Connecticut Cross Country Skiing Trails and Maps

652 Reviews

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
Surfaces
Type
24 Results
Activities
Length
Surfaces
Type

Air Line State Park Trail

54.6 mi
State: CT
Ballast, Dirt, Gravel

Billings Trail

3.3 mi
State: CT
Dirt

CTfastrak Multi-Use Trail

4.4 mi
State: CT
Asphalt, Concrete

Charter Oak Greenway

16.6 mi
State: CT
Asphalt

Derby Greenway

2 mi
State: CT
Asphalt, Dirt

Farmington Canal Heritage Trail

48.3 mi
State: CT
Asphalt

Farmington River Trail

16.5 mi
State: CT
Asphalt, Crushed Stone

Hop River State Park Trail

20 mi
State: CT
Crushed Stone

Kress Family Trail

3.1 mi
State: CT
Dirt

Larkin State Park Trail

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

Middlebury Greenway

4.5 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

13.6 mi
State: CT
Asphalt, Crushed Stone

Putnam River Trail

2 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

4.1 mi
State: CT
Crushed Stone, Dirt

Stratton Brook State Park Trail

1.2 mi
State: CT
Asphalt, Cinder, Crushed Stone
Accordion

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
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 54.6 mi Ballast, Dirt, 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 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
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
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
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
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
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
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
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
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 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
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
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 4.1 mi Crushed Stone, Dirt
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
Accordion
Coming in at just under 3 miles, the Sue Grossman Still River Greenway is anchored by the towns of Winchester to the north and Torrington to the south. It occupies the right-of-way of the Naugatuck...
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
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
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 Locks. Due...
CT 5.4 mi Asphalt

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Recent Trail Reviews

Farmington Canal Heritage Trail

Fantastic trail, but in need of maintenance

August, 2019 by gniikso2h

My wife and I have been using this trail for years primarily for in-line skating. It is a fantastic trail that is extremely enjoyable each time we are there, however we have noticed over the last few years a real deterioration in the sections in Cheshire and Hamden. The wooden bridges are breaking down that is it dangerous to skate over them, due to the holes that are developing. The inevitable tree roots are getting more and more noticeable and need to be addressed before the ruin the trail any further. The trail needs to be swept and blown regularly, as the stones, gravel and branches all over the trail are noticeable and a hazard to both in-line skaters as well as bikers.

Farmington River Trail

Beautiful loop!

August, 2019 by sgwarnerp

We just rode the Plainville to Simsbury portion of the Farmington Canal Trail and then down the Farmington River Trail. Spectacular. There are a couple of confusing road crossings (1 in Simsbury and another less than clear route just after the bridge in Collinsville). But we loved it. Worth even a long drive. Very shady. Some parts through the woods so not suitable for skinny tire bike.

Farmington Canal Heritage Trail

Easy ride

August, 2019 by vikkb34

We rode a total of about 34 miles,17 miles there & back.. We enjoyed this trail,its different then a lot of trails,you are all over the place,riding in residential,the woods,past the Monrovia Nursery,then into the town..but all on paved ground..Good signage.little bumpy in a few spots,but over all pretty good. Mostly flat with a few small climbs.Would like to go back & finish the trail..

Accordion

Air Line State Park Trail

Air Line Trail CT

July, 2019 by SPanny

My wife and I rode this train on 7/27/19. We started at the route 2 park and ride, rode south to a point about 2 miles East of East Hampton, then doubled back all the way to the Willimantic Bridge, finally returning to the car. About 30-35 miles total. Very nice trail, well-maintained, tree lined, rural. Few crossroads, cool, not heavily used the day we were there. Please be aware that while there are no big hills, there are a few long steady climbs along the way, especially East of the park-and-ride; think small elevation with a steady,slow climb All told a great trail, would be awesome during Fall color each season. Please also note that you can connect to the Hop River trail just over the Willimantic Bridge.

This lower section of the Air Line is very enjoyable I know the trail goes North through Willimantic, would be curious of people’s impressions of that section.

