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Connecticut Walking Trails and Maps

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Looking for the best Walking trails around Connecticut?

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

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City Trails and Maps in Connecticut

Accordion

Air Line State Park Trail

54.7 mi

State: CT

Ballast, Crushed Stone, Dirt, Gravel

Bloomfield Greenway Multi-Use Trail

1.8 mi

State: CT

Asphalt

Branford Trolley Trail

0.6 mi

State: CT

Concrete, Crushed Stone, Gravel

Farmington Canal Heritage Trail

48.3 mi

State: CT

Asphalt

Farmington River Trail

16.5 mi

State: CT

Asphalt, Crushed Stone

Hanover Pond Trail

1 mi

State: CT

Asphalt

Hartford Riverwalk

1.7 mi

State: CT

Asphalt

Hop River State Park Trail

20 mi

State: CT

Crushed Stone

Kress Family Trail

3.1 mi

State: CT

Dirt

Mattabassett Trolley Trail

2.9 mi

State: CT

Asphalt

Pequonnock River Trail

13.6 mi

State: CT

Asphalt, Crushed Stone

Quinebaug River Trail

4.8 mi

State: CT

Asphalt

Quinnipiac River Gorge Trail

1.3 mi

State: CT

Asphalt

Sue Grossman Still River Greenway

3.4 mi

State: CT

Asphalt

Windsor River Trail

0.8 mi

State: CT

Asphalt

CTfastrak Multi-Use Trail

4.4 mi

State: CT

Asphalt, Concrete

Captain John Bissell Trail

4.5 mi

State: CT

Asphalt

Charter Oak Greenway

16.6 mi

State: CT

Asphalt

Cheney Rail Trail

1.7 mi

State: CT

Crushed Stone

G & S Trolley trail

1.6 mi

State: CT

Asphalt, Crushed Stone

Accordion

Larkin State Park Trail

10.8 mi

State: CT

Cinder, Crushed Stone, Dirt, Gravel

Middlebury Greenway

4.5 mi

State: CT

Asphalt

New Milford River Trail

5 mi

State: CT

Asphalt, Crushed Stone, Dirt

Niantic Bay Boardwalk

1.1 mi

State: CT

Boardwalk, Concrete, Gravel

Putnam River Trail

2 mi

State: CT

Asphalt

Quinnipiac Linear Trail

2.1 mi

State: CT

Asphalt, Gravel

Railroad Ramble

1.7 mi

State: CT

Asphalt, Dirt, Grass

Savin Rock Trail

1.2 mi

State: CT

Asphalt, Concrete

Shoreline Greenway Trail

4.1 mi

State: CT

Crushed Stone, Dirt

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

4.2 mi

State: CT

Crushed Stone, Dirt

Windsor Locks Canal State Park Trail

5.4 mi

State: CT

Asphalt

Derby Greenway

2 mi

State: CT

Asphalt, Dirt

Norwalk River Valley Trail

5.8 mi

State: CT

Asphalt

Ridgefield Rail Trail

2.3 mi

State: CT

Gravel

Stratton Brook State Park Trail

1.2 mi

State: CT

Asphalt, Cinder, Crushed Stone

Moosup Valley State Park Trail

5.8 mi

State: CT

Ballast, Crushed Stone, Dirt, Grass, Gravel, Sand

Billings Trail

3.3 mi

State: CT

Dirt

Naugatuck River Greenway

7.4 mi

State: CT

Asphalt

Trolley Trail (CT)

