61 Mountain Bike Trails near Winchester, Connecticut
first prev 1 2 3 4 next lastShowing Mountain Bike Trails within 50 miles Distance miles of Winchester, CT, USA City, Zip, or Address
Gilbert Mountain / Winsted Woods
Winchester, Connecticut
2.1 miles EThere used to be a race here and many of the trail markings are still there but a lot of washout has happened and you'll need to look for the newer connecting single track for the...
Mountain Bike
Mohawk Mountain State Park
Cornwall, Connecticut
12.3 miles SWmostly logging roads, can be ridden rigid. Climb to the top of mohawk mountain and back down. Lots more to be explored, this is a good 15 miles and 1.5 hours of riding.1) at the dead end first road...
Cross-country Ski, Hike, Mountain Bike
Carpenter's Falls
Granby, Connecticut
13.8 miles EDO not head down the trail to the left it is for hiking/walking only. Ride up the hill till you hit pavement. Mostly a really rough dirt road passable by some suvs, but with a few...
Mountain Bike
Nassahegan State Forest
Burlington, Connecticut
14.6 miles SEA good network of trails in the Nassahegan State Forest. A main loop with a number of side trails. A large loop exist that will bring you past a road. Parking is Avaliable at the park...
Mountain Bike
Central
Simsbury, Connecticut
15.8 miles Eone huge drop and plenty of jumps usually lots of people there not many non bikers trail is always changing
Mountain Bike
Sessions Woods
Burlington, Connecticut
16.1 miles SETrail system in the Sessions Woods WMA. A good mix of rock and roots making for a fun time on the bike. Trails also connect to a number of other areas near by but also include road...
Mountain Bike
Thomaston Dam
Thomaston, Connecticut
16.8 miles SThe Vista picnic area offers visitors excellent views of the dam and portions of the Naugatuck River Valley. The streamside environment is popular for fishing and upland game hunting....
Mountain Bike
Granville Gorge
Southwick, Massachusetts
17.5 miles NEMountain Bike and Swim near Southwick, Massachusetts
Mountain Bike, Swim
Penwood State Park
Simsbury, Connecticut
18.1 miles EAn extensive trail system envelopes this hill top park with many scenic views of the Farmington River Valley. There's single track that traverses within inches of 200 foot cliffs....
Mountain Bike
Winding Trails
Farmington, Connecticut
18.8 miles SEMajor trail complex with lots to do. Trail maps are available at stations and you will need to pay a $5 fee for parking. The trail is about 5 miles long with little technical challenge...
Mountain Bike
Cowles Park
East Granby, Connecticut
18.8 miles EVery well maintained trails with a great variety: some downhill, some hill ups and downs, flat technical sections, and fire roads. Just a fun wide range of trails. Would go back any...
Mountain Bike
Metacomet Trail
East Granby, Connecticut
19.1 miles EThe Metacomet Trail is a 62.7-mile Blue-Blazed hiking trail that traverses the Metacomet Ridge of central Connecticut and is a part of the newly designated 'New England National Scenic...
Hike, Mountain Bike
Heublein Tower
West Hartford, Connecticut
19.5 miles SEMix of single trail, double trail and gravel roads. Go counterclockwise. Beautiful views from Heublein Tower.
Mountain Bike
Provin Mountain
Southwick, Massachusetts
23.2 miles NEmoderate climb, fun descents great views
Mountain Bike
Robinson state park
Agawam, Massachusetts
24.5 miles NEAwesome park for 2 hour ridegood network of trails that vary from technical to fly down at 40 mph smooth downhills. watch out for trick trails that arent really trails and go off of...
Mountain Bike
Windsor Locks Canal Trail
Suffield, Connecticut
26.2 miles EThe 4.5 mile Windsor Locks State Park Canal Trail follows the historic towpath of this 170 plus year old historic waterway. The canal’s many vantage points offer the trail user scenic vistas...
Hike, Mountain Bike
Steep Rock
Washington, Connecticut
26.7 miles SWFrom Judd's Bridge, follow the road towards Washington and Steep Rock, go straight on the road that is perpendicular to the bridge. Follow it up into a curve and on the left there is a house with...
Hike, Mountain Bike
Middlebury Greenway
Middlebury, Connecticut
28.7 miles SThe Middlebury Greenway is to be a picturesque walking and biking trail converted from an old trolley bed that runs through Middlebury to the Waterbury town line. Great climbs,...
Mountain Bike
Harvey Mountain Trail
Austerlitz, New York
31.8 miles NWShort out, and back. ( see notes for loop options) The first mile of trail is an easy ride through the woods, then it turns UP. Trail opens up into a large blueberry field, continue...
Mountain Bike
Larkin State Bridal Trail
Southbury, Connecticut
32.5 miles SThis is a multi-Use Trail: bicycling, mountain biking, hiking, cross country skiing and horseback riding, in fact it's popular horse back riding trail, so watch out for those road...
Mountain Bike
