Darien, CT Mountain Biking Trails and Maps

1329 Reviews

Looking for the best Mountain Biking trails around Darien?

Find the top rated mountain biking trails in Darien, whether you're looking for an easy short mountain biking trail or a long mountain biking trail, you'll find what you're looking for. Click on a mountain biking trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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16 Results
Activities
Length
Surfaces
Type

Branford Trolley Trail

0.6 mi
State: CT
Concrete, Crushed Stone, Gravel

Hook Mountain/Nyack Beach Bikeway

4.9 mi
State: NY
Asphalt, Ballast, Crushed Stone, Dirt, Gravel

Kennedy Trail

1.7 mi
State: NY
Cinder

Litchfield Community Greenway

2.5 mi
State: CT
Boardwalk, Crushed Stone, Dirt

Old Erie Path

3 mi
State: NY
Dirt, Gravel

Raymond G. Esposito Memorial Trail

1 mi
State: NY
Crushed Stone

Vanderbilt Motor Parkway

3 mi
State: NY
Asphalt

Walden-Wallkill Rail Trail

4.3 mi
State: NY
Asphalt, Ballast, Cinder, Crushed Stone, Dirt, Grass, Gravel

West Essex Trail

3.3 mi
State: NJ
Cinder, Gravel

Larkin State Park Trail

10.8 mi
State: CT
Cinder, Crushed Stone, Dirt, Gravel

New Milford River Trail

5 mi
State: CT
Asphalt, Crushed Stone, Dirt

Old Croton Aqueduct Trail

26.5 mi
State: NY
Crushed Stone, Dirt, Grass, Gravel

Patriots' Path

74.4 mi
State: NJ
Asphalt, Ballast, Crushed Stone, Dirt, Grass, Gravel

Staten Island Greenbelt Multi-Purpose Trail

2.6 mi
State: NY
Crushed Stone

Mohansic Trailway

1 mi
State: NY
Boardwalk, Dirt, Gravel

Quarry Trail

0.1 mi
State: NY
Dirt, Grass
Trail Image Trail Name States Length Surface Rating
Overview The Branford Trolley Trail is essentially a 0.6-mile footbridge occupying an old bridge along the route of an abandoned trolley track. About the Route The long bridge links nature...
CT 0.6 mi Concrete, Crushed Stone, Gravel
Overview The Hook Mountain/Nyack Beach Bikeway is a scenic trail that runs almost 5 miles along the Hudson River in Rockland County.  About the Route The trail runs through Hook Mountain...
NY 4.9 mi Asphalt, Ballast, Crushed Stone, Dirt, Gravel
The Kennedy Trail begins at Brick Hill Road and ends at the northwest corner of the 68-acre campus of John F. Kennedy Catholic High School in Somers.  The cinder trail, built on a former rail bed,...
NY 1.7 mi Cinder
The Litchfield Community Greenway runs along the former Shepaug Railway railbed in the Town of Litchfield. Operational from 1878 to 1948, the railroad line ran between between Litchfield and...
CT 2.5 mi Boardwalk, Crushed Stone, Dirt
The Old Erie Path reveals spectacular views of the Hudson River Valley as the rail-trail rolls along cliffs that border the river’s western shore. Although fairly short, it joins two other...
NY 3 mi Dirt, Gravel
The Raymond G. Esposito Memorial Trail travels from one end of the village of South Nyack to the other in 1 mile but greatly expands its reach by connecting with the Old Erie Path and a new shared-use...
NY 1 mi Crushed Stone

This trail is the legacy of the first elevated roadway in the United States, constructed by William K. Vanderbilt in 1904. Vanderbilt created the parkway to get to his family’s estate in Long...

NY 3 mi Asphalt
The Walden-Wallkill Rail Trail is built on a former Conrail right-of-way. Conrail and its predecessors, Penn Central, New York Central, and The Wallkill Valley Railway, provided service to farmers...
NY 4.3 mi Asphalt, Ballast, Cinder, Crushed Stone, Dirt, Grass, Gravel
Overview The West Essex Trail runs for 3.3 miles through Cedar Grove, New Jersey along the former rail bed of the Caldwell Branch on the old Erie-Lackawanna Railroad. About the Route The...
NJ 3.3 mi Cinder, Gravel
Overview The Larkin State Park Trail meanders 10.8 miles through the woods and around the lakes and low hills of southwestern Connecticut. About the Route Horseback riders use this trail...
CT 10.8 mi Cinder, Crushed Stone, Dirt, Gravel
The first phase of the New Milford River Trail runs southeast from Gaylordsville via the scenic but lightly traveled River Road, through Sega Meadows to Boardman Bridge, a distance of about 5 miles....
CT 5 mi Asphalt, Crushed Stone, Dirt
Overview The Old Croton Aqueduct Trail spans 26.5 miles across West Chester County, NY. It is often a singletrack dirt pathway that winds through communities and trees and provides an oasis of...
NY 26.5 mi Crushed Stone, Dirt, Grass, Gravel
Overview The Patriots' Path covers roughly 74.4 miles of terrain (including all of the many trail spurs) and is open to mountain biking, horseback riding, cross-country skiing, and hiking. The...
NJ 74.4 mi Asphalt, Ballast, Crushed Stone, Dirt, Grass, Gravel
At 2.6 miles, the Staten Island Greenbelt Multi-Purpose Trail offers a nice jaunt for joggers, walkers, and cyclists alike. The crushed-stone path is 6-feet wide and runs from Rockland Avenue to...
NY 2.6 mi Crushed Stone
The Mohansic Trailway is a rail-trail providing an important link between the North County Trailway and the Franklin Delano Roosevelt State Park. The trailway occupies a short-lived spur of the New...
NY 1 mi Boardwalk, Dirt, Gravel
The Quarry Trail is currently a 600-foot long unimproved strip of land along what is known as Quarry Road in the Village of Hastings-on-Hudson, NY. The trail links Old Croton Aqueduct State Historic...
NY 0.1 mi Dirt, Grass

