This 22.1 mile loop combines the first section of the Ouachita Trail with two prominent trails in Holson Valley, the Boardstand and Old Military Road Trails. It is probably the best hike in Oklahoma providing a sampling of the OT without the need for a shuttle.

http://www.ouachitamaps.com/Boardstand.html

First half is nice run-able uphill. Mostly small fire road with single track at beginning and end. Between the Thunderbird trailhead and the Grape Ave trailhead. 

This loop circles Derbyshire's historic market town and it's famous Crooked Spire. Passing through the surrounding picturesque countryside, 95% of the route is on footpath, bridleways or trails.