Looking for the best trails around Medford?

Explore the best rated trails in Medford, NY, whether you're looking for an easy walking trail or a bike trail like the Fairfield Hills Campus Walking Trails and Norwalk River Valley Trail . With more than 53 trails covering 403 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.

Best Trails in Medford

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Showing 0 of 53
0 Reviews
Beach Channel Drive Greenway

Although just a mile long, the Beach Channel Drive Greenway in Queens offers expansive views of Jamaica Bay and the beautiful Marine...

Length: 1 mi
State: NY
Surface: Asphalt
46 Reviews
Bethpage Bikeway

The paved 13.4-mile Bethpage Bikeway runs alongside suburban roads for long segments of the route, but it’s much more than a suburban...

Length: 13.4 mi
State: NY
Surface: Asphalt
12 Reviews
Branford Trolley Trail

The Branford Trolley Trail is essentially a 0.6-mile footbridge occupying an old bridge along the route of an abandoned trolley...

Length: 0.6 mi
State: CT
Surface: Concrete, Crushed Stone, Gravel
34 Reviews
Bronx River Greenway

The Bronx River Greenway runs for 22 miles along the Bronx River, traveling from the mouth of the East River north to the Kensico Dam,

Length: 22 mi
State: NY
Surface: Asphalt, Boardwalk, Concrete, Crushed Stone, Gravel
13 Reviews
Derby Greenway

Running alongside both the Housatonic and Naugatuck Rivers, the Derby Greenway demonstrates a seamless integration of Connecticut’s natural...

Length: 1.97 mi
State: CT
Surface: Asphalt, Dirt
11 Reviews
EPCAL Alternative Transportation Path

The EPCAL Alternative Transportation Path loops around the 2,900-acre Enterprise Park at Calverton (hence its name: EPCAL) on New York’s...

Length: 9.28 mi
State: NY
Surface: Asphalt
6 Reviews
East River Greenway

New York City's 8.1-mile East River Greenway offers views of the East River, Queens, Brooklyn, and the iconic bridges that connect these...

Length: 8.1 mi
State: NY
Surface: Asphalt
0 Reviews
Eastern Parkway Trail

The Eastern Parkway Trail is a 2-mile route along a tree-lined boulevard in Brooklyn's Crown Heights neighborhood. The path begins at...

Length: 2 mi
State: NY
Surface: Asphalt, Concrete
30 Reviews
Ellen Farrant Memorial Bikeway

When Jones Beach State Park opened on Long Island’s South Shore in the late 1920s, a series of scenic parkways was built on infill dredged...

Length: 5.5 mi
State: NY
Surface: Asphalt

Recent Trail Reviews

Governor Cuomo Bridge

Horrible surface, great views

August, 2025 by vbergerg_tl

While all are grateful that bike and pedestrian access were built into the new TZ Bridge, the rough bumpy surface is completely awful. Neither easy on the feet nor pleasant for bikes. I don’t know if it was like this a few years ago or was planned this way, but it’s disappointing.

Maybrook Trailway

The Weeds Are Gone

August, 2025 by robertgerry

I just rode the trail today and the weeds mentioned in a previous review have now been mowed and the tree leaning across the trail near Whaley Lake has been cut. The trail is now in excellent condition with none of the typical rail trail root bumps encountered today. BobG.

North Shore Rail Trail

Love the trail, but.............

August, 2025 by pawerfel

Great trail, ride it frequently with my wife. Good workout for 22 miles. Main issue is not the road crossings; we ride many trails with more crossings than this, but on those, the towns take down the brush and you can see cars approaching the intersections. On this trail, you pretty much have to stop and inch out into the road to see these cars, many of whom are not "impressed" by the flashing yellow lights that you need to push a button for. Many drivers are looking at their phones rather than the road these days. You must appraoach these intersections as if you are invisible. Be safe

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