29 Mountain Bike Trails near Chaplin, CT
first prev 1 2 next lastShowing Mountain Bike Trails within 50 miles Distance miles of Chaplin, CT, USA City, Zip, or Address
Windsor Locks Canal Trail
Suffield, Connecticut
27.9 miles NWA 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
Hurd State Park
East Hampton, Connecticut
28.7 miles SWA varied trail network mixing fire roads, doubletrack, and singletrack with some slickrock — mostly intermediate and hilly, with fewer rock gardens than nearby areas.
Mountain Bike
Red Trail
East Hampton, Connecticut
28.8 miles SWA fairly easy semi-loop of double and singletrack with a decent descent to the river and a short but tough climb back up.
Mountain Bike
Cromwell Creek
Cromwell, Connecticut
28.9 miles SWSome 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
Middlesex Community College
Middletown, Connecticut
30.5 miles SWA 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
Cowles Park
East Granby, Connecticut
32.8 miles WWell-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
Metacomet Trail
East Granby, Connecticut
33.2 miles WA 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
Heublein Tower
West Hartford, Connecticut
33.9 miles WA mix of singletrack, double trail, and gravel roads with beautiful views from Heublein Tower — ride counterclockwise for the best experience.
Mountain Bike
Wadsworth State Park
Middletown, Connecticut
33.9 miles SWA 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
Penwood State Park
Simsbury, Connecticut
34.0 miles WAn 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
Provin Mountain
Southwick, Massachusetts
35.7 miles NWA moderate climb with fun descents and great views — a well-rounded mountain bike ride at Provin Mountain in western Massachusetts.
Mountain Bike
Central
Simsbury, Connecticut
35.8 miles WA 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
Robinson state park
Agawam, Massachusetts
35.9 miles NWA fun two-hour MTB network with trails ranging from technical singletrack to fast smooth descents — watch for unmarked trails that drop off cliffs near Robinson State Park.
Mountain Bike
Winding Trails
Farmington, Connecticut
37.2 miles WA 5-mile trail complex with a fast, smooth ride and low technical challenge — home to the annual Fat Tire Classic race each April.
Mountain Bike
Rockland Preserve
Madison, Connecticut
37.3 miles SWFlowy XC singletrack with berms, log rides, jumps, and volunteer-built features at Rockland Preserve in Madison, Connecticut — including a pump track, a see-saw, and a multi-jump flow line.
Mountain Bike
Carpenter's Falls
Granby, Connecticut
38.4 miles WRough 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
Genesee Recreation Area
Madison, Connecticut
38.7 miles SWA lightly trafficked mix of access roads and trails on water company land in Madison, Connecticut — good terrain variety and hills for a solid workout.
Mountain Bike
Granville Gorge
Southwick, Massachusetts
40.7 miles NWGranville Gorge is a magical little slice of the southern Berkshire Hills — a lush, green gorge where the Hubbard River carves a series of mini waterfalls and clear swimming holes through the...
Mountain Bike, Swim
Timberlands
Guilford, Connecticut
42.0 miles SWA network of singletrack and forest trails in Guilford — decent variety, though riders report it gets repetitive after a few visits.
Mountain Bike
Nassahegan State Forest
Burlington, Connecticut
42.5 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
