Did you know Lookout Mountain has access to its trails via a backside?  Many people hike Lookout from the west side every year, but there is also a south entrance to the trails.  The trail is visible from interstate 90 and accessing it is quite simple.  From Sandstone Hills Drive, take a right onto Branding Iron Drive, then a quick left onto Pony Express Lane.  There are only about 4 parking spots at the sign so carpool!  Access to these trails for the residents that live in the Sandstone neighborhood is literally in their backyard, but anyone can find the entrance and parking quite easily.

What is the trail like when hiking Lookout’s Backside on Lookout Mountain?

To get to the top of Lookout, or what I’ve always considered the top, the trail is about 1.6 miles, quite a bit less than hiking from the front (West) side.  The initial half mile or so is very vertical.  Once you reach the trees the trail levels off and becomes a fairly reasonable hike.  There is a cattle gate at the beginning and the trail itself is dirt and rocks.  If you are a beginner hiker, Lookout Mountain is perfect for you.  It will give you a challenge but nothing too discouraging.  

Some very talented, and determined, individuals have built an incredible rock path along one of the outer edge exits to the trail.  Kudos to whomever did this and keep up the good work!  Also, the rocks at the top contain some unique carvings that date back for a very, very long time.  Hikers have been venturing to the top of this hill for years.

You’ll pass cow pies, water beds, and wonderful views.  Lookout Mountain is perfect for hikers, bikers, runners, photographers, or just someone looking for a breath of fresh air.  There are even several caches hidden on this mountain.  Basically, a hikers dream.  Be ready for any type of weather at the top of this hike and have your camera handy.

Directions to Lookout Mountain’s Backside?

View Lookout’s Backside South Dakota in a larger map