Hiking trails near Lexington, KY
89 trails within 75 miles · 26 with detail pages · 30 within 25 miles
This page lists every named hiking trail in our database whose centroid sits within 75 miles of Lexington. Distance is straight-line from the metro center to the trail's centroid; an actual drive to a trailhead may be longer or shorter depending on which end you start from. Multi-state trails (e.g. the Appalachian Trail) appear here if any portion of their length passes within range.
Always check trail conditions, permits, and water sources with the maintaining organisation — National Park Service, U.S. Forest Service ranger district, or trail association. Mountain trails are often impassable for half the year due to snow.
Closest trails to Lexington
Sheltowee Trace NRT Section 20 "McKee"
48 miles from Lexington · ~1.4 hr
Sheltowee Trace NRT Section 15
49 miles from Lexington · ~1.4 hr
Sheltowee Trace NRT Section 14
49 miles from Lexington · ~1.4 hr
Sheltowee Trace NRT Section 16
49 miles from Lexington · ~1.4 hr
Sheltowee Trace NRT Section 21 "Horse Lick"
49 miles from Lexington · ~1.4 hr
All trails within 75 miles, by distance
Within 25 miles of Lexington
| Trail | Length | Network | From metro | Drive |
|---|---|---|---|---|
| Jessamine Creek Gorge Preserve | — | Local | 17 mi | ~30 min |
| Palisades Loop | 1 mi | Local | 19 mi | ~35 min |
| Tanyard | — | Local | 20 mi | ~35 min |
| River Road | 3 mi | Local | 20 mi | ~35 min |
| Meadow View | — | Local | 20 mi | ~35 min |
| Chinquapin | — | Local | 20 mi | ~35 min |
| Lower Palisades Loop | 2 mi | Local | 20 mi | ~35 min |
| Village Loop | 1 mi | Local | 20 mi | ~35 min |
| blue | 1 mi | 20 mi | ~35 min | |
| West Lot | — | Local | 20 mi | ~35 min |
| Towering Sycamores | — | Local | 20 mi | ~35 min |
| Shawnee Run | — | Local | 20 mi | ~35 min |
| white | 0 mi | 20 mi | ~35 min | |
| Lampton | 2 mi | Local | 20 mi | ~35 min |
| Anderson | 3 mi | Local | 20 mi | ~35 min |
| red | 1 mi | 20 mi | ~35 min | |
| Heritage | — | Local | 20 mi | ~35 min |
| yellow | 0 mi | 21 mi | ~35 min | |
| orange | 0 mi | 21 mi | ~35 min | |
| Pelly | 5 mi | Local | 21 mi | ~35 min |
| Spring Spur | 0 mi | Local | 22 mi | ~40 min |
| Blackberry Meadow | 0 mi | 22 mi | ~40 min | |
| Holly Shortcut | 0 mi | Local | 22 mi | ~40 min |
| Holly | 1 mi | Local | 22 mi | ~40 min |
| Upland | 0 mi | Local | 22 mi | ~40 min |
| Osage | 1 mi | Local | 22 mi | ~40 min |
| Peaks Mill | — | Local | 23 mi | ~40 min |
| Sky Trail | 1 mi | 23 mi | ~40 min | |
| 3D Range | — | Local | 23 mi | ~40 min |
| Revenuer’s Way | — | 23 mi | ~40 min |
25-50 miles
| Trail | Length | Network | From metro | Drive |
|---|---|---|---|---|
| West Barton Trail | — | Local | 36 mi | ~1.0 hr |
| Robe Mountain Trail | — | Local | 36 mi | ~1.0 hr |
| Rock House Trail | — | Local | 36 mi | ~1.0 hr |
| Upper Pinnacle Trail | — | Local | 36 mi | ~1.0 hr |
| Bluegrass Overlook Trail | — | Local | 36 mi | ~1.0 hr |
| Lower Pinnacle Trail | — | Local | 36 mi | ~1.0 hr |
| Learn & Burn Trail | — | Local | 36 mi | ~1.1 hr |
| Maywoods big loop | — | Local | 39 mi | ~1.1 hr |
| Double Arch Trail #201 | — | Local | 47 mi | ~1.4 hr |
| Auxier Branch Trail #203 | — | Local | 47 mi | ~1.4 hr |
| Courthouse Rock Trail #202 | — | Local | 47 mi | ~1.4 hr |
