The Tenderfoot Loop Trail circles the west flank of Flagstaff Mountain on mild grades suitable for families, running, and winter recreation. A short spur branches off to the Divide Overlook, a worthwhile excursion with excellent views across the Continental Divide. The following description travels counter-clockwise from the Realization Point Trailhead :

Bear left toward the picnic tables to pick up the Tenderfoot Trail. The trail drops gradually on a mild, well-groomed path with views of Arapaho Peak, Arapaho Glacier and Mt Audubon. Green Mountain's 8,144' summit rises prominently just to the south.

Ponderosa, Juniper and Douglas Fir dot rolling hillsides, with sage, yucca, cacti, kinnickinnick and summer wildflowers filling the sparse understory. Look for mule deer, blue grouse, bobcat, bear, mountain lion, fox, and coyote in this transitional ecosystem.

At .7 miles (6,560') a short spur branches west to the Divide Overlook. The spur climbs a few dozen yards off the main trail to unabated views of the Continental Divide.

From the Divide Overlook spur the Tenderfoot Trail takes a well-marked turn south to resume the loop. It drops into a shallow gully and levels to another junction at .9 miles (6,362'). Bear left on the fire road for a steady 1.3 mile climb back to the trailhead.

This final segment travels through a notably taller, denser forest. Views are limited here but the vicinity is pleasant, highlighted by a variety of summer wildflowers and attractive autumn colors. The loop ends just a few steps away from the Inspiration Trailhead sign and parking lot.