Connecticut Trails and Maps

Looking for the best trails around Connecticut?

Explore the best rated trails in Connecticut, whether you're looking an easy walking trail or a bike trail like the Ridgefield Rail Trail and Railroad Ramble. With more than 29 trails covering 231 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.

City Trails and Maps in Connecticut

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Activities
Length
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Type
29 Results
Activities
Length
Surfaces
Type

Air Line State Park Trail

55.9 mi
State: CT
Gravel

Billings Trail

3.3 mi
State: CT
Dirt

Branford Trolley Trail

0.5 mi
State: CT
Concrete, Crushed Stone, Gravel

CTfastrak Multi-Use Trail

4.4 mi
State: CT
Asphalt, Concrete

Charter Oak Greenway

11.1 mi
State: CT
Asphalt
Accordion

Cheney Rail Trail

1 mi
State: CT
Crushed Stone

Derby Greenway

1.85 mi
State: CT
Asphalt

Farmington Canal Heritage Trail

40 mi
State: CT
Asphalt, Cinder, Crushed Stone, Grass, Gravel

Farmington River Trail

14.9 mi
State: CT
Asphalt, Cinder, Crushed Stone, Dirt

Hop River State Park Trail

20 mi
State: CT
Crushed Stone

Kress Family Trail

2.5 mi
State: CT
Dirt

Larkin State Park Trail

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

Middlebury Greenway

4.4 mi
State: CT
Asphalt

Moosup Valley State Park Trail

5.8 mi
State: CT
Ballast, Crushed Stone, Dirt, Grass, Gravel, Sand

Naugatuck River Greenway

5.4 mi
State: CT
Asphalt

New Milford River Trail

5 mi
State: CT
Asphalt, Crushed Stone, Dirt

Norwalk River Valley Trail

5.8 mi
State: CT
Asphalt

Pequonnock River Trail

12.8 mi
State: CT
Asphalt, Crushed Stone

Putnam River Trail

2 mi
State: CT
Asphalt

Quinebaug River Trail

4 mi
State: CT
Asphalt

Railroad Ramble

1.7 mi
State: CT
Asphalt, Dirt, Grass

Ridgefield Rail Trail

2.3 mi
State: CT
Gravel

Savin Rock Trail

1.2 mi
State: CT
Asphalt, Concrete

Shoreline Greenway Trail

2.3 mi
State: CT
Crushed Stone

Stratton Brook State Park Trail

1.2 mi
State: CT
Asphalt, Cinder, Crushed Stone

Sue Grossman Still River Greenway

2.9 mi
State: CT
Asphalt

Trolley Trail (CT)

0.75 mi
State: CT
Asphalt
Trail Image Trail Name States Length Surface Rating
Air Line State Park Trail winds for just over 55 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. Over the state...
CT 55.9 mi Gravel
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
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 0.5 mi Concrete, Crushed Stone, Gravel
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
The Charter Oak Greenway is a paved, multi-use trail connecting parks with residential and commercial areas. The trail runs for 11 miles between Bolton and downtown Hartford, though there is currently...
CT 11.1 mi Asphalt
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 mi Crushed Stone
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...
CT 1.85 mi Asphalt
Accordion
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...
CT 40 mi Asphalt, Cinder, Crushed Stone, Grass, Gravel
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...
CT 14.9 mi Asphalt, Cinder, Crushed Stone, Dirt
The Hop River State Park Trail is one of Connecticut's longest rail-trails. Narrow cuts and a lush tree canopy make for enjoyable visits year-round. Near its western end is the Charter Oak...
CT 20 mi Crushed Stone
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...
CT 2.5 mi Dirt
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...
CT 10.4 mi Cinder, Crushed Stone, Dirt, Gravel
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...
CT 4.4 mi Asphalt
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
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 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
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
The Pequonnock River Trail—portions of which are also known as the Housatonic Railway Rails to Trails, Monroe Housatonic Railbed Trail and Pequonnock Valley Greenway—is a developing system stretching...
CT 12.8 mi Asphalt, Crushed Stone
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
As of January 2012 the Quinebaug River Trail has two segments. The southern segment follows the course of the Quinebaug River in Danielson, beginning at the intersection of Palmer Street and Prospect...
CT 4 mi Asphalt
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
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
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
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 2.3 mi 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...
CT 1.2 mi Asphalt, Cinder, Crushed Stone
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...
CT 2.9 mi 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...
CT 0.75 mi Asphalt
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...
CT 4 mi Crushed Stone
Note: Per the State of Connecticut's website, the trail is open from dawn to dusk March 1–November 30."  The 4.5-mile Windsor Locks Canal Trail follows the Connecticut River and the Windsor Locks...
CT 4.5 mi Asphalt

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Recent Trail Reviews

Ridgefield Rail Trail

New Ridgefielder

June, 2017 by squirrelbridge

Wonderful little trail...little bit on the residential side....but nevertheless wonderful. Very disappointing that we don't allow bicycling....nasty anti-bike sentiment among the comments. Lots of no-bike paths in Florida.

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

More Cons than Pros

June, 2017 by kpalwan82

Pros: Clean toilets. Clean parking lot. View of the Connecticut River and bridges. Not much traffic. Cons: Bumpy trail. Geese on the trail. Goose poop covered trail. Geese will not let you go by if their goslings are with them. The smell of the canal in some locations. Water flowing on both sides of the trail (not for children).

