69 Mountain Bike Trails near Middlebury Greenway - Free Arenas
Middlebury Greenway
41.52051293, -73.13640104
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69 Mountain Bike Trails near Middlebury Greenway

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Showing Mountain Bike Trails within 50 miles Distance miles Go of 58 CT-188, Middlebury, CT 06762, USA City, Zip, or Address Go

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Larkin State Bridal Trail

Southbury, Connecticut

3.9 miles S

This 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

mountain bike Mountain Bike Trail

George C. Waldo State Park

Southbury, Connecticut

8.7 miles SW

Family Friendly: trying to do some of the ramps would be fun for kids. Dogs: Leashed Once you park, go through the gate and the red trail starts on the left shortly after you go into the...

Mountain Bike

mountain bike Mountain Bike Trail

Lower Paugussett State Forest

Newtown, Connecticut

8.9 miles S

Blue trail does a 6.5 mile loop of extremely technical trail. Other trails interconnect through here including a forest/logging road, as well as connections to the Iriquois Gas Line...

Mountain Bike

mountain bike Mountain Bike Trail

Upper Paugussett State Forest

Newtown, Connecticut

10.7 miles SW

Trail along the water from the boat ramp is ueber technical but gets worse once past the "Kissing Oaks" (two oak trees that have grown into one another). From there, you can follow the...

Mountain Bike

mountain bike Mountain Bike Trail

Funny Farm North

Newtown, Connecticut

11.2 miles SW

Nice little single track loops between the Housatonic Railroad tracks and Queen Street. Other the other side, take Old Farm Road down to the Ristricted Area Sign and look for a trail...

Mountain Bike

mountain bike Mountain Bike Trail

Cheshire Lock 12

Cheshire, Connecticut

11.4 miles E

Paved hiking, running, and biking. There is small unpaved shoulder.

Mountain Bike

mountain bike Mountain Bike Trail

Steep Rock

Washington, Connecticut

11.8 miles NW

From 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

mountain bike Mountain Bike Trail

hike Hiking Trail

Dingle Brook Trail

Brookfield, Connecticut

11.9 miles W

Network of old ATV trails and now Equestrian Trails. Good work out.

Mountain Bike

mountain bike Mountain Bike Trail

Sunny Valley

Bridgewater, Connecticut

12.0 miles W

Network of trails offering serious climbs and very technical singletrack.

Mountain Bike

mountain bike Mountain Bike Trail

Brooksvale Park And Naugatuck State Forest

Hamden, Connecticut

12.1 miles E

Brooksvale Park is a nice for the beginner rider but its also the gateway into the Naugatuck State Forest, which has awesome single track, great climbs, and plenty of stuntry. The...

Mountain Bike

mountain bike Mountain Bike Trail

Thomaston Dam

Thomaston, Connecticut

12.6 miles N

The 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

mountain bike Mountain Bike Trail

Monroe Rail Trail

Monroe, Connecticut

13.4 miles SW

Rail Trail. Some Single Track branching off but nothing but little outtakes. Fun for family riding.

Mountain Bike

mountain bike Mountain Bike Trail

Gurski Farm

Brookfield, Connecticut

13.6 miles W

Lots of double track and trails that kind of go off to no where. Good for a quickie and if you want to bring the kids and get them acclimated to trail riding. Lots of pricker bushes...

Mountain Bike

mountain bike Mountain Bike Trail

West Rocks State Park

Hamden, Connecticut

14.2 miles SE

West Rock Park is a popular ride among the locals because it is so convenient to the city of New Haven. Trails are marked with colors. Yellow trail is a climb only worth of the Hammer...

Mountain Bike

mountain bike Mountain Bike Trail

Farmington Canal Heritage Trail

Hamden, Connecticut

15.1 miles SE

Rail trail, great for family riding.

Mountain Bike

mountain bike Mountain Bike Trail

Trumbull Rail Trail

Trumbull, Connecticut

17.2 miles S

First section of the rail trail, 3 miles, is unpaved. Next 3 miles is paved and there are plans to continue the trail to the Monroe Town line but there is a missing bridge which is...

Mountain Bike

mountain bike Mountain Bike Trail

Collis P Huntington State Park

Redding, Connecticut

17.4 miles SW

State Map: http://www.ct.gov/dep/lib/dep/stateparks/maps/huntington.pdfHuntington/The Hunt/Huny has something for everyone, beginners and experts alike. Lots of natural stunts, some...

Mountain Bike

mountain bike Mountain Bike Trail

Sessions Woods

Burlington, Connecticut

17.4 miles NE

Trail 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

mountain bike Mountain Bike Trail

Pequonnock River Valley State Park / Trumbull

Trumbull, Connecticut

18.8 miles S

This place goes by many names, Trumbull, Old Mine Park, and Pequonnock River Valley. Trumbull is an XC and Freeriding paradise. The park is connects in the north to a three mile rail...

Mountain Bike

mountain bike Mountain Bike Trail

Tyler Mills

Wallingford, Connecticut

18.9 miles SE

This is a network of trails. The trails are well marked and you can do several small loops here. Mostly single track. Very good for intermediates. Nice mix of climbs and descents. Good...

Mountain Bike

mountain bike Mountain Bike Trail

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