Recent Trail Reviews

Heritage Trail (NY)

Heritage trail update!

December, 2024 by flywithme_tl

Great trail a must do . FYI bridge #1,2,3,4 were under construction but are now complete and the trail is open complete . When in Monroe just before overpass there is a good burger and place called Wayback burger . You have to pedal through a gas station lot but it’s next door .

Vanderbilt Motor Parkway

Ride from Alley Pond to Citifield

October, 2024 by peterosenrosen@gmail.com

This trail continues 8 miles from Alley Pond Park all the way to Flushing Meadows Park, home of the 2024 World Series champion NY Mets! You only have to cross 3 streets for the entire ride. You continue past Cunningham park to peck fields then to Kissena Park, Kissena Corridor Park, then alongside the Queens botanical garden. It’s pretty flat, nicely paved, and you can safely ride it at night. Leave your

Old Erie Path

Good Connector Trail

October, 2024 by cehersh

We recently did a loop ride, crossing the George Washington Bridge and Mario Cuomo Bridges. This trail was a seamless connector from Rt. 9 and the town of Sparkill to the MCB. It's fairly narrow with occasional views across the Hudson River and the bridge. The condition was pretty good, gravel/dirt.

Accordion

Bronx River Greenway

A Bit Disjointed

October, 2024 by cehersh

We attempted to ride the entirety of the greenway in two halves, north and south. North have was pretty good--a lot of raised roots on pavement--from Valhalla and south to Bronxville. The southern half began with an abrupt dead end below Bronxville, followed by miles on road. We eventually linked up with a bike lane alongside roadways that led us as far south as Bronx Zoo. Overall, the trail lack good markings and directives. We were disappointed with the southern section of greenway and aborted plans of continuing to the East River. Wanted to like it!

East River Greenway

Under Construction

October, 2024 by 8myn77627t

The East River Greenway is under construction. There is no access between 76th and 71st streets. The newly built portion between 71st and 52nd streets is quite nice. The section between 52nd and 37th still needs to be built. Further downtown, the greenway is closed south of 23rd until about the seaport. Hopefully it’ll be ready for next spring.

Setauket-Port Jefferson Station Greenway Trail

Great path but the abandoned warehouse is gone so seeing old building aspect gone, and they are not maintaining with the roots pushing up the road

September, 2024 by jrfarrell1991

Great path but the abandoned warehouse is gone so seeing old building aspect gone, and they are not maintaining with the roots pushing up the road

Saddle River County Park Bike Path

Beautiful Trail/No E-bikes Allowed

September, 2024 by stakrx

We had a beautiful day riding this trail! There were a lot of people, however, that's to be expected on a wonderful Sunday afternoon. The only downside was that we were stopped and given a warning, with my name taken and entered into the officers computer, by a County Sherif officer that e-bikes are prohibited in all Bergen County parks. Unfortunately we won't be back to this trail again.

Patriots' Path

Really poor signage and trail markings

September, 2024 by jake.e.cohen.91

Really poor signage and trail markings

William R. Steinhaus Dutchess Rail Trail

Hopewell Junction

September, 2024 by flywithme_tl

Went from the Thuway area in Poughkeepsie over the walkway and ride to Hopewell junction .Nice trail well groomed , paved not much to look at but very cool what the volunteers did to the RR depot , signal house and pavilion, the depot museum was great . Went to Daddy O’s restaurant on the trail , good food . The NY empire trail continues along live tracks goes I believe quite far .

Laurelton Greenway

It should be used mostly for walking back and forth. Really good for the kids or folk just learning to ride their bicycle. I used it to practice clipping in and out of my pedals. It's also really neat and clean. Also a lil park as well.

September, 2024 by godfathercpr3

It should be used mostly for walking back and forth. Really good for the kids or folk just learning to ride their bicycle. I used it to practice clipping in and out of my pedals. It's also really neat and clean. Also a lil park as well.

Westchester RiverWalk (Croton-on-Hudson)

great trail!

September, 2024 by ymm10501

Super calm,people are kind, and a great way to relax!!

Bethpage Bikeway

Great ride

August, 2024 by f9rys6884g

Biked the entire run, from Woodbury to Massapequa. Completely paved path the entire way. Only half-dozen “small bumps” along the entire way due to tree roots, but seriously, nothing to complain about.

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