Originally Posted by cyccommute

Going up from the Winter Park side is probably a bit smoother than the Rollinsville side.

I’d suggest the Rio Grande Trail from Aspen to Glenwood Springs for a family trip. It’s long...almost 50 miles...but it’s all downhill from Aspen. You can even catch a bus from Glenwood that will carry your bikes up to Aspen. It’s the best 50 mile downhill ride you can do in Colorado.