Terryville Hiking Trails and Maps

623 Reviews

Looking for the best Hiking trails around Terryville?

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

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Activities
Length
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Type
49 Results
Activities
Length
Surfaces
Type

Beach Channel Drive Greenway

1 mi
State: NY
Asphalt

Bethpage Bikeway

12.5 mi
State: NY
Asphalt

Branford Trolley Trail

0.6 mi
State: CT
Concrete, Crushed Stone, Gravel

Briarcliff-Peekskill Trailway

12 mi
State: NY
Asphalt, Dirt, Grass

Bronx River Greenway

18.1 mi
State: NY
Asphalt, Concrete, Dirt

Cross Island Parkway Trail

3.1 mi
State: NY
Asphalt

Derby Greenway

2 mi
State: CT
Asphalt, Dirt

East River Greenway

9.4 mi
State: NY
Asphalt

Eastern Parkway Trail

2 mi
State: NY
Asphalt, Concrete

Farmington Canal Heritage Trail

48.3 mi
State: CT
Asphalt

Flatbush Avenue Greenway

1.4 mi
State: NY
Asphalt

Fort Washington Park Greenway

1 mi
State: NY
Asphalt

Hook Mountain/Nyack Beach Bikeway

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

Hudson River Greenway

11 mi
State: NY
Asphalt, Concrete

Hutchinson River Greenway

2.2 mi
State: NY
Asphalt, Concrete

Jack Harrington White Plains Greenway

1.2 mi
State: NY
Woodchips

John Kieran Nature Trail

1 mi
State: NY
Dirt, Gravel, Woodchips

Jones Beach Boardwalk

4 mi
State: NY
Boardwalk
Accordion

Joseph B. Clarke Rail Trail

4.3 mi
State: NY
Asphalt, Crushed Stone, Dirt, Gravel

Kennedy Trail

1.7 mi
State: NY
Cinder

Kings Park Hike & Bike Trail

1.5 mi
State: NY
Asphalt

Kress Family Trail

3.1 mi
State: CT
Dirt

Larkin State Park Trail

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

Maybrook Trailway

3.7 mi
State: NY
Asphalt

Middlebury Greenway

4.5 mi
State: CT
Asphalt

Mosholu-Pelham Greenway

10.3 mi
State: NY
Asphalt

Naugatuck River Greenway

5.4 mi
State: CT
Asphalt

North County Trailway

22.1 mi
State: NY
Asphalt

Norwalk River Valley Trail

5.8 mi
State: CT
Asphalt

Ocean Parkway Coastal Greenway

3.6 mi
State: NY
Asphalt

Old Croton Aqueduct Trail

22.8 mi
State: NY
Asphalt, Concrete, Dirt

Old Erie Path

3 mi
State: NY
Ballast, Crushed Stone, Dirt, Grass, Gravel

Old Putnam Trail

1.25 mi
State: NY
Cinder, Dirt, Grass

Pequonnock River Trail

13.6 mi
State: CT
Asphalt, Crushed Stone

Putnam Trailway

11.55 mi
State: NY
Asphalt

Quarry Trail

0.1 mi
State: NY
Dirt, Grass

Randall's Island Park Trails

8.75 mi
State: NY
Asphalt

Raymond G. Esposito Trail

1 mi
State: NY
Crushed Stone, Dirt, Gravel

Ridgefield Rail Trail

2.3 mi
State: CT
Gravel

Roosevelt Island Greenway

3.8 mi
State: NY
Asphalt

Savin Rock Trail

1.2 mi
State: CT
Asphalt, Concrete

Shore Parkway Greenway Trail

12.4 mi
State: NY
Asphalt, Concrete

Shoreline Greenway Trail

4.1 mi
State: CT
Crushed Stone, Dirt

South County Trailway

14.1 mi
State: NY
Asphalt, Concrete

Tallman Mountain State Park Bike Path

2.1 mi
State: NY
Asphalt, Cinder, Dirt

Vanderbilt Motor Parkway

3 mi
State: NY
Asphalt
Trail Image Trail Name States Length Surface Rating
Although just a mile long, the Beach Channel Drive Greenway in Queens offers expansive views of Jamaica Bay and the beautiful Marine Parkway Bridge as it traces the border of Jacob Riis Park. On the...
NY 1 mi Asphalt
The Bethpage Bikeway is one of Long Island's most popular trails. It connects Merrick Road in Massapequa with Bethpage State Park, and includes additional trail north to Trail View State Park in...
NY 12.5 mi Asphalt
The Branford Trolley Trail is essentially a long footbridge occupying an old bridge along the route of an abandoned trolley track. The bridge links nature trails on both sides of the water through a...
CT 0.6 mi Concrete, Crushed Stone, Gravel
The Briarcliff-Peekskill Trailway is a 12-mile linear park that runs from the town of Ossining north to Westchester County's Blue Mountain Reservation in Peekskill. The trail is built on land...
NY 12 mi Asphalt, Dirt, Grass
The Bronx River Greenway will one day stretch 23 miles along the river through New York's Westchester and Bronx counties. Currently, 18 miles of the trail are complete in disconnected segments largely...
NY 18.1 mi Asphalt, Concrete, Dirt
The Cross Island Parkway Trail closely follows its namesake thoroughfare through northeastern Queens. From its northern end, you will soon enter Little Bay Park, which offers lovely views of the...
NY 3.1 mi Asphalt
