44 Trails in Middletown, Connecticut

Trail Name Difficulty Length (mi) Rating City
Brooksvale Park And Naugatuck State Forest Advanced 10.0 ** Hamden
Brotherin Trail System 4.0 Madison
Canfield 6.0 **** Deep RIver
Case Mountain Intermediate 33.0 **** Manchester
Cheshire Lock 12 Easiest 18.0 ***** Cheshire
Cockaponset State Forest Advanced 20.0 **** Chester
Corn Fields 3.0 Madison
Crescent Lake Intermediate 6.0 **** Southington
Day Pond Intermediate 7.0 ***** Colchester
Devil's Hopyard Expert 12.0 *** East Haddam
East Rock Park 5.0 New Haven
Farmington Canal Heritage Trail 5.0 Hamden
Gay City State Park Beginner 10.0 **** Hebron
Genesee Recreation Area Beginner 10.0 *** Madison
Grayville Falls Town Park Advanced 8.0 ***** Hebron
Hartman Park Intermediate 6.0 *** Salem
Heublein Tower Beginner 15.0 *** West Hartford
Hurd State Park Intermediate 12.0 **** East Hampton
Inner Loop 1.0 Westbrook
Luis Moreira 2 Rocky Hill
Meshomasic State Forest Intermediate 30.0 ***** East Hampton
Middlesex Community College Intermediate 20.0 ***** Middletown
Millers Pond Advanced 5.0 ***** Durham
Nassahegan State Forest Intermediate 15.0 ***** Burlington
Nathan Hale Intermediate 21.0 **** Coventry
Old Saybrook Preserve Intermediate 20.0 **** Old Saybrook
Outer Loop 1.0 Westbrook
Powder Ridge Bike Park 0.0 *** Middlefield
Red Trail 1.0 East Hampton
Risley Resovior Loop 2.0 Vernon
River Highlands State Park / Cromwell Creek Beginner 7.0 ***** Cromwell
Rockland Preserve Intermediate 25.0 **** Madison
Salmon River State Forest Intermediate 7.0 *** Colchester
Sessions Woods 20.0 *** Burlington
Stony Creek Quarry Preserve 10.0 Branford
Supply Ponds Intermediate 10.0 *** Branford
The Jumps Beginner 1.0 *** West Hartford
Timberlands 5.0 Madison
Tyler Mills Intermediate 10.0 *** Wallingford
Van Otterloo Preserve 1.0 Bloomfield
Wadsworth State Park Intermediate 5.0 **** Middletown
West Hartford Reservoir Intermediate 10.0 **** West Hartford
West Rocks State Park Intermediate 12.0 *** New Haven
Winding Trails Beginner 5.0 *** Farmington