was riding against the wind, so tired......

Vanderbilt Motor Parkway

It's not bad

December, 2023 by kzhang20000

It's not too long, but watch out for sharp turns and steep climb onto the cross over bridge.
Also there were junkies in the Allie pond park parking lot asking people for money.

Vanderbilt Motor Parkway

Entire trail now reopened, repaved, with historic signs

November, 2023 by tom0153

The history of the Long Island Motor Parkway (as it was first recalled) is revealed with signage along the length of the Parkway, including the site of the Jacob Johnson Family Burial Ground who appears in the 1830 Census as a "free colored man." At least two of his sons served in a segregated unit in the Civil War. He was a farmer in the area until retirement when he lived very close to Alley Pond.
The length of the entire park roadway, designated as part of the Greenway, has been repaved.
Review other park features when you come. In another area of the larger Alley Pond Park is found the oldest and tallest tree in NYC, already growing at the time of George Washington, known as the Alley Pond Giant. Hiking trails throughout the Park are well maintained.

Accordion

Pequonnock River Trail

The bridge is repaired and the trail is open.

August, 2023 by bliebow1234

The bridge is repaired and the trail is open.

Bethpage Bikeway

Lots of fun!

August, 2023 by fredunger_tl

I started my journey in Bethpage Park ($8 to park for the day) and headed south. The Massapequa Preseve is beautiful and certainly the highlight of the trail. I loved how a small, charming stream ran alongside the trail for most of this leg of the trip.

Once I got to Sunrise Hwy, it was a bit confusing because the trail is not obvious to where it picks up on the other side. I found the trail and completed the last mile. Personally, I would not recommend going south of Sunrise Hwy. The trail becomes extremely bumpy and it ends unceremoniously at the corner of a busy intersection. On my next trip, I am avoiding this leg.

Finally I biked back up to Bethpage and continued north. The Trailview State Park portion of the trail is the best maintained, with a freshly paved roadway and beautiful greenery. I didn't go further than the TSP.

All in all it was a fun ride! My next trip I am parking where the trail intersects with Sunrise Hwy and take it all the way north.

Kings Park Hike & Bike Trail

sweet ride

August, 2023 by jonbrako22

Nice short ride but afterwords you can go south on Old Dock Road and relax on a bench and enjoy the water views. Then you can do the Hike and Bike trail again.

North Shore Rail Trail

Nice ride, many intersections

August, 2023 by ih8rain1

This is a nice bike ride. The trail is well paved and very level. Not many other riders/hikers. The unavoidable intersections are very disruptive if you are riding for a steady fast pace or for a strenuous workout. Also not much shade. But if you are biking or walking for an enjoyable bit of exercise, it can't be beat for this area.

Bronx River Greenway

Had a great time cycling from Bronxville to the dam - but watch for gravel!

August, 2023 by me301

I took the Metro North out of the city up to Bronxville to cycle all the way to the north end of this trail, and had a very good time. While it's not exactly a quiet trail, running alongside the Bronx River Parkway for the majority of it, it is surprisingly secluded and peaceful.

I do have two warnings, which I've also submitted as edits to the description of this trail, so hopefully they'll appear above this review in the future.

One: there is a small section of gravel between Hartsdale and White Plains. I took my Brompton since I was expecting asphalt the whole way, and while it performed surprisingly admirably on the gravel, it was still rough enough to give me a tire puncture. Gravel bikes and hybrids will likely have no problems, but folding bikes and skinny-tire road bikes may want to be cautious in this section - it's unfortunately too long to simply walk it.

Two: there are a number of extremely low-clearance parts of this trail where it passes under the Bronx River Parkway. I'm 5'11" and I had to duck while *walking* my bike several times. These are all well signposted, but do *not* ride your bike under there unless you know exactly how tall you (and your helmet) are on your bike. Many of these crossings are also blind and narrow, so if you do ride through them, I'd recommend ringing your bell as you go to warn anyone approaching.

Bethpage Bikeway

Monday Ride

July, 2023 by krismoo21

Not sure why I did 5 stars on my previous review, but this trail, as scenic as it is, is not deserving of 5 stars. 4 stars at best.

Bethpage Bikeway

Holy Bumps, Batman!

July, 2023 by krismoo21

I used to ride this trail as a kid all the time with my dad, and since I am training for a 50 mile bike ride I decided to not do the Jones Beach/Gilgo ride and did this one instead. I started my ride by the Merrick Road entrance and made my way north using the trail. I could not get over how many cracks and bumps there are! I couldn’t ride fast and seriously thought I popped my tire a few times. I don’t remember it being that bad when I was younger. Sadly, the trail didn’t get better until around the Southern State entrance. From there is was smooth sailing to Sunnyside Blvd

EPCAL Alternative Transportation Path

Great trail

July, 2023 by fredunger_tl

Perfect for biking! A complete loop with no road crossings. Interesting scenery. On one side is almost always dense woods. On the other side is a mixture of Grumman remains, train tracks and even a small family graveyard from the 1800's (my favorite part). The only negative was a small stretch next to an old dump, which emits a foul odor.

North Shore Rail Trail

Perfect for biking

June, 2023 by fredunger_tl

This paved trail is perfect for biking. I agree with some of the other reviewers that you have to be careful at the road crossings, but you have to expect that in such a densely populated area. 10 miles from end to end, it's a great workout and the scenery is lovely. I routinely see deer and other wildlife during my travels.

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Accordion

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