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 63 trails covering 432 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

Farmington Canal Heritage Trail

Combination trail ride into MA

May, 2023 by steve.schwinn

Road part of this trail as an out and back in conjunction with the Southwick RT and the Columbia Greenway RT from Avon, CT, to Westfield, MA, an approximately 50 mile round trip (25 on the Farmington Canal Trail).
The trail is in very good condition. The transition to the Southwick Trail at the CT/MA border (with no road crossing) is seamless.
Road crossings decrease as you head north and are well marked with push-button warning signals to alert traffic.
Half Mile Falls Park at the north end of the Columbia Trail in Westfield is definitely worth a stop!

Vanderbilt Motor Parkway

Vanderbilt Motor Parkway

May, 2023 by lil13mac

I rode it with my bike it was good ride.I will be doing it again. It was clean and well maintained. A lot of walkers.

North Shore Rail Trail

Be careful

May, 2023 by martinhaley

Has many crossroads with limited sight distance that affects safety for both the user and vehicular traffic. Town needs to clear overgrowth.

Accordion

Pequonnock River Trail

Limited trail

April, 2023 by arlene.deardorff

4/21. We parked at the Beardley Zoo parking lot and biked only 1 mile until we couldn't go any further. There was flooding and construction was taking place for a new water pipe. So we had to go to our car and start somewhere else. We parked on Trumbull Ave. at the Dept of Parks and Recreation as the parking lot for the trail on Trumbull was closed. We biked about 5 miles to Whitney Ave. and there was another sign that the trail was temporarily closed. The 5 miles we biked were lovely along the river. I'm not sure who you would contact to find out the status of the trail. We were hoping to do 26 miles round trip and got in 13.

Joseph B. Clarke Rail Trail

simply wonderful : )

April, 2023 by greg10954

The Rail Trails of Rockland county are simply wonderful!

Bethpage Bikeway

E-Bikes

March, 2023 by pmicc01

NYS State Law prohibits E-Bikes from riding on the trail but it seems no one is obeying or enforcing the law. It will be an issue when someone gets hurt. There is no difference between an E-bike and a motorcycle except for the way it is powered. I'm not sure this will be an issue when someone gets hurt.

Norwalk River Valley Trail

Great Trails

January, 2023 by asiamcraejohnson

I’ve completed the Wilton trails in Lovers Lane, Entrance near Orem’s Dinner and Mathews Park. All are great. My favorites are the Wilton Trails, you enter and your engulfed in nature. Absolutely beautiful. I also love walking In Mathews park although that is more of a city trail to me not as much nature as these are concrete paved and you pass near traffic and such. So grateful to all the hard work put into to providing these trails thank you!

North Shore Rail Trail

ok ride

November, 2022 by senseibarb

Yes the path is new, surrounded by greenery and tuck back from the main road. My biggest complaint is the amount of crossroads at the beginning in smith town. Too much interruptions AND You really need to be careful even when you hit the rider alert button for crosswalks The ride itself is nice, but no facilities on path.

North County Trailway

beautiful & well kept trail!

October, 2022 by 9kw466jjyr

This trail is great despite the middle aged men speeding past you at 90 mph on their LeMonds. I’m not sure if they are bike messengers or just “has beens” trying to live out their dreams of being in the Tour De France, but their speed and shrill shouts of “Left, Left, Left!” piercing the crisp fall air can really ruin what is otherwise a beautiful and relaxing family outing.

Bronx River Greenway

Nice trail

October, 2022 by dd5rz2q65y

Nice trail for running, and it wasn’t too crowded. There were a few scenic areas but I was expecting more. Also if hilly around the start. And decent parking.

Sandy Hook Multi-Use Pathway

Beautiful ride with so much to see

October, 2022 by bestesbrau56_tl

Went on OCT 6 on an absolutely beautiful fall day. The trail is easy but there are so many side trails and that you keep riding through Sea Breeze that we put in 18+ miles in two hours. Lots of access to virtually empty beaches on both sides of the peninsula for relaxing and fishing. No swimming though. We plan to come back to not only ride again but to bring the beach and the fishing gear. It is a gem in one of the most highly populated areas of the US.

Farmington Canal Heritage Trail

Very nice

October, 2022 by dcsnyder

Rode Plainville CT to CT/MA border. Northern section. I like that you go through many towns on the lower half then out in the country from Simsbury north. Beautiful scenery. Paved the whole way, some sections with roots coming through.

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Accordion

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