86 official trails lie within 25 miles of Middletown — 187 miles in total, 80 rated easy and 1 hard or expert. Every distance and elevation figure below is computed from the agency centerline and a 10 m elevation model, not crowd-sourced.
The biggest climb nearby gains 293 ft; the median trail gains 69 ft.
| Trail | Miles | Climb | Difficulty | From town |
|---|---|---|---|---|
| Solidago, Horse Trail | 12.0 | 81 ft | Hard | 21 mi |
| Perimeter Trail | 7.4 | 82 ft | Moderate | 16 mi |
| Mountain Bike Trail, Blue Trail | 6.8 | 108 ft | Moderate | 21 mi |
| Trail C | 5.9 | 139 ft | Moderate | 21 mi |
| Orange Trail | 4.4 | 223 ft | Moderate | 17 mi |
| Mount Airy Power Line Trail | 2.4 | 293 ft | Moderate | 25 mi |
| Campground Loop Mountain Bike Trail | 4.0 | 105 ft | Easy | 22 mi |
| Race Loop Mountain Bike Trail | 2.9 | 94 ft | Easy | 22 mi |
| Caesar Creek Gorge Trail | 2.3 | 169 ft | Easy | 14 mi |
| Mountain Bike, Red Trail | 2.6 | 55 ft | Easy | 20 mi |
| Kirby Trail East | 1.6 | 289 ft | Easy | 24 mi |
| Kirby Trail West | 1.2 | 288 ft | Easy | 24 mi |
| Spillway Trail | 2.6 | 69 ft | Easy | 25 mi |
| Red Horse Trail | 4.5 | 94 ft | Easy | 20 mi |
| New Mountain Bike Trail | 3.2 | 75 ft | Easy | 22 mi |
| Red Bird Hollow Trail | 1.9 | 270 ft | Easy | 23 mi |
| Orange Bridle | 3.1 | 134 ft | Easy | 15 mi |
| North Back Loop | 2.9 | 85 ft | Easy | 22 mi |
| Brown Trail | 2.6 | 130 ft | Easy | 17 mi |
| Mountain Bike Trail, Green Loop, Campground | 2.5 | 116 ft | Easy | 21 mi |
| Mountain Bike Trail | 1.9 | 77 ft | Easy | 12 mi |
| Walking Trail | 1.1 | 107 ft | Easy | 12 mi |
| Pink Trail | 2.2 | 146 ft | Easy | 10 mi |
| Yellow Trail | 1.8 | 155 ft | Easy | 10 mi |
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