53 Mountain Bike Trails near Middletown, CT
first prev 1 2 3 next lastShowing Mountain Bike Trails within 50 miles Distance miles of Middletown, CT, USA City, Zip, or Address
Wadsworth State Park
Middletown, Connecticut
2.5 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
Middlesex Community College
Middletown, Connecticut
3.1 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
Cromwell Creek
Cromwell, Connecticut
3.9 miles NSome 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
Red Trail
East Hampton, Connecticut
5.7 miles SEA 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
Hurd State Park
East Hampton, Connecticut
5.8 miles SEA 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
Rockland Preserve
Madison, Connecticut
9.5 miles SFlowy 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
Genesee Recreation Area
Madison, Connecticut
11.5 miles SA 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
Tyler Mills
Wallingford, Connecticut
12.8 miles SWA well-marked network of mostly singletrack trails in Wallingford with small loops, a nice mix of climbs and descents — ideal for intermediates building skills and flow.
Mountain Bike
Timberlands
Guilford, Connecticut
14.6 miles SA network of singletrack and forest trails in Guilford — decent variety, though riders report it gets repetitive after a few visits.
Mountain Bike
Cheshire Lock 12
Cheshire, Connecticut
15.3 miles SWA paved hiking, running, and biking path in Cheshire with a small unpaved shoulder — a smooth, accessible multi-use trail for all paces.
Mountain Bike
Brooksvale Park And Naugatuck State Forest
Hamden, Connecticut
15.8 miles SWA gateway trail system near Hamden that's great for beginners and opens into the Naugatuck State Forest's awesome singletrack, serious climbs, and plenty of stunts.
Mountain Bike
Winding Trails
Farmington, Connecticut
16.4 miles NWA 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
Heublein Tower
West Hartford, Connecticut
17.3 miles NWA mix of singletrack, double trail, and gravel roads with beautiful views from Heublein Tower — ride counterclockwise for the best experience.
Mountain Bike
Farmington Canal Heritage Trail
Hamden, Connecticut
18.6 miles SWA smooth, family-friendly rail trail perfect for an easy ride together through Hamden.
Mountain Bike
Sessions Woods
Burlington, Connecticut
19.6 miles NWA Sessions Woods trail system with a fun mix of rocks and roots, plus connections to nearby areas — road crossings included.
Mountain Bike
Supply Ponds
Branford, Connecticut
20.0 miles SWSteep hills, rocks, and at least one known fallen tree across the trail — a short but physical mountain bike ride that keeps you alert.
Mountain Bike
Penwood State Park
Simsbury, Connecticut
20.3 miles NAn 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
Stony Creek Quarry Preserve
Branford, Connecticut
20.7 miles SA network of trails at Stony Creek Quarry Preserve in Branford, primarily marked with painted or reflective colored blazes — a solid mountain biking destination in Connecticut.
Mountain Bike
Nassahegan State Forest
Burlington, Connecticut
20.7 miles NWA 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
West Rocks State Park
Hamden, Connecticut
21.5 miles SWColor-coded trails in West Rock Park range from a grueling Yellow climb to a flat Red cruise, a White loop around Lake Wintergreen, and a tough Blue that rewards you with direct downtown New Haven views.
Mountain Bike
