For the first mile from Doc's the trail is mostly 4-wheel drive rutted hell. The ascent is pretty steep and requites some hiking. Start at the Doc Holliday trail head, ride to the cemetary and then head straight across to a gate. You will then come to a cattle gate which you will have to climb around. No biggie. The next 3/4 of a mile is rigorous but worth it. At the mile point you'll come to a meadow and a nice view of Sopris. Hang a left and follow the road to single track. This will lead you home. Follow the rolling single track a few miles until you get to a fork. This is where you officially meet up with boy scout. Hang a left or else you'll end up at Hubbard's Cave. The rest is all down hill and somewhat technical. This trail will take you to 9th and Palmer, approxamately 4 blocks north, and 1 block East of where you started. You can then drop straight down to Bennett and ride the 4 blocks back up to your wagon. This is the best trail in Glenwood.
The "legal" way to do this trek is to ride up Red Canyon Road on your bike or a shuttle. To do this take Highway 82 South towards Aspen until you get to Buffalo Valley/Beau Jo's. Hang a left on Red Canyon Rd and go up almost 2 miles. This route is 2 miles. The preferred route is to take Doc Holliday's trail up through a small stretch of private, meeting up with the Boy Scout. To get to Doc's take a left on 13th off of Grand/82 and then left on Bennett. The trailhead is well marked.
http://www.singletracks.com/item.php?c=1&i=2736