Running alongside both the Housatonic and Naugatuck Rivers, the Derby Greenway demonstrates a seamless integration of Connecticut’s natural river systems and parks with man-made interventions of the...
CT 2 mi Asphalt, Dirt
The EPCAL Alternative Transportation Path loops around the 2,900-acre Enterprise Park at Calverton (hence its name: EPCAL) on New York’s Long Island and links to the Town of Riverhead’s 65-acre...
NY 8.5 mi Asphalt
New York City's East River Greenway offers views of the East River, Queens, Brooklyn, and the iconic bridges that connect these boroughs to Manhattan. The paved pathway traces the waterfront on one...
NY 9.4 mi Asphalt
The Eastern Parkway Trail is a 2-mile route along a tree-lined boulevard in Brooklyn's Crown Heights neighborhood. The path begins at Prospect Park, which houses some of Brooklyn's most popular...
NY 2 mi Asphalt, Concrete
First a canal, then a railroad, and now a trail define the history of the Farmington Canal Heritage Trail. Completed segments span Connecticut south to north, from New Haven to the Massachusetts...
CT 48.3 mi Asphalt
Brooklyn's Flatbush Avenue Greenway parallels its namesake roadway for just over a mile from Marine Parkway Bridge to a connection with the Shore Parkway Greenway Trail. The two trails are part of the...
NY 1.4 mi Asphalt
The Fort Washington Park Greenway brings residents and visitors to Washington Heights right up to the edge of the Hudson. The mile-long trail begins near the pier at the end of Dyckman Street and...
NY 1 mi Asphalt
While not a "rail-trail," the Hook Mountain/Nyack Beach Bikeway is a very scenic trail along the Hudson River in Rockland County. The southern half of this trail is flat and runs right along the...
NY 4.9 mi Asphalt, Ballast, Crushed Stone, Dirt, Gravel
Hudson River Greenway provides a continuous 11-mile route between Battery Park at the southern tip of Manhattan and the Little Red Lighthouse underneath the George Washington Bridge. The trail passes...
NY 11 mi Asphalt, Concrete
The Hutchinson River Greenway offers a convenient alternative to the Hutchinson River Parkway, which it closely follows. Although adjacent to the busy thoroughfare, trees have been planted along the...
NY 2.2 mi Asphalt, Concrete
The Jack Harrington White Plains Greenway was recently renamed to honor a long-time member of the city's conservation board. The trail's corridor follows the former New York, Westchester & Boston...
NY 1.2 mi Woodchips
The John Kieran Nature Trail is a short loop that borders Van Cortlandt Lake and its associated wetlands. It is a wonderful site for bird-watching. The trail also passes several sites of significance...
NY 1 mi Dirt, Gravel, Woodchips
Jones Beach Bikeway is a paved bicycle and pedestrian path on the southwestern end of Long Island that parallels Wantagh Parkway from Seaford to Jones Beach State Park. The trail is also known by two...
NY 5.3 mi Asphalt
The Jones Beach Boardwalk traverses Jones Beach State Park, running parallel (and south of) Ocean Parkway. The pleasant pathway offers views of the beach and the ocean. Although bicycles are...
NY 4 mi Boardwalk
Accordion
These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clarke Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...
NY 4.3 mi Asphalt, Crushed Stone, Dirt, Gravel
The Kennedy Trail begins at the northwest corner of the 68-acre campus of John F. Kennedy Catholic High School in Somers. The town, which sits 30 miles from White Plains and 55 miles from New York...
NY 1.7 mi Cinder
The Kings Park Hike & Bike Trail runs for 1.5 miles between Old Dock Road at Church Street in Kings Park and Nissequogue River State Park. The trail is a town of Smithtown park and follows an...
NY 1.5 mi Asphalt
The 3.1-mile Kress Family Trail in Roxbury occupies the former route of the Shepaug Valley Railroad (the Shepaug, Litchfield and Northern Railroad). The railroad was famously known as the “crookedest...
CT 3.1 mi Dirt
The Larkin State Park Trail meanders 10.8 miles through the woods and around the lakes and low hills of southwestern Connecticut. The rail-trail follows the route of the New York & New England...
CT 10.8 mi Cinder, Crushed Stone, Dirt, Gravel
Owned by the Metro-North Railroad, the Maybrook Trailway starts at the Connecticut state line in Farringtons Park, and spans 5 miles into the town of Brewster. The trail follows what was once part of...
NY 3.7 mi Asphalt
The Middlebury Greenway provides a paved, off-road option for a self-propelled journey across suburban Middlebury. The trail touches on several business districts and parks, ending at an amusement...
