Looking for the best trails around Wheatley Heights?

Explore the best rated trails in Wheatley Heights, 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 79 trails covering 524 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

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

Maybrook Trailway

Great Ride!

July, 2025 by douglas.klion

A friend and I did this ride today starting from Brewster to Hopewell Junction, continuing on the Dutchess Rail Trail for ~4 miles and back. The ride was excellent, a little over 50 miles with a gradual decent (~10 miles) on the way to Hopewell and ascent back. The trail was very smooth, there were a couple of spots on the Dutchess side that had growth into the trail and one downed tree blocking the way.

Farmington Canal Heritage Trail

Needs Repaving

July, 2025 by dave36

Haven't ridden the trail since 2023. Rode from Cheshire down to New Haven, Saturday July 19th. Absolutely awful; entire section needs repaving and upkeep. Constant cracks in pavement and much debris on surface; plus glass and homeless down by the Wharf. Connecticut should take notice from Mass and NY on trail up keep. Both states's trail are far superior to CT. Also, difficult to navigate at trail end in New Haven if you don't know the city; poor signage.

Accordion

South County Trailway

Nice trail

July, 2025 by kaiser

Parked at the trail head in Elmsford rode north to Yorktown Heights plenty of places to get a cold drink or food then went on south county trail not many places along the way to get a cold drink or food & zero porta John’s . Overall great trail , good markings & scenic at the end the trail changed a bit still paved and ride a few miles in Putnam greenway Van Courtland park Bronx this was a plus .

Setauket-Port Jefferson Station Greenway Trail

Short Ride But Hilly

July, 2025 by z4g9gshqpr

Only about 7 miles round trip but a lot of gear changing and climbing! Great workout.

Pequonnock River Trail

great trail with a mix of everything

July, 2025 by riverahorsemanship

Use gps route its not well marked like others have said but part of the fun was planning the route and then finding your way as you go.

Maybrook Trailway

what a amazing ride from 292/55 to Hopewell junction

July, 2025 by cudacom

Beautiful ride in the am was nice and cool and quiet Down hill to hopewell This time of year there are so many raspberries on the side of the trail going back to collect some for jam end of the week Being a rail trail the way back is just a slight incline Great Ride

Setauket-Port Jefferson Station Greenway Trail

Nice Path with Some Hills

July, 2025 by bob.dellago

The path is nicely paved and a lot of it goes thru wooded areas. There are a few hills that can challenge the casual rider.

Ocean Parkway Trail

Path has been resurfaced since the earlier reviews

July, 2025 by fjohnboyle

Path is very well maintained, except for the connector to Prospect Park is a bit worn (you can use the adjacent street). A great stress free route to Coney Island.

EPCAL Alternative Transportation Path

great trail

July, 2025 by peter330

Great trail for riding. No MVs.

Farmington Canal Heritage Trail

Quick notice: July 7 - 13: Section will be closed

July, 2025 by andrix

Beginning perhaps 2 miles north of the Simsbury Airport and continuing north for at least a few miles the trail will be closed for construction (looks like repaving + ?). I was on this trail yesterday and the "Will Be Closed" signs are abundant.

Sandy Hook Multi-Use Pathway

My Fave!!!

June, 2025 by annempiazza

I have wanted to come to Sandy Hook for several years, and I am thrilled that I finally did. It’s a lovely ride that includes shore front and leafy glades. Definitely my new favorite ride!

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Accordion

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