The first and last parts of this trail are easy and smooth, the only part that makes this somewhat difficult is the rocky section in the trees, which is short.
If hiking from town, head east out of town on Elk Avenue and left on the gravel path just before a cattleguard to connect to the Rec Path up to the town of Mt. Crested Butte
. Turn right on Hunter Hill Road go a short distance and turn right again on the continuation of HHR on the right. Hike down, then up past The Overlook turnoff. The singletrack starts at the first hard left switchback, where there is a parking area and a trail sign. After a couple moderate climbs, descend a rocky section then head through the open meadows.
After a half mile or so of hiking in the open, youll meet up with Tony's Trail
, which winds up from town to join the Upper Loop. If youre just out for a short hike, you can take a right and be back in Crested Butte after a few minutes of easy, winding downhill.
Continue hiking another half mile or so and youll come to the intersection of Upper Upper Loop
. You can bail out here as well, and turn right on a short downhill to finish Upper Loop near the Country Club.
Your other option is to hike the Upper Upper Loop
. This trail is a little more challenging, with many rocks and several steep climbs.