Naugatuck, Connecticut (CT) Trails & Maps

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  • Airline State Park Trail - North

    Rail-Trail

    State: CT
    Length: 27 miles
    Surface: Ballast, Dirt

    The Air Line State Park Trail – North is largely frequented by equestrians, hikers, cross-country skiers and mountain bikers. Start at the Goodwin State Forest Conservation Center off Route 6 in Hampton for the best option. From here to ...

  • Airline State Park Trail - South

    Rail-Trail

    State: CT
    Length: 22.40 miles
    Surface: Asphalt, Crushed Stone

    Air Line State Park Trail showcases the engineering behind the Air Line Railroad, laid down through this hilly region in 1873 as a direct route between Boston and New York. As its name implies, the tracks ran flat and straight, like 'a line ...

  • Branford Trolley Trail

    Rail-Trail

    State: CT
    Length: 0.50 miles
    Surface: Concrete, Crushed Stone, Gravel

    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 marsh habitat that is home to many shorebirds, ...

  • Briarcliff-Peekskill Trailway

    State: NY
    Length: 12 miles
    Surface: Asphalt, Dirt, Grass

    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 orginally acquired in 1929 by the Westchester Parkway ...

  • Bronx River Greenway

    State: NY
    Length: 16.30 miles
    Surface: Asphalt, Concrete, Dirt

    The Bronx River Greenway will one day stretch 23 miles along the river through New York's Westchester and Bronx counties. Currently, about 16 miles of the trail are complete in disconnected segments largely paralleling the Bronx River Parkway. ...

  • Charter Oak Greenway

    State: CT
    Length: 9.80 miles
    Surface: Asphalt

    The Charter Oak Greenway is a paved, multi-use trail connecting parks and the Captain John Bissell Greenway in East Hartford with residential and commercial areas. The trail runs for 9.8 miles between Forbes Street in East Hartford and Porter ...

  • Cheney Rail Trail

    Rail-Trail

    State: CT
    Length: 1 miles
    Surface: Dirt, Grass, Gravel, Woodchips

    The Cheney Rail Trail follows part of the corridor of the South Manchester Railroad, built by the Cheney brothers in 1869. The line was a 2.5-mile spur from the main Hartford, Providence, and Fishkill Railroad and it went to the Cheney silk ...

  • Columbia Greenway Rail Trail

    Rail-Trail

    State: MA
    Length: 3.20 miles
    Surface: Asphalt

    The Columbia Greenway is the name chosen for Westfield's Rail Trail. The trail when completed will extend from the Westfield River to the Southwick town line. The Columbia Greenway will traverse Downtown Westfield on an elevated line with bridge ...

  • Connecticut Riverwalk and Bikeway

    Rail-Trail

    State: MA
    Length: 3.70 miles
    Surface: Asphalt

    The Connecticut River Walk and Bikeway is currently 3.7 miles long as it runs south from the Chicopee town line to the South End Bridge. Unique features of the trail include its path alongside an active train line, making it a "rail-with-trail," ...

  • D & H Canal & Gravity Railroad Heritage Corridor - Port Jervis Branch Trail

    State: NY
    Length: 1 miles
    Surface: Cinder, Gravel

    The City of Port Jervis is the latest community to save a portion of the former D&H Canal and turn it into a greenway for use by residents and visitors. A section of the canal, which is approximately one mile long, has been cleared and opened ...

  • D & H Canal Park

    State: NY
    Length: 1 miles
    Surface: Crushed Stone, Dirt, Grass

    Owned by the County of Orange and maintained by the Orange County Department of Parks, Recreation and Conservation, the D&H Canal Park is a 300-acre park with a one mile section of the Delaware and Hudson Canal (1825-1898) and a number of historic ...

  • D & H Canal Trail - Bashakill Wildlife Management Area

    State: NY
    Length: 6 miles
    Surface: Ballast, Cinder, Dirt, Grass

    The Bashakill Wildlife Management Area is located on the Orange County-Sullivan County border just south of Wurtsboro, New York. It consists of over 3,000 acres of wetlands and uplands which were acquired by the New York State Department of ...

  • Derby Greenway

    State: CT
    Length: 1.85 miles
    Surface: Asphalt

    The Derby Greenway runs between Division Street and Main Street, paralleling the Naugatuck and Housatonic rivers. The trail runs on top of a flood control dyke for the rivers; a portion of it goes across O'Sullivan's Island. One of the centerpieces ...