Windsor Locks Canal State Park Trail

Ok ride

July, 2019 by speedbird71

The trail is very scenic but it is narrow and bumpy. Probably better for walking than riding.

Hop River State Park Trail

Williamtic River Bridge Columbia to Windham

July, 2019 by CW4

On July 1st I walked over the new Willimantic River Bridge from the current end at Mackie's Ag. store into Columbia. The new decking is in place and railings are underway. Looks like a late summer or early fall completion is possible.
Once they open the bridge it will be possible to ride from the rail road museum to Flanders Road without getting on to Rte. 66. The .5 miles to Flanders Road will remain unimproved but is do-able with wider tires.

Air Line State Park Trail

CW4

July, 2019 by CW4

There is .5 mile of new trail from Alden's Crossing in East Hampton to the Rte. 66 overpass. There is also a .6 mile extension from the Depot Road crossing to about .25 mile short of the Rte. 66 highway over pass. That leaves about a .25 mile section left to complete the trail so that one can continue to YMCA Camp Ingersol. Once the wetland area bridging is in place, soon I hope (???), riders will be able to go from Portland to Pomfret Center. The work beyond Pomfret Center to Putnam is underway, but far from done.

Moosup Valley State Park Trail

Moosup Valley Trail Ride

July, 2019 by CW4

I rode this trail on 7/12/19 from Moosup, CT east into Sterling, CT. The first 5 1/2 miles are unimproved rail trail, good for MT bikes or aggressive hybrid riders. At the route 14A crossing I found some improvements underway, 1.5 miles of bull dozer work to a bridge under construction just past Carbuncle Pond WMA. The surface was soft and broken and very hard to ride. This leads me to believe that Road Island has a project underway to extend the Trestle Trail from Log Bridge Road (the current end) westerly to just west of the CT line at Route 14A. I will explore the area in the late fall to see how work has progressed. There is a second bridge in the Village of Green, RI that needs work, but I did not get that far.

Niantic Bay Boardwalk

Walks not bikes

July, 2019 by godsmelissa

I give 1 star as a bike trail rating; 4 as a walk. We did this as a walk and that was good. Biking - I would not recommend. Their is sooo much foot traffic a bike Would be a nuisance. On busy days parking can be filled and there is a fee to go to the beach 2018 at least. Walk it the sights are great. We chose to walk back on the side walk adjacent the road so we could see the shops n restaurants

Moosup Valley State Park Trail

Mogul Heaven

July, 2019 by tambria

I parked at 15 Spring Lake Road in Sterling. A very brief portion is paved, up to the bike overpass, then its mogul after mogul. Great for mountain biking, not so much for hybrid or road biking. Sand, gravel, muddy bits...unkept. Beautiful area, share the trail with dirt bikes and at atvs either direction.

Windsor Locks Canal State Park Trail

very nice 5 mile trail. great for walking. surface is rather bumpy even on my hybrid. can't beat the views. lots of wildlife.

June, 2019 by klinonis

very nice 5 mile trail. great for walking. surface is rather bumpy even on my hybrid. can't beat the views. lots of wildlife.

Farmington Canal Heritage Trail

Trail Status New Haven to Northampton

June, 2019 by petesalomone

Long Wharf to Yale is partially on-road, busy and tricky. Agreements with landowners have been completed and future construction will eliminate some of the on-road. 2018 trail completions in Cheshire and Southington make the trail continuous for 23 miles.
The remaining section in Southington is scheduled for construction in 2020. The Plainville section is currently in design. Construction could start in 2021. It might be phased, so construction might be complete in 2024 or later. When the Southington section is complete it will be relatively safe to ride on-road across Plainville.
From Northwest Dr on the Plainville/Farmington border the trail goes continuously to Main St Westfield about 34 miles. A few railroad bridges in Westfield have to be rebuilt to complete the trail to the Westfield River
North of the Westfield River the railroad is active. The best on-road routes include hilly and traffic. In Southampton the trail will be on the abandoned railroad right of way, but the right of way has not yet been purchased.
Getting to the trail in Easthampton requires about 10 miles of on-road. The last 7 miles of the trail to Northampton are complete

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