CT 4.5 mi Asphalt
The Mosholu-Pelham Greenway connects several parks and recreational opportunities in New York City's north and central Bronx neighborhoods. A portion of the trail is also part of the growing East...
NY 10.3 mi Asphalt
The Naugatuck River Greenway will one day span 44 miles from Torrington to Derby in western Connecticut, but is currently open in a few short disconnected segments totaling just over 5 miles. The...
CT 5.4 mi Asphalt
The North County Trailway is the longest of the four connected rail-trails breathing new life into the former New York Central Railroad's Putnam Division line. The "Old Put" provided passenger and...
NY 22.1 mi Asphalt
When completed, the Norwalk River Valley Trail will run from Danbury to Long Island Sound in southwestern Connecticut, for a total of about 27 miles. Currently, several disconnected sections totaling...
CT 5.8 mi Asphalt
Ocean Parkway Coastal Greenway, which opened in June 2014, runs just shy of 4 miles between Jones Beach State Park and Tobay Beach. Both beaches permit swimming and provide opportunities to purchase...
NY 3.6 mi Asphalt
The Old Croton Aqueduct State Historic Park follows the route of the Old Croton Aqueduct, which carried water to New York City from 1842 to 1955. Most of the structure lies beneath the trail and has...
NY 22.8 mi Asphalt, Concrete, Dirt
These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clark Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...
NY 3 mi Ballast, Crushed Stone, Dirt, Grass, Gravel
Splayed over 1,146 acres in northwest Bronx, Van Cortlandt Park has a lot going on. The park is New York City's fourth largest and is home to the oldest municipal golf course in America. There are...
NY 1.25 mi Cinder, Dirt, Grass
The Pequonnock River Trail is not a name you will see on the ground along this developing trail in southwestern Connecticut. Formalized in 2001 by the state, the regional trail pieced together...
CT 13.6 mi Asphalt, Crushed Stone
The final passenger cars of the Putnam Division of the New York Central Railroad ran in 1958, but the rail line that so influenced development of this area still sparks nostalgia. The "Old Put"...
NY 11.55 mi Asphalt
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
Randall's Island Park Trails offer a series of interconnected paved loops on an island in the New York City borough of Manhattan. The park offers a quiet setting, especially enjoyed by runners, with...
NY 8.75 mi Asphalt
These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clark Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...
NY 1 mi Crushed Stone, Dirt, Gravel
The Ridgefield Rail-Trail meanders for nearly 2.5 miles through the forested exburbs of Ridgefield, Connecticut. The trail passes among suburban acreages, along a creek at one point, and past a couple...
CT 2.3 mi Gravel
Roosevelt Island Greenway, a little-known gem in the Big Apple, was named after President Franklin Delano Roosevelt in 1973. To reach this scenic pathway, board New York City’s only aerial tram,...
NY 3.8 mi Asphalt
The Savin Rock Trail offers just over a mile of paved pathway along West Haven’s coastline. Along the way, you’ll enjoy picturesque views of Long Island Sound and access to its sandy beaches. The west...
CT 1.2 mi Asphalt, Concrete
The Setauket-Port Jefferson Station Greenway Trail stretches just over 3 miles along Long Island’s north shore. Construction was completed in two phases with the first trail section opening in 2009...
NY 3.4 mi Asphalt
The Shore Parkway Greenway Trail is comprised of two disconnected segments along the New York Harbor that together offer more than 12 miles of paved pathway on Brooklyn's southern border. Between the...
NY 12.4 mi Asphalt, Concrete
When complete, Connecticut’s Shoreline Greenway Trail will be a scenic 25-mile route through four quaint New England towns off Long Island Sound. From Lighthouse Point to Hammonasset Beach State Park,...
CT 4.1 mi Crushed Stone, Dirt
The South County Trailway is a zippy paved trail heading north from Yonkers through the Hudson River Valley communities of Hastings-on-Hudson, Dobbs Ferry, Ardsley, Irvington, Greenburgh, and...
NY 14.1 mi Asphalt, Concrete
Tallman Mountain State Park Bike Path is partially paved and bisects the Tallman Mountain State Park. The route provides a motor-vehicle-free way for bicyclists using US Route 9W to connect with...
NY 2.1 mi Asphalt, Cinder, Dirt

