1
hikers
10:05
34.3km
940m
Hiking
Embark on the Boardstand-Old Military Road Loop for a challenging hiking experience through the Winding Stair Mountain National Recreation Area. This difficult route spans 21.3 miles (34.3 km) and involves a substantial elevation gain of 3088 feet (941 metres), typically taking around 10 hours and 4 minutes to complete. You will traverse rugged terrain, winding through mixed hardwood forests of oak and hickory, interspersed with pines. As you climb and descend Winding Stair Mountain, you'll encounter rewarding views, including expansive vistas of the Kiamichi Valley and Bohannon Lake. Don't miss the panoramic View of the Mountains from Robert S. Kerr Skyline Drive, a highlight of the journey.
Plan your hike on the Boardstand-Old Military Road Loop between autumn and spring to avoid the intense heat of Oklahoma's summers. Water sources are not consistently available along the trail, so it is highly recommended to cache water in advance. If you do encounter water from wildlife ponds, always filter it before consumption. Be especially vigilant for rattlesnakes during warmer weather, particularly when navigating through boulder fields.
The Boardstand-Old Military Road Loop offers a deep immersion into the Ouachita Mountains, showcasing the region's diverse ecosystem. You will experience significant elevation changes that highlight the natural contours of Winding Stair Mountain. This trail provides a unique opportunity to explore a rugged landscape, distinct from other routes in the area, making it a notable adventure for those seeking a demanding outdoor challenge.
Last updated: April 23, 2026
Tips
Your route passes through protected areas
Please check local regulations for:
Winding Stair Mountain National Recreation Area
Waypoints
Start point
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25.8 km
Highlight • Viewpoint
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34.3 km
End point
Way Types & Surfaces
Way Types
19.3 km
14.9 km
< 100 m
Surfaces
19.4 km
14.9 km
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Elevation
Highest point (680 m)
Lowest point (220 m)
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Weather
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Friday 31 July
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This route was planned by komoot.
This loop is considered difficult, covering approximately 21.3 miles (34.3 km) with significant elevation changes, including a climb up Winding Stair Mountain. While some sections are moderate, the overall length and ascent make it a demanding hike, often completed as a two-night backpacking trip.
For a continuous hike, it can take approximately 10 hours. However, due to its length and difficulty, many hikers choose to complete it as a two-night backpacking trip, allowing more time to enjoy the scenery and manage the physical demands.
The trail traverses mixed hardwood forests, predominantly oak and hickory, as well as pines. You'll experience significant elevation changes as it climbs and descends Winding Stair Mountain, offering rugged mountain scenery. The route also travels through the western end of Holson Valley and the Indian Nations Scenic and Wildlife Area.
Yes, hikers can enjoy scenic views, including potential vistas of the Kiamichi Valley and Bohannon Lake from spots like the 'Giants Graveyard'. The route also features the historic Old Military Road Trail section, built in 1832, with many original features still visible. Don't miss the View of the Mountains from Robert S. Kerr Skyline Drive.
Specific parking details are not provided in the available data, but trailheads for this loop are typically found within the Winding Stair Mountain National Recreation Area. It's advisable to check the USDA Forest Service website for the latest information on designated parking areas.
The available information does not specify any permits or entrance fees for hiking the Boardstand-Old Military Road Loop within the Winding Stair Mountain National Recreation Area. However, it's always a good practice to check the official USDA Forest Service website for any updated regulations before your visit.
Potable water is not consistently available along the trail. While there is a wildlife pond that provides year-round water near one section, it should always be filtered before consumption. Caching water is highly recommended, especially during warm and dry conditions, to ensure you stay hydrated.
The recommended seasons for hiking this loop are autumn through spring. This avoids the potentially very hot and dry Oklahoma summers, which can make the challenging terrain even more difficult and increase the risk of dehydration.
Yes, the trail is dog-friendly. However, always ensure your dog is on a leash and that you pack out all waste. Be aware of potential wildlife, including rattlesnakes in warm weather near boulder fields, and ensure your dog has enough water.
Yes, the route combines sections of several trails. You will hike along significant portions of the Ouachita National Recreation Trail, the Boardstand Trail, and the Old Military Road Trail. Smaller sections also intersect with the Bohannon Trail and the Choctaw Nation Trail.
This loop is highly regarded as one of the best ways to experience a significant portion of the rugged Ouachita Trail without the need for a shuttle. It offers a comprehensive and challenging backpacking experience through the scenic Ouachita Mountains, showcasing both natural beauty and historical significance.
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