Looking for the best trails around Elwood?

Explore the best rated trails in Elwood, 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 77 trails covering 486 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

Maybrook Trailway

Maybrook Trail is a delight

June, 2023 by fivecylinderfreak

I chanced upon this trail on a cycling day from Pennsylvania Terminal in NYC to Amenia, New York and while pedaling I thought of the former freight train engineers gliding through these wonderful environments and having the views all to themselves. Now, we all can enjoy the trailway! The surface is smooth and the journey is peaceful. My trip north from Gotham and return trip south two days later took place on nice days in August, and I imagine that the Maybrook must be terrific in the fall. On its own, the Maybrook is an excellent trail; connect to it via Westchester County's South- and North County Trailways and/or the Putnam Trailway, and the Maybrook becomes one leg of many possible cycling adventures. This summer, I am going back, because I need my Maybrook fix. Thank you, New York State, for investing in premier recreational resources!

Branford Trolley Trail

Short Beautiful Trail

June, 2023 by jpalmarozza3rd_tl

Trail is an easy walk with beautiful views. 1.7 miles out and back

Larkin State Park Trail

Larkin State Park Trail

June, 2023 by whitney495

Great trail, most of it in the forest. A few areas of deep sand and a few mud bogs to go thru, but that's what makes it fun! I will be going back to this one.

Accordion

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!

Larkin State Park Trail

Serene walk, but parts of the trail need work

May, 2023 by mikeecsedy

I got onto the trail at Southbury. I parked at IBM since there was no parking at the trailhead, and got a nice (?) note from security on my windshield. The first half mile from Southbury is very verdant and marked by nice wild phlox, but the path was so narrow you had to watch your feet instead to try to avoid the poison ivy. It widens out once you get to the rail trail. We saw a heron and a deer. A woman on horseback said the heron is famous for trying to scare the horses, they call it the "Pterodactyl". The trail seems to disappear once you get to some of the cross roads and is hard to find again.

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.

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.

Putnam Trailway

Flanked by better trails

April, 2023 by robert.richter89

I'm slowly checking trails that make up the Empire State Trail off my list so I will compare the Putnam Trailway to its adjacent trails.

Both the North County Trailway and Maybrook Trailway offer a better riding experience in my opinion. They are both slightly longer, are a little less hilly (which could be a positive or a negative) and are in better shape. All three trails provide similar scenery with a good mix of residential, tree cover and a few lakes/revivors.

That being said the Putnam Trailway isn't a bad trail by any means. It is hillier but that breaks up the monotony of a flat trail. Some of the hills are a fair challenge but they are not very long so its a few short climbs followed by a exciting downhill. There are a fair amount of road crossings especially around Baldwin Place but only two or three are busy, the rest were very quiet. I would say the roughest part of the trail is also around Baldwin Place, nothing crazy just a few bumps and cracks. I have a hybrid bike and had no issues with the trail.

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!

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Accordion

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