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

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Trails by activity

Recent Trail Reviews

Ocean Parkway Coastal Greenway

Ocean breezes and highway sounds

August, 2018 by lughnerson

Thursday, August 09, 2018, 90'F and humid
Yeah, a good ride, which connects via tunnels under the highway to Jones Beach and a more direct connection to the 5-mile bike path that goes north to the mainland. Get sweaty then enjoy the salty ocean beach waters. A go

Jones Beach Boardwalk

NIce, short, right on the beach!

August, 2018 by lughnerson

Thursday, August 09, 2018, 90'F and very humid.
After slogging through the ridiculous Long Island traffic, I rode here and the the other 2 connected trails, which are all nice. You reach the other 2 paths via tunnels under the highway from the Jones Beach parking lots. I have a hard time believing the boardwalk is 4 miles long though. Get nice and sweaty then go in the lovely, salty ocean waters.

Larkin State Park Trail

Great ride but especially by IBM and where there is an active rusty river flowing there needs to be work done.

August, 2018 by mholmgre

Great ride but especially by IBM and where there is an active rusty river flowing there needs to be work done.

Accordion

Pequonnock River Trail

Pequonnock River Trai

July, 2018 by cheryl3421

I completed this trail this weekend. I started at the entrance of Beardsley Park and ended at Swamp Road in Botsford. The trail is beautiful and very quite. I highly recommend this trail. I would suggest stopping at Pepper Street as a portion of the trail between Pepper Street and Swamp Road is not really a trail. The "trail" is very narrow and overgrown ( I rode through this area with my arms pressed to my sides and still could not avoid the trees/leaves brushing against me). Also, the area has a very high concentration of mosquitos. All in all the trail is AWESOME and I will be riding it (up to Pepper Street) once a week.

South County Trailway

Not as bumpy as others claim

July, 2018 by vinstranges

After reading some of the reviews I was prepared for a disastrous trail. Yes, its a little bumpy in spots but I felt it was mostly smooth. A couple of places are semi-rough but it wasnt that big of a deal.

