Cycling Pillar to Post
4.57 miles
1286′ elevation gain
5.3% grade
Thousands of cyclists ride tens of thousands of laps up Lookout Mountain each year. Please come join us and use this website to prepare yourself to ride safely among the community of cyclists, runners, walkers, roller skiers, long boarders, automobile tourists and even paragliders and rock climbers who use the mountain for recreation on a regular basis.
BE VISIBLE, BE AWARE, BE PREDICTABLE
and STAY SAFE, EVERY RIDE, EVERY DAY
Rider Profiles
Matt Roach- Monday, January 16, 2023
As Matt rode behind me on the way up Lookout, I thought that he must be staying behind me on purpose because he certainly appeared [...]
David S. Saturday, January 14. 2023
David is a firefighter in Louisville who grew up in Saint Louis. He credits Pike’s Peak for inspiring him to move to Colorado. I [...]
The Lance Group- Friday, January 13, 2023
These fellows ride as a group, but have no specific affiliation other than their friendship. The fellow on the right is Lance and- judging from [...]
Jaime Lopez- Friday, 1/13/2023
Jaime ran 116 laps on Lookout Mountain in 2022, and covered 1044 miles on foot in that time period. In January through June, he put [...]
Logan Payne- Friday, 1/13/2023
Logan is a Lookout Mountain Rider who grew up in Colorado, moved away to go to college and eventually headed back to her home state [...]
George Jakab- Saturday, December 31, 2022
I really thought that this day would be too cold and too snowy to ride. For me, that was true. The road was icy thanks [...]
Lookout Mountain Descent
Recorded with a GoPro Hero 8 Black in 4K
REMEMBERING
Ray Bolton

AKA Three-A-Day Ray, The Sheriff of Lookout Mountain
Ray started riding Lookout Mountain outside Golden, Colorado in 1988 at 46 years old. He set the standard for riding laps on Lookout so high that anyone considering breaking his record (7,915 personally recorded laps) has a multi year project ahead of him or her.