Air Line State Park Trail

Part of upper section of Air Line

May, 2017 by SPanny

We recently rode from Beaver Hill Road to Old Griffin Road, a section North of Willimantic. Frankly this section was fairly rough, with a lot of loose gravel making for slow going...very different from the lower sections south of Willimantic that are largely cinder. Very rural, tree-lined, would be nice in the Fall. I'm not sure what the other North sections are like, I know there are some upgrades in progress in the various towns.

Accordion

Cheney Rail Trail

CHENEY RAIL TRAIL

May, 2017 by joseph1854

I HAVE HIKED THIS SEVERAL TIMES. IN THE OPENING INFO THEY SAY ITS ONE MILE BUT THIS IS NOT CORRECT. ITS OVER TWICE THAT. PASSES THROUGH PEOPLES BACK YARDS AND I TAKE IT TO THE BRIDGE THAT OVER LOOKS CENTER SPRINGS PARK. A VERY NICE VIEW. I ACCESS IT ON HILLARD STREET MANCHESTER. NICE IN TOWN TRAIL. VERY FLAT. TRAIL GET QUITE ROUGH ROCK WISE ONCE YOU GO PAST THE BRIDGE AREA BY CENTER SPRINGS PARK. I RECOMMEND JUST GOING TO THE BRIDGE AND TURNING AROUND SO AS TO AVOID TWISTING ONES ANKLE ETC. EVEN THEN YOU GET A 4-5 MILE HIKE OUT OF IT ROUND TRIP. JOE :)

Trolley Trail (CT)

Plainfield Trolley Trail

May, 2017 by 23rock

This trail goes from the north end of Trout Hatchery Road in Plainfield to the mill village of Wauregan. Trail Link says it is paved, but it is dirt. It is planned to be part of the East Coast Greenway, but currently the ECG follows parallel Shepard Hill Road to the east. In the early Twentieth Century, it was the trolley route north south in this area. Trout Hatchery Road was also part of the trolley route. This will be a flatter and off road route when improved.

Farmington Canal Heritage Trail

Great ride!

May, 2017 by wilsonk9alex

Took my brand new bicycle on its maiden voyage on this trail. It was great fun. Rode for about 3 hours and loved every minute of it. The historic information posted along the trail is nicely done. The fact that there are restrooms at the trail head is fantastic! They really did a nice job with this trail. Highly recommend it for all. Very kid friendly.

Moosup Valley State Park Trail

Starts off nice

April, 2017 by jimmorrison

This trail starts off with a nice railroad bridge then after crossing the road, continues paved for a short ride, then turns to mush. I followed a side trail (mean for a mountain bike) up the hill to the west side and followed the trail which seems to be muddy in some spots, not paved and in poor shape.

Like everyone else stated, skip that part for now.

Air Line State Park Trail

Airline Trail South

April, 2017 by CW4

Trail Report - The section of the Airline Trail from the dirt parking lot on Route 149 to the Blackledge River is currently under construction, about 1and 1/2 miles. You can ride east but not to the west due the resurfacing work.

New Extension Route 196 in East Hampton to Alden's Crossing (1.6 miles), is about 1/2 done. It has the gravel bedding in place but not the stone dust riding surface. The drainage design is poor and there are 4 large wet areas and erosion spots. It is ride-able but not too scenic or any fun.

Pequonnock River Trail

Bridge over parkway

April, 2017 by jmumper1

Work has begun to connect the Bridgeport section of the trail which ends at the north end of Quarry Road, over the Merrit Parkway to Rocky Hill Road in Trumbull. Progress can be seen from the ramps connecting RT-15 to RT25.

Derby Greenway

Best for walking, not biking.

February, 2017 by shortgal

The trail is not very wide (fits about four people across) and not really long enough for a decent bike ride. Best suited to walking. As others have said there are a lot of sections that are not shaded.

If you want a longer walk you can cross Division St and walk a section that was added on the Ansonia side. There are a few short inclines, most of the trail is flat.

Pequonnock River Trail

Nice winter scenery

January, 2017 by slipsoup

Unfortunately our ride on this trail was cut short due to the weather, combined with having to ride on the road. We started in Bridgeport near Glenwood Park. There was parking on the street near the start of the trail on Crown Rd. I'd suggest skipping the first segment of the trail that "starts" near the Bridgeport Transportation Center. This part is basically a brief road ride through a not so nice section of the city. The ride through Glenwood Park is nice, as it flanks the river. To continue to Twin Brooks Park and the continuation of the trail, you have to go left on Route 127 (White Plains Rd.). You can access Route 127 to the right, past a metal gate, just after passing remnants of a stone structure. If you bear left after this structure, you'll cross a bridge over the river to a parking lot. We look forward to returning to ride the rest.

Farmington Canal Heritage Trail

Southington-Farmington Construction Updates

December, 2016 by martinip

With the southern section nearly continuous from New Haven to Southington (minus the West Main Street-Cornwall Avenue gap in Cheshire), the next major gap is Plainville and its surroundings. The Curtiss Street-Lazy Lane segment is due to be constructed as part of the SRS Superfund remediation, though it looks like not much has been done yet besides brush-cutting. The small bridge immediately north of Curtiss Street has also been re-decked for trail use. Lazy Lane-West Queen Street is in the early stages of planning as a state project and will bring the trail almost to the end of the active railroad.

Heading north from Plainville, the trail construction from Northwest Drive to Red Oak Hill Road in Farmington is moving right along, with most of the trail already paved. The last major piece here will be the Route 6 bridge, which is due to be installed in 2017.

The active railroad between Birch Street in Southington and Northwest Drive in Plainville will present challenges to resolving the remaining gap, but a study is underway to determine the best possible routing.

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