Also, getting to it is a little tricky if youre just searching on google for directions. I found the best launch point to be at the northern most end of the South County Trail (just south-east of the Tarrytown Resovior). Drive your car to and get off at exit 23 of the Saw Mill Pkwy. There is a park and ride right there. Park your car and head south on your bike for the South County Trail and North for the North County trail.


Cross Island Parkway Trail

Closed from marina to Northern

July, 2018 by mytraillink88

Closed for two years now, to all traffic from marina to Northern BLVD

Joseph B. Clarke Rail Trail

Joseph B. Clarke RailTrail

July, 2018 by sydney1

Rode the trail yesterday for the first time. Nice ride for an old guy like me. I started at the Oak Tree Road entrance and took it to the end and back. It’s a perfect trail for an older biker like me to get there daily exercise.

Putnam Trailway

Loved it

July, 2018 by lubger

An excellent trail, takes you through mostly wooded areas, so you won't be riding in a blazing sun much. (Take mosquito spray). We started at Baldwin Place, next to New York Sports Club and took north (the trail actually runs both ways, north AND south, from NYSC - but the southern part is probably called differently; whatever the case, the trail map shows NYSC as the south entry point for Putnam Trailway).

If you start of heading north, your ride will be easy and pleasant - you'll spend most of time on a gentle downgrade, almost not touching your pedals. (Which means, of course, it's a harder work getting BACK - so, if you are doing a loop, maybe it's better to start off on the northern end of the trail and then have an easy ride back). The road is asphalt mainly, not in ideal conditions in many places, but nothing overly concerning - I saw people on racing bikes with thin rims. We had our folding and touring bikes, absolutely no issues.

If you are a family with kids, an ideal solution would be to start at the south entry point (NYSC), have an easy glide down, then split and have one of the parents ride back while the remaining party is waiting at one of the parking lots (there are benches in some places, and shops/cafes in others, so it's doable) and then come and pick them up by car.

North County Trailway

TrailLink Description is Accurate

July, 2018 by lughnerson

Dateline: Sunday, July 15, 2018.
Weather: Upper 80's to 90F, very humid.

Starting from north headed south it is a pretty good trail with some very nice scenery, until you reach Millwood. Then it goes from woodland trail to NOISY bike route next to highways. No rail trail surface is perfect and we are very lucky to have off-road paved trails, so I am not going to criticize a few sections of root bumps. It is a worthwhile trail to experience.

I had already done the Putnam County rail trail 2 years ago, which leads right into this one seemlessly. So this time I parked at the northern end in Baldwin Place and went north a bit to find where I turned around last time. I did not intend to do the whole trail for a roundtrip of 44.2 miles, but since I had an energy drink just before starting I kept going. When I got the the SCRT sign, I stopped and looked at my Strava app, which stated I had already done 25+ miles, because I forgot I did about 3 miles on the PCRT before starting on the actual NCRT. So now I figure it will be my first 50-miler! When I got back to my parking area I was SO tired and ready to drop when I realized it would only be about 48+ miles and I needed to go at least another mile north to make 2 more miles for 50. I did it - slowly, but it was not wise to do on such a warm day. I should have waited until autumn and 20 degree cooler temperatures.

EPCAL Alternative Transportation Path

It's paved!

July, 2018 by gopher_tl

They've just finished paving the trail and it's super. It's the same initial 5K of paved bike path as before, but now it continues down to River Rd and then to Grumman Blvd. You can turn north on Line Rd. to cross the site and complete the loop. 8.75 miles. The paved trail along Grumman Blvd. continues for a ways to the west beyond Line Rd., but then just stops. Perhaps they are planning to make a loop around the whole site? Or maybe they just had extra asphalt.

Hook Mountain/Nyack Beach Bikeway

Possibly the most scenic trail in the Tristate area!

July, 2018 by leonardo.gr

Pictures don’t do it justice. Get your mountain bike or cross country bike ready and hit this trail! First section of the trail is a bit busy with pedestrians, but it becomes nice and clear once you start entering the woods further north.

Bronx River Greenway

starlight park entry closed

July, 2018 by tbryant221

The trail started off great, but starlight park entry is closed and the detour is pretty far out of the way. We rode from manhattan to Bronx on bikes so we decided not to finish the trail

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