0.75 mi

State: CT

Asphalt

Litchfield Community Greenway

2.5 mi

State: CT

Boardwalk, Crushed Stone, Dirt

Middletown Westlake Area Bikeway

2.2 mi

State: CT

Asphalt

Trail Image	Trail Name	States	Length	Surface	Rating
	Air Line State Park Trail The Air Line State Park Trail winds nearly 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. The pathway is...	CT	54.7 mi	Ballast, Crushed Stone, Dirt, Gravel	144 reviews
	Bloomfield Greenway Multi-Use Trail Bloomfield Greenway Multi-Use Trail is 1.8 miles between Bloomfield and Simsbury. The trail is envisioned to someday act as a connector between the City of Hartford and the Farmington Canal Heritage...	CT	1.8 mi	Asphalt	2 reviews
	Branford Trolley Trail 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	12 reviews
	Farmington Canal Heritage Trail 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	155 reviews
	Farmington River Trail A dozen miles west of Connecticut’s capital of Hartford, the Farmington River Trail forms a 16.5-mile arc that connects to the larger Farmington Canal Heritage Trail on both ends. The rail-trail was...	CT	16.5 mi	Asphalt, Crushed Stone	52 reviews
	Hanover Pond Trail The Hanover Pond Trail is a mile-long rail-trail in Meriden, Connecticut offering scenic natural escape combined with historical exploration. The smooth asphalt trail is open to a diverse range of...	CT	1 mi	Asphalt	2 reviews
	Hartford Riverwalk The Hartford Riverwalk is a charming network of paved pathways for cyclists and pedestrians that runs along the banks of the Connecticut River through the state capital. The trail provides an off-road...	CT	1.7 mi	Asphalt	2 reviews
	Hop River State Park Trail It’s hard to pick a favorite season to experience the Hop River State Park Trail, set amid the dense forests of Eastern Connecticut. Sections of the 20-mile rail-trail dive through steep rock cuts...	CT	20 mi	Crushed Stone	79 reviews
	Kress Family Trail 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	5 reviews
	Mattabassett Trolley Trail Where a trolley once ran, now you can too on the south bank of the Mattabessett River. The electrified trolley shuttled passengers from Berlin to Middletown and beyond. The smooth blacktop and an easy...	CT	2.9 mi	Asphalt	4 reviews
	Pequonnock River Trail 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	60 reviews
	Quinebaug River Trail The Quinebaug River Trail exists in two segments in northwest Connecticut. The northern section parallels Park Road and Tracy Road for about 2 miles in an industrial section of Putnam with few trail...	CT	4.8 mi	Asphalt	7 reviews
	Quinnipiac River Gorge Trail The Quinnipiac River Gorge Trail is a 1.3-mile rail-trail in Meridan, Connecticut. The trail occupies the former railbed of the Meriden, Waterbury & Connecticut River Railroad, a 17-mile line which...	CT	1.3 mi	Asphalt	1 reviews
	Sue Grossman Still River Greenway Just over 3 miles long, the Sue Grossman Still River Greenway is anchored by Winsted to the north and Torrington to the south. It occupies the right-of-way of the Naugatuck Division of the New York,...	CT	3.4 mi	Asphalt	13 reviews
	Windsor River Trail The Windsor River Trail is a paved trail along the Connecticut River in Windsor Meadows State Park. The trail begins at the state park’s parking lot on E Barber St. The Captain John Bissell Trail,...	CT	0.8 mi	Asphalt	4 reviews
	CTfastrak Multi-Use Trail A part of Connecticut's first bus rapid transit line, the CTfastrak Trail serves as recreational and multi-use path for walking and bicycling between Downtown New Britain and Newington Junction. The...	CT	4.4 mi	Asphalt, Concrete	7 reviews
	Captain John Bissell Trail The Bissell name looms large in this part of New England, and has been immortalized in multiple ways, including the Bissell Ferry, the Bissell Memorial Bridge and now, the Captain John Bissell trail,...	CT	4.5 mi	Asphalt	3 reviews
	Charter Oak Greenway The Charter Oak Greenway offers more than 16 miles of paved pathway through Hartford and its eastern suburbs. At first glance, the trail looks as if it is simply a highway side path, but the journey...	CT	16.6 mi	Asphalt	35 reviews
	Cheney Rail Trail 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...	CT	1.7 mi	Crushed Stone	3 reviews
	G & S Trolley trail At the turn of the 20th century, Groton & Stonington Railway Company began to move passengers between Groton to Mystic via electric trolleys. But in 25 years, the line had been discontinued due to...	CT	1.6 mi	Asphalt, Crushed Stone	2 reviews

Accordion

Larkin State Park Trail 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	37 reviews
Middlebury Greenway 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	18 reviews
New Milford River Trail 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	6 reviews
Niantic Bay Boardwalk Bookended by beaches and offering gorgeous vistas of Niantic Bay, the Niantic Bay Boardwalk is a must-do excursion in the small Connecticut village of Niantic, part of the larger Town of East Lyme....	CT	1.1 mi	Boardwalk, Concrete, Gravel	4 reviews
Putnam River Trail The Putnam River Trail extends between Arch Street in the Putnam District and Providence Street to the south. The trail follows the east bank of the Quinebaug River between the river and Kennedy...	CT	2 mi	Asphalt	8 reviews
Quinnipiac Linear Trail The Qunnipiac Linear Trail is an easy multipurpose path in Wallingford, Connecticut. The trail skirts Community Lake while traveling a heavily wooded corridor along the Quinnipiac River. It is one of...	CT	2.1 mi	Asphalt, Gravel	4 reviews
Railroad Ramble 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...	CT	1.7 mi	Asphalt, Dirt, Grass	4 reviews
Savin Rock Trail 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	3 reviews
Shoreline Greenway Trail 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	3 reviews
Vernon Rails-to-Trails (Hop River State Park Rockville Spur) The Rockville Spur, a section of Vernon Rails-to-Trails, is a stone-dust rail-trail stretching 4.2 miles into the heart of historical Rockville. The trail begins on Warren Avenue in Vernon, but you’ll...	CT	4.2 mi	Crushed Stone, Dirt	28 reviews
Windsor Locks Canal State Park Trail Note: Per the State of Connecticut's website, the trail is open from dawn to dusk April 1–November 14. Eagle nesting activities can delay the opening of the southern trail head in Windsor...	CT	5.4 mi	Asphalt	44 reviews
Derby Greenway 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	13 reviews
Norwalk River Valley Trail 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	6 reviews
Ridgefield Rail Trail 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	14 reviews
Stratton Brook State Park Trail 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...	CT	1.2 mi	Asphalt, Cinder, Crushed Stone	3 reviews
Moosup Valley State Park Trail This 5.8-mile trail is part of the planned East Coast Greenway, an off-road path that will eventually run from Calais, Maine, to Key West, Florida. The Moosup Valley State Park Trail will connect with...	CT	5.8 mi	Ballast, Crushed Stone, Dirt, Grass, Gravel, Sand	29 reviews
Billings Trail Open in several disconnected segments, the Billings Trail is a dirt path that traverses a lovely scenic and wooded landscape outside Norfolk in northern Connecticut. Built on the abandoned railbed of...	CT	3.3 mi	Dirt	1 reviews
Naugatuck River Greenway 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 7 miles. The...	CT	7.4 mi	Asphalt	1 reviews
Trolley Trail (CT) 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...	CT	0.75 mi	Asphalt	1 reviews
Litchfield Community Greenway 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	0 reviews
Middletown Westlake Area Bikeway Over 2 miles from start to finish, this U-shaped trail meets both the commuting and the recreational needs of local residents in Middletown. The trail begins on Middle St, marked by a trailhead with a...	CT	2.2 mi	Asphalt	0 reviews