102 Things to do near Winding Trails
first prev 1 2 3 4 5 6 next lastShowing results within 50 miles Distance miles of Winding Trails near Farmington, Connecticut City, Zip, or Address
Heublein Tower
West Hartford, Connecticut
4.3 miles NEA mix of singletrack, double trail, and gravel roads with beautiful views from Heublein Tower — ride counterclockwise for the best experience.
Mountain Bike
Nassahegan State Forest
Burlington, Connecticut
5.5 miles WA good network of trails in Nassahegan State Forest with a main loop, side trails, and a large outer loop — parking available across from the trailhead in Burlington, CT.
Mountain Bike
Sessions Woods
Burlington, Connecticut
5.7 miles WA Sessions Woods trail system with a fun mix of rocks and roots, plus connections to nearby areas — road crossings included.
Mountain Bike
Page Park
Bristol, Connecticut
6.4 miles SWA mostly wooded course with open holes mixed in, a casual stream on a couple of holes, and an OB pond to keep things interesting.
Disc Golf
Penwood State Park
Simsbury, Connecticut
6.9 miles NEAn epic ridgeline trail system at Penwood State Park with single track inches from 200-foot cliffs, sweeping Farmington River Valley views, and links to trails north and south.
Mountain Bike
Central
Simsbury, Connecticut
9.5 miles NA constantly changing trail in Simsbury with one huge drop, plenty of jumps, and a lively crowd — great for riders who want airtime and variety.
Mountain Bike
Satans Kingdom
New Hartford, Connecticut
9.5 miles NWSwim near New Hartford, Connecticut
Swim
Thomaston Dam
Thomaston, Connecticut
11.8 miles WA multi-use area near Thomaston Dam with excellent valley views from the Vista picnic area, fishing along the Naugatuck River, hunting, trailbike and snowmobile riding, and a public model aircraft field.
Mountain Bike
Cowles Park
East Granby, Connecticut
12.3 miles NEWell-maintained trails with a great variety of descents, climbs, flat technical sections, and fire roads — a fun, wide-ranging trail system in East Granby worth returning to.
Mountain Bike
Panthorn Park
Southington, Connecticut
12.8 miles SA technical but fair wooded layout with a nice balanced mix of holes on fairly level terrain in Southington.
Disc Golf
Carpenter's Falls
Granby, Connecticut
14.1 miles NRough dirt road and rooty singletrack near Granby with a waterfall tucked off to the left about half a mile in — a rewarding find for riders who explore.
Mountain Bike
Cromwell Creek
Cromwell, Connecticut
14.1 miles SESome good singletrack nuggets remain among the Cromwell Creek trails, though ATV damage has taken a toll — a modest ride worth a visit for local riders.
Mountain Bike
Cotton Hollow
Glastonbury, Connecticut
14.6 miles SESwim near Glastonbury, Connecticut
Swim
Metacomet Trail
East Granby, Connecticut
14.7 miles NA 62.7-mile Blue-Blazed trail along Connecticut's Metacomet Ridge — part of the New England National Scenic Trail — open to hikers, backpackers, bikers, horseback riders, and in winter, snowshoers.
Hike, Mountain Bike
Wadsworth State Park
Middletown, Connecticut
16.8 miles SEA hidden singletrack treasure in Middletown between New Haven and Hartford — interesting new singletrack, dual track, and technical sections that pop up unexpectedly at Wadsworth State Park.
Mountain Bike
Gilbert Mountain / Winsted Woods
Winchester, Connecticut
17.0 miles NWA mountain bike trail with remnants of old race markings and newer connecting singletrack winding through Gilbert Mountain — expect some washout and route-finding between segments.
Mountain Bike
Cheshire Lock 12
Cheshire, Connecticut
19.3 miles SA paved hiking, running, and biking path in Cheshire with a small unpaved shoulder — a smooth, accessible multi-use trail for all paces.
Mountain Bike
Middlesex Community College
Middletown, Connecticut
19.4 miles SEA sprawling network of singletrack, powerlines, and even a retired motocross track — every skill level welcome, though it's easy to end up 10 miles south if you lose your bearings.
Mountain Bike
Flying Ace at Lufberry Park
Wallingford, Connecticut
20.0 miles SA well-kept free disc golf course in a quaint New England setting with a tight technical front 9 and longer holes with unique elevation on the back — open year-round at Flying Ace in Wallingford.
Disc Golf
Windsor Locks Canal Trail
Suffield, Connecticut
20.6 miles NEA 4.5-mile towpath trail along a 170-year-old historic canal with scenic vistas of both the Connecticut River and the old waterway itself.
Hike, Mountain Bike