  • Dutchess Rail Trail

    Rail-Trail

    State: NY
    Length: 10.60 miles
    Surface: Asphalt, Gravel

    As of 2012, the Dutchess Rail Trail is nearly complete, extending between Morgan Lake in Poughkeepsie and the restored Hopewell Depot in Hopewell Junction. Currently, the trail is in two segments: A 2.4-mile segment runs between Overocker Road ...

  • Farmington Canal Heritage Trail

    Rail-Trail

    State: CT
    Length: 40 miles
    Surface: Asphalt, Cinder, Crushed Stone, Grass, Gravel

    Running north from the Yale University campus in New Haven through the heart of Connecticut, the multi-use Farmington Canal Heritage Trail, when completed will stretch uninterrupted more than 80 miles from New Haven to Northampton, Massachusetts. ...

  • Farmington River Trail

    Rail-Trail

    State: CT
    Length: 14.90 miles
    Surface: Asphalt, Cinder, Crushed Stone, Dirt

    The Farmington River Trail is built upon the former Central New England Railroad corridor and runs between the Farmington Canal Heritage Trail near Tunxis Meade Park and the Simsbury town line. A short disconnected section of trail extends between ...

  • Harlem Valley Rail Trail

    Rail-Trail

    State: NY
    Length: 14.40 miles
    Surface: Asphalt

    The Harlem Valley Rail Trail provides a scenic ride through rolling farm fields and dense woods on the bed of the New York and Harlem Railroad that ran from New York City to Chatham, New York. The rail-trail has been built in segments, and there ...

  • Hop River State Park Trail

    Rail-Trail

    State: CT
    Length: 15.60 miles
    Surface: Crushed Stone, Dirt, Gravel

    The Hop River State Park Trail is one of Connecticut's top rail-trails. Narrow cuts and a lush tree canopy make for enjoyable visits year-round. Most of the 15.6-mile route from the Manchester–Vernon town line to Hop River Road follows a ...

  • Housatonic Rail-Trail in Trumbull (Pequonnock Valley Greenway)

    Rail-Trail

    State: CT
    Length: 5 miles
    Surface: Asphalt, Cinder, Crushed Stone

    The Housatonic Rail-Trail in Trumble, a.k.a., the Pequonnock Valley Greenway, offers a shady respite from suburban Trumbull, this fairly flat trail overlooks the winding Pequonnock River for much of its 3.4 miles. Rapids and distinctive rock ...

  • Housatonic Valley Rail-Trail in Monroe

    Rail-Trail

    State: CT
    Length: 4.20 miles
    Surface: Asphalt, Crushed Stone

    The Housatonic Rail-Trail in Monroe is a northern continuation of the Trumbull segment of the rail-trail. Locals refer to it as the Monroe Housatonic Railbed Trail. The 4.3-mile trail is largely forested and is a convenient bike route to William ...

  • Hudson Valley Rail Trail

    Rail-Trail

    State: NY
    Length: 3.57 miles
    Surface: Asphalt

    Located in the mid-Hudson Valley is a remarkable trail that is picturesque and family friendly. This flat, paved Hudson Valley Trail stretches a little more than 2 miles through hardwood forests, over Black Creek and under two spectacular stone-arch ...

  • Hyde Park Trail

    State: NY
    Length: 10 miles
    Surface: Dirt

    The Hyde Park Trail is a 10-mile system connecting national historic sites, town parks and nature preserves in Hyde Park, New York. The trail connects the national historic sites of Vanderbilt Mansion, Home of Franklin D. Roosevelt, and Eleanor ...

  • Jones Point Path

    State: NY
    Length: 2 miles
    Surface: Ballast, Dirt

    The Jones Point Path occupies an abandoned motor vehicle route (old US Route 9W). The path provides bicyclists with a relatively safe bypass to a dangerous section of busy US Route 9W near Bear Mountain, NY. It also serves as a connecting trail ...

  • Kings Park Hike & Bike Trail

    Rail-Trail

    State: NY
    Length: 1.50 miles
    Surface: Asphalt

    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 abandoned railroad corridor that was once an old ...

  • Klara Sauer Trail

    Rail-Trail

    State: NY
    Length: 1 miles
    Surface: Crushed Stone

    The Klara Sauer Trail (formerly known as the Beacon Riverside Trail) runs for 1 mile along the Hudson River on the west side of New York's village of Beacon. The trail occupies the same corridor as the live commuter rail, between the Beacon ...

  • Kress Family Trail

    Rail-Trail

    State: CT
    Length: 2.50 miles
    Surface: Dirt

    The Kress Family Trail follows an old rail bed of the former Shepaug Railroad, which winds along the Shepaug River. The flat, 2.5-mile trail is popular with cross-country skiers and snowshoers in winter, while hikers enjoy the trail during the ...

