114 Things to do near Middlebury, Connecticut
first prev 1 2 3 4 5 6 next lastShowing results within 50 miles Distance miles of Middlebury, CT, USA City, Zip, or Address
Middlebury Greenway
Middlebury, Connecticut
0.7 miles SWThe 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
Larkin State Bridal Trail
Southbury, Connecticut
4.5 miles SWThis 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
Hotchkissville Bridge
Woodbury, Connecticut
5.4 miles NWSwim near Woodbury, Connecticut
Swim
George C. Waldo State Park
Southbury, Connecticut
9.3 miles SWFamily 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
Lower Paugussett State Forest
Newtown, Connecticut
9.5 miles SBlue 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
Cheshire Lock 12
Cheshire, Connecticut
11.2 miles EPaved hiking, running, and biking. There is small unpaved shoulder.
Mountain Bike
Upper Paugussett State Forest
Newtown, Connecticut
11.3 miles SWTrail 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
Panthorn Park
Southington, Connecticut
11.3 miles ETechnical but fair wooded layout. Balanced with a nice mix. Fairly level. Public (No Fee)
Disc Golf
Funny Farm North
Newtown, Connecticut
11.9 miles SWNice 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
Brooksvale Park And Naugatuck State Forest
Hamden, Connecticut
11.9 miles SEBrooksvale 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
Steep Rock
Washington, Connecticut
12.0 miles WFrom 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
Thomaston Dam
Thomaston, Connecticut
12.0 miles NThe 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
Dingle Brook Trail
Brookfield, Connecticut
12.5 miles WNetwork of old ATV trails and now Equestrian Trails. Good work out.
Mountain Bike
Sunny Valley
Bridgewater, Connecticut
12.5 miles WNetwork of trails offering serious climbs and very technical singletrack.
Mountain Bike
Monroe Rail Trail
Monroe, Connecticut
14.1 miles SWRail Trail. Some Single Track branching off but nothing but little outtakes. Fun for family riding.
Mountain Bike
Gurski Farm
Brookfield, Connecticut
14.2 miles WLots 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
West Rocks State Park
Hamden, Connecticut
14.3 miles SEWest 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
Page Park
Bristol, Connecticut
14.7 miles NEMostly wooded with open holes mixed in. Casual stream on a couple holes and an OB pond. Public (No Fee)
Disc Golf
Farmington Canal Heritage Trail
Hamden, Connecticut
15.1 miles SERail trail, great for family riding.
Mountain Bike
Flying Ace at Lufberry Park
Wallingford, Connecticut
15.6 miles EA well kept, moderately wooded course in a quaint New England town. Tight and technical front 9 - more length on the back 9 with unique elevation and basket placements. Open year round, dusk till...
Disc Golf
