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 | Intermediate | 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 | Easiest | 3.0 | |
Madison |
| Crescent Lake | Intermediate | 6 |  |
Southington |
| Day Pond | Intermediate | 7.0 | |
Colchester |
| Devil's Hopyard | Expert | 12.0 | |
East Haddam |
| Div Pond | 2 | |
Rocky Hill | |
| East Rock Park | Intermediate | 5.0 | |
New Haven |
| Farmington Canal Heritage Trail | Easiest | 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 | |
| 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 | Intermediate | 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 | Intermediate | 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 |