  • Larkin State Park Trail

    Rail-Trail

    State: CT
    Length: 10.40 miles
    Surface: Cinder, Crushed Stone, Dirt, Gravel

    Canopied with deciduous trees for most of its 10.4 miles, the Larkin State Park Trail (a.k.a. Larkin Bridle Path) is primarily a wilderness trail, with wooded vistas, wetland views and sparse residential development. Its railroad past began ...

  • Middlebury Greenway

    Rail-Trail

    State: CT
    Length: 4.40 miles
    Surface: Asphalt

    The delightful asphalt Middlebury Greenway winds 4.4 miles through the residential community of Middlebury, connecting businesses, parks and neighborhoods. The popular trail offers residents an off-road option for running errands and welcomes ...

  • Naugatuck River Greenway (Beacon Falls)

    State: CT
    Length: 0.30 miles
    Surface: Asphalt

    The Naugatuck River Greenway segment in Beacon Falls offers a short, but scenic route along the river that is paved and well-lighted. Just north of the trail's end at the Depot Street Bridge, lies Volunteer Park, a pleasant place to stop and ...

  • North County Trailway

    Rail-Trail

    State: NY
    Length: 22.10 miles
    Surface: 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 freight service between New York City and Brewster, ...

  • Norwalk River Valley Trail

    Rail-Trail

    State: CT
    Length: 4.30 miles
    Surface: Asphalt

    When completed, the Norwalk River Vally Trail will run from Long Island Sound to Danbury, about 27 miles. To date, disjointed sections are complete in Norwalk and Wilton.

  • Old Croton Aqueduct Trail

    State: NY
    Length: 26.10 miles
    Surface: Asphalt, Concrete, Dirt

    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 been designated a National Historic Landmark. ...

  • Old Mine Railroad Trail

    Rail-Trail

    State: NY
    Length: 2.20 miles
    Surface: Dirt

    Fahnestock State Park is a relatively undiscovered gems in the New York State Park System. Located a few miles east of Cold Spring Village on Rt. 301 (Main Street), the park jurisdiction was recently expanded to include almost 10,000 acres of ...

  • Putnam Trailway

    Rail-Trail

    State: NY
    Length: 11 miles
    Surface: Asphalt

    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" carried commuters from New York City north to Brewster, ...

  • Quarry Trail

    State: NY
    Length: 0.10 miles
    Surface: Dirt, Grass

    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 Park and Hastings-on-Hudson trails. Access ...

  • Railroad Ramble

    Rail-Trail

    State: CT
    Length: 1.70 miles
    Surface: Asphalt, Dirt, Grass

    The Railroad Ramble occupies a corridor abandoned by the Central New England Railroad, which provided service from 1871 through 1967. In Lakeville, the trail can be found just off of Route 41 behind the recreational complex. You'll have to climb ...

  • Ramapo River Trailway

    Rail-Trail

    State: NY
    Length: 1.88 miles
    Surface: Asphalt

    This project will convert an abandoned railroad spur from the New York State/New Jersey line to an existing bike/pedestrian trail along the Ramapo River as part of a larger trailway system. The trail corridor is located in the western end of ...

  • Redstone Rail Trail

    Rail-Trail

    State: MA
    Length: 1.40 miles
    Surface: Asphalt

    The Redstone Rail Trail is built on the former Boston and Maine railroad, the dominate rail line in New England for more than a century. Its name comes from the numerous red sandstone quarries in the area that gave the town its industrial beginnings. ...

  • Ridgefield Rail Trail

    Rail-Trail

    State: CT
    Length: 2.30 miles
    Surface: Asphalt, Cinder

    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 of the town's parks and open spaces, including ...

  • Samuel G. Fisher Mount Ivy Environmental Park

    Rail-Trail

    State: NY
    Length: 2 miles
    Surface: Ballast, Cinder, Dirt, Grass, Woodchips

    A former right-of-way of the NY & NJ Railroad. Near historical Mount Ivy which was the center of a Quaker settlement in the 18th century. Hiking along railroad bed and wildlife observation and wetland ecology.

  • Shoreline Greenway Trail

    State: CT
    Length: 2.30 miles
    Surface: Crushed Stone

    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, the trail will connect parks, schools, town ...

  • South County Trailway

    Rail-Trail

    State: NY
    Length: 14.10 miles
    Surface: Asphalt, Concrete

    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 Elmsford. Popular with bike commuters seeking relief ...

