Connecticut Cross Country Skiing Trails and Maps

Looking for the best Cross Country Skiing trails around Connecticut?

Find the top rated cross country skiing trails in Connecticut, whether you're looking for an easy short cross country skiing trail or a long cross country skiing trail, you'll find what you're looking for. Click on a cross country skiing 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
25 Results
Activities
Length
Surfaces
Type

Air Line State Park Trail

55.9 mi
State: CT
Gravel

Billings Trail

3.3 mi
State: CT
Dirt

CTfastrak Multi-Use Trail

4.4 mi
State: CT
Asphalt, Concrete

Charter Oak Greenway

11.1 mi
State: CT
Asphalt

Derby Greenway

1.85 mi
State: CT
Asphalt
Accordion

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

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

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
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 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
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
Accordion
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 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
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

New Milford River Trail

Access way a little rough

July, 2017 by linda.gaboardi

Once you get in the main trail, it's a nice, easy ride. But I picked up some kind of metal shard in my tire, and I suspect it was on the access trail that starts on Boardman.

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

Beautiful but rough

July, 2017 by aswinsor

Beautiful ride along the river BUT you better have a very soft seat to absorb the rough surface!!

New Milford River Trail

Mostly Along River Road

July, 2017 by pbcibc

This is a nice place to stretch one's legs for about five miles. The southern end (just over Boardman Bridge from Route 7), with limited parking, runs through a town park for about 1.5 miles; the northern portion, ending at Gaylordsville, is just walking along the Housatonic on River Road, one of the few remaining dirt roads in the area. There is more parking at the park's main entrance off of River Road, about 1.5 miles north of Boardman Bridge.
If you like a flat trail in quiet woods and don't mind a few cars coming along, this is a pleasant way to spend a couple of hours. "There and back again" is about ten miles.

Accordion

Derby Greenway

Meh.

July, 2017 by nyjenniferc

Full of goose crap. Loud and noisy. Thought it would be serene and picturesque by the river, but it was really industrial and boring, with no shade. The parking lot in Derby sucks. The bridge in Derby was full of firework debris, paper and junk. Very disappointed.

Air Line State Park Trail

Airline Trail South

July, 2017 by CW4

The Town of East Hampton and the State DEEP have added 1.3 miles of riding to the existing Airline Trail - South. It is hard to see the extension from the current ending on Route 196, but if you cross 196 and divert right and into the fire department parking lot you will find the new section. The new section goes to Alden's Crossing, a 1/2 mile from the intersection of Routes 16 and 66. The parking at the new ending is only marginal, 1-2 cars.

Sue Grossman Still River Greenway

Love the trail

June, 2017 by awinegar

My hubby and I have walked and have now began bike riding it. Walking it is great exercise. I have to say though the bike was a bit harder when riding against the wind ... lol... Everyone we came across was very polite. Walkers, bike riders, roller blades etc. I certainly give it a thumbs up...👍🏼

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.

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.

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