Connecticut Hiking Trails and Maps

600 Reviews

Looking for the best Hiking trails around Connecticut?

Find the top rated hiking trails in Connecticut, 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.

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

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
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

Air Line State Park Trail

Airline Trail - South

November, 2017 by CW4

A note to everyone: The 1 mile section of the Airline Trail From Route 149 in Colchester to the Blackledge River bridge is now resurfaced. The trail is now finished from Alden's Crossing in East Hampton to South Brook Road in Hampton, where a 3.5 mile stretch of rough gravel slows you down, before the trail finishes in Promfret Station at Route 169. Get out and ride!!

Farmington Canal Heritage Trail

Farmington Canal Heritage Trail, New Haven Ct to Massachussettes

November, 2017 by peasenh

My wife and I rode the trail in five segments, each approximately 20 miles each. My wife rode her 3-wheeled recumbent and I my Mt Bike. The trail is very level and has only a very few hills. Due to Autumn leaves and the wonderful foliage along the entire route, there was a considerable amount of leaves and other debris on the trail. In Cheshire and Hamden, the Parks and Recreation Dept personnel were cleaning and maintaining the trail every day we were there. The trail is well used by all, the surface is almost completely asphalt; unfortunately, rest room facilities are somewhat lacking...be sure to plan accordingly and take advantage when the occasion arises. WE LOVED THE RIDES!!

Farmington Canal Heritage Trail

New Haven Ct. to Southwick MA

October, 2017 by peasenh

We completed the ride during 5 different segments during Autumn 2017 and each ride approx. 20 miles. Hands down the Cheshire and Hamden segments were best maintained in terms of leaves/branches/acorns/etc being cleared from trail. Each time we rode those two city segments we saw city parks and recreation employees working on the trail and/or performing nearby grounds maintenance; BIG ATTA-BOY to those 2 towns. Our last segmented ride was Simsbury to Southwick MA; the trail was covered in leaves in most areas but didn't limit our travel. Of all the miles we rode, there was only one rest room facility (Cheshire), the remainder of the ride had portalets (pretty clean). We HIGHLY recommend this trail. Southington and Plainville are very near completing their final designs to make the trail complete.

Accordion

Larkin State Park Trail

Detour needs signage

October, 2017 by Mary Jean

The description of the trail talks about the detour using Long Meadow Rd. and Towantic Hill Road. There were no signs on the trail itself to tell you this detour was in place, and no signs on the detour roads. I could not find re-entry off of Towantic Hill Rd. I continued on the road until Riggs St. where I rejoined the trail turning right, west, at that point.
Didn't do much of the west end west of Rt. 67, it really was quite rocky. There were a few soft spots that were a pain, but mostly it was a quiet shady ride.

Air Line State Park Trail

Airline Rail Trail South to North

October, 2017 by tbundy_tl

Incredible ride but recommend a hybrid bike. Otherwise I will be back to do this one again and again!!!

Hop River State Park Trail

Hop River Improvements

October, 2017 by CW4

The last 1/2 mile of final surfacing from the Route 6 bridges to King Road is done, and a nice job too!

Windham hopes to have the bridge over the Willimantic River and that section out to bid in the spring of 2018.

Farmington Canal Heritage Trail

farmington canal heritage trail

October, 2017 by gglaser

beautiful , shady, flat trail. plenty of parking spots.

Farmington Canal Heritage Trail

Farmington Canal Rail Trail CT

September, 2017 by russccc

Hi All,

Southington, CT "Really Gets It" as this trail passes thru their town. Lots of : Parking, Picnic Tables. Restaurants, A Drinking Fountain & Portapotties. Probably a bit of pride.
Rock & Roll!

Russ C

Farmington Canal Heritage Trail

(Farmington Canal R TR) New Southington, CT Section Opens

September, 2017 by russccc

Hi All,

Per "Record Journal" Newspaper New Section of "Farmington Canal Heritage Rail Trail" (Curtiss St & Kane St) to Lazy Lane. Happy Trails, RVC (tn) "Zenith"

Air Line State Park Trail

Lovely Trail - with the exception of one section

September, 2017 by nkdonahue

I had a great time riding this trail last Sunday. I started in Pomfret from the old railroad station parking lot on Railroad Street.

I rode 7.5 miles, then reached a very long section which was covered in rocks that were sharp edged, about 1 1/2inches on a side. I took a break and enjoyed the view over the wetland area there. I was just able to ride over that rocky section on my cross bike, but it was a rough and uncomfortable ride. It went on for around three miles!!

I'm curious to know why this one section is prepared so differently from the rest of the trail.

I rated the Air Line trail a 4 of 5 stars. When I previewed my review, it showed more like 15 stars. Why is that?

Farmington Canal Heritage Trail

Farmington Canal Heritage Trail (Southington)

September, 2017 by elmarubtc

The 0.65 mi. extension of the trail from Curtis St. to Lazy Lane is now open although the connection from the old end of the trail at Curtis St. still requires crossing a tricky intersection. Lazy Lane is now the best place to start in Southington as there is a big new parking lot and that location provides easy access to and from Rt. 10 off the I-84 Queen Street exit. It is now 8.5 miles of continuous very well paved and completely off road trail from Lazy Lane in Southington to Rt.68 (West Main St.) in Cheshire. If you take the short .75 mile ride down Willow St. off of West Main St. to the Cornwall St. entrance of the trail you can get back off road very quickly. I rode the first .75 mile section of the trail south from Cornwall St. to Higgins Road to make it a nice 10 mile one way trek from Lazy Lane but I was surprised to see how many cracks there were on this part of the trail. They were all pretty much filled in but since they are very frequent and extend completely across the trail it was not very comfortable riding for a road bike. In contrast I don't recall seeing a single divot on the 8.5 mile section from Lazy Lane to Rt. 68. Another interesting aspect of this 10 mile section of the trail is that the first 4 miles headed south provides no shade at all in the September mid-afternoon and then the next 6 miles starting at about Rt. 322 is almost completely shaded. On a nice mid-70's afternoon that lack of shade in the beginning was actually very comfortable but I imagine it is kind of hot on a mid-summer afternoon. The contrast between the 2 sections of this 10 mile route makes for a great ride as those changes also parallel the route starting urban and turning almost rural by route end.

Air Line State Park Trail

fantastic running trail

September, 2017 by cooperdx

Was searching high and low for a long trail like this for long runs. Went here for the first time this past weekend and it completely surpassed any expectations I had. Everyone was super friendly! The views were amazing. Will be even more beautiful in the fall. Can't wait to keep running here and bringing my dog along as well!

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