  • Southwick Rail Trail

    Rail-Trail

    State: MA
    Length: 7.10 miles
    Surface: Asphalt

    The Southwick Rail Trail is now complete from the Massachusetts–Connecticut state line, where it continues south as the Farmington Canal Heritage Trail. On the north end the trail extends to the Westfield town line. The Southwick Rail Trail ...

  • Stratton Brook State Park Trail

    Rail-Trail

    State: CT
    Length: 1.20 miles
    Surface: Asphalt, Cinder, Crushed Stone

    The Stratton Brook State Park Trail presents a great way to work up an appetite for a picnic at Stratton Brook State Park, the first state park in Connecticut to be entirely wheelchair accessible. The park also offers picnic areas, as well as ...

  • Sue Grossman Still River Greenway

    Rail-Trail

    State: CT
    Length: 2.90 miles
    Surface: Asphalt

    The Sue Grossman Still River Greenway runs for nearly 3 miles through a wooded corridor between Lanson Drive and Harris Drive in Torrington. The paved trail occupies the old right-of-way for the New York, New Haven, and Hartford Railroad's Naugatuck ...

  • Tallman Mountain State Park Bike Path

    State: NY
    Length: 2.10 miles
    Surface: Asphalt, Cinder, Dirt

    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 downtown Piermont, New York. The park itself is ...

  • Timp-Torne Trail

    Rail-Trail

    State: NY
    Length: 6.50 miles
    Surface: Dirt

    Just an hour north of New York City, the Timp-Torne Trail offers a scenic hike through Bear Mountain and Harriman State Parks with panoramic vistas of the Hudson River. The rugged blue-blazed trail travels along Dunderberg Mountain, The Timp ...

  • Titanic Rail Trail

    Rail-Trail

    State: MA
    Length: 4.70 miles
    Surface: Crushed Stone, Gravel

    The Titanic Rail Trail (once known as the Grand Trunk Trail) is planned to stretch more than 60 miles through south-central Massachusetts and the northeastern corner of Connecticut along the former Southern New England Railroad. Its previous ...

  • Trolley Trail (CT)

    Rail-Trail

    State: CT
    Length: 0.75 miles
    Surface: Asphalt

    The Trolley Trail runs through Plainfield and is a key link the East Coast Greenway. Plans are to use this trail as a link between the Moosup Valley State Park Trail and the Airline State Park Trail.

  • Vernon Rails-to-Trails (Hop River State Park Rockville Spur)

    Rail-Trail

    State: CT
    Length: 4 miles
    Surface: Crushed Stone

    Thanks to skilled engineers with the former Hartford, Providence, & Fishkill Railroad, the pretty Vernon Rails-to-Trails overlooks ravines and streams and passes between rock walls verdant with ferns and lichen. Crossing a wooded terrain of ...

  • Walkway Over The Hudson

    Rail-Trail

    State: NY
    Length: 1.28 miles
    Surface: Concrete

    Built in 1888 to link New York and New England to the coal beds of Pennsylvania and the West, the steel-truss Poughkeepsie-Highland Railroad Bridge was the longest bridge in the world for a spell, stretching 6,767 feet (approximately 1.28 miles) ...

  • Wallkill Valley Rail Trail Extension (aka Rosendale Rail Trail)

    Rail-Trail

    State: NY
    Length: 11 miles
    Surface: Asphalt, Dirt, Grass

    Wallkill Valley Land Trust and Open Space Conservatory acquired 11.5 miles (65 acres) of the former Wallkill Valley Railroad in Ulster County. This acquisition has almost doubled the length of the Wallkill Valley Rail Trail which occupies the ...

  • White Plains Greenway

    Rail-Trail

    State: NY
    Length: 1.70 miles
    Surface: Woodchips

    The White Plains Greenway is located on the former New York, Westchester & Boston Railway right-of-way, and extends from a City parking lot at Mamaroneck Avenue opposite Bloomingdale Road to the Scarsdale border. Several major streets intersect ...

  • Windsor Locks Canal State Park Trail (WIndsor Locks Canal Towpath)

    State: CT
    Length: 4.50 miles
    Surface: Asphalt

    The 4.5-mile Windsor Locks Canal Trail follows the Connecticut River and the Windsor Locks Canal between Windsor Locks and Suffield. This trail provides scenic views of the river and canal, and the corridor is home to a variety of wildlife. ...

Explore urban trails in and around Naugatuck, Connecticut.Find detailed trail guides for Naugatuck bike trails, Naugatuck walking paths and much more.Click on a trail below to find trail descriptions, trail maps, photos and reviews. Once you find the trail you’re looking for,plan a trip there and use one of our partners to book your hotel, bed and breakfast, or campground near Naugatuck.