Old Military Road Trail
~2 days · 8 mi · easy · Point-to-point
Quick facts
What the Old Military Road Trail is known for
Point-to-point trail in the Winding Stair Mountain area of southeastern Oklahoma, following the route of the 1832 military road from Holson Valley Road over Winding Stair Mountain to the Ouachita National Recreation Trail. About 6-7 miles one way; often combined with the Ouachita and Boardstand trails for overnight loops.
Elevation profile
Elevation ranges from 2,185 ft to 4,662 ft over 8 mi. Measured from OSM geometry (approximate).
- Uphill 2.3 mi · 29%
- Downhill 5.0 mi · 64%
- Flat 0.6 mi · 8%
Ridgefold breaks every route into uphill, downhill, and flat — see the full per-day breakdown in the app.
Frequently asked questions
How many days does the Old Military Road Trail take?
Most backpackers hike the Old Military Road Trail in about 2 days (1 nights out) over its 8 miles, though pace varies with fitness and conditions.
How much elevation gain is on the Old Military Road Trail?
The Old Military Road Trail climbs roughly 830 ft total — about 104 ft per mile, topping out near 1,421 ft.
Related trails
Sources & attribution
Route geometry and stats derived from OpenStreetMap (© OpenStreetMap contributors, ODbL) — source relation. Stats are approximate and may differ from official surveys; permit rules and conditions change — verify with the managing authority before your trip. Last reviewed July 2026.