| Auxier Ridge Trail #204 | — | Local | 47 mi | ~1.4 hr |
| Sheltowee Trace NRT Section 20 "McKee" | — | Regional | 48 mi | ~1.4 hr |
| Gray's Arch Trail #205 | — | Local | 49 mi | ~1.4 hr |
| Boone Hut Trail #209 | — | Local | 49 mi | ~1.4 hr |
| Sheltowee Trace NRT Section 15 | — | Regional | 49 mi | ~1.4 hr |
| Sheltowee Trace NRT Section 14 | — | Regional | 49 mi | ~1.4 hr |
| Sheltowee Trace NRT Section 16 | — | Regional | 49 mi | ~1.4 hr |
| Whittleton Branch Trail #216 | — | Local | 49 mi | ~1.4 hr |
| Rush Ridge #227 | — | Local | 49 mi | ~1.4 hr |
| Sheltowee Trace NRT Section 21 "Horse Lick" | — | Regional | 49 mi | ~1.4 hr |
| Whittleton Arch Trail #217 | — | Local | 49 mi | ~1.4 hr |
| Pinch-em Tight Trail #233 | — | Local | 49 mi | ~1.4 hr |
| Sheltowee Trace NRT Section 10 | — | Regional | 49 mi | ~1.4 hr |
| Sheltowee Trace NRT Section 13 | — | Regional | 50 mi | ~1.4 hr |
| Sheltowee Trace NRT Section 19 "Turkey Foot" | — | Regional | 50 mi | ~1.4 hr |
| Whittleton Ridge | — | Local | 50 mi | ~1.4 hr |
50-75 miles
| Trail | Length | Network | From metro | Drive |
|---|---|---|---|---|
| Rough Trail @221 | 8 mi | Local | 50 mi | ~1.5 hr |
| Buck Trail #226 | — | Local | 50 mi | ~1.4 hr |
| Hidden Arch Trail #208 | — | Local | 50 mi | ~1.5 hr |
| Sheltowee Trace NRT Section 12 | — | Regional | 50 mi | ~1.5 hr |
| Sheltowee Trace NRT Section 17 | — | Regional | 50 mi | ~1.5 hr |
| Bison Way Trail #210 | — | Local | 51 mi | ~1.5 hr |
| Koomer Ridge #220 | — | Local | 51 mi | ~1.5 hr |
| Sheltowee Trace NRT Section 11 | — | Regional | 51 mi | ~1.5 hr |
| Silvermine Arch Trail #225 | — | Local | 51 mi | ~1.5 hr |
| Cliff Trail #206 | — | Local | 51 mi | ~1.5 hr |
| Sheltowee Trace NRT Section 18 "Sturgeon Creek" | — | Regional | 52 mi | ~1.5 hr |
| Sheltowee Trace NRT Section 9 | — | Regional | 52 mi | ~1.5 hr |
| Lost Branch Trail #239 | — | Local | 52 mi | ~1.5 hr |
| Osborne Bend Trail #240 | — | Local | 52 mi | ~1.5 hr |
| Sheltowee Trace NRT Section 22 "Rockcastle" | — | Regional | 53 mi | ~1.5 hr |
| Wildcat Trail #228 | — | Local | 53 mi | ~1.5 hr |
| Swift Camp Creek Trail #219 | — | Local | 54 mi | ~1.5 hr |
| Rock Bridge Trail #207 | — | Local | 55 mi | ~1.6 hr |
| Sheltowee Trace NRT Section 8 | — | Regional | 56 mi | ~1.6 hr |
| Sheltowee Trace NRT Section 23 "Wildcat" | — | Regional | 57 mi | ~1.6 hr |
| Sheltowee Trace NRT Section 7 | — | Regional | 58 mi | ~1.7 hr |
| Sheltowee Trace NRT Section 6 | — | Regional | 59 mi | ~1.7 hr |
| Sheltowee Trace NRT Section 5 | — | Regional | 59 mi | ~1.7 hr |
| Sheltowee Trace NRT Section 4 | — | Regional | 62 mi | ~1.8 hr |
| Sheltowee Trace NRT Section 24 "Hawk Creek" | 13 mi | Regional | 62 mi | ~1.8 hr |
| Sheltowee Trace NRT Section 3 | — | Regional | 64 mi | ~1.8 hr |
| Sheltowee Trace NRT Section 2 | — | Regional | 64 mi | ~1.9 hr |
| Sheltowee Trace NRT Section 1 | — | Regional | 64 mi | ~1.9 hr |
| Sheltowee Trace NRT Section 25 "Big Dog" | 10 mi | Regional | 69 mi | ~2.0 hr |
| Trail Head | — | 69 mi | ~2.0 hr | |
| Pat's Loop | — | 70 mi | ~2.0 hr | |
| Sheltowee Trace NRT Section 26 "Laurel Lake" | 12 mi | Regional | 74 mi | ~2.1 hr |
Beyond 75 miles
Looking for trails further out? Browse the full Kentucky hiking list or jump to all U.S. hiking trails.