The climb to Callahan's is a beautiful ride from the valley floor to 4000 feet. The climb itself isn't terribly difficult but it certainly isn't easy either. The real climb begins half a mile past the right turn onto old highway 99 with an average gradient of just less than 6% for six miles. It twists and turns up the oak woodlands with occasional views of Soda Mountain, Pilot Peak and Emigrant Lake. The top can be a bit of a disappointment after a hard climb. The traditional turnaround point at Callahan's restaurant is little more than a freeway entrance with no real view except the freeway and snowmoving equipment. If it is views you wish, continue on Old 99 climbing for a couple miles and 500 vertical feet to Siskiyou Pass. For the best views and if another 2,800 feet of climbing sounds enchanting, then follow signs to the Mount Ashland Ski Area. Enjoy the descent back to the valley, the winding curves slow downhill traffic down but bicycles will fly right through them. I've had friendly motorits allow me to pass on several occasions. A plumbed spring has been available to supply water to thirsty cyclists near the summit in the past. This spring was contaminated by a chemical spill on I-5 in October 2004. The water is not safe and should be avoided. DO NOT DRINK FROM THIS SPRING

Regardless of your destination, this is an out and back ride. Except for the freeway, Old 99 is the only access road to Callahan's. From Ashland, Follow Hwy 66 (Green Springs Hwy) for 7 miles south. Turn right on Old 99 and after reaching the destination of choice and return the way you came.

This ride typically will start at the Roasting Company in Ashland but is short enough to be added on rides beginning anywhere in the Bear Creek Valley.

Traffic is generally heavy on the 7 miles of HWY 66 but the shoulder is generous. Old 99 is narrow, winding and entirely without shoulders. Traffic is sparse but the blind curves and thick tree growth makes visibility poor. Old 99 can be travelled year round, but snow will accumulate near the summit following winter storms.

In early September, 2006, the historic Callahan's lodge was destroyed in a fire. As of Summer 2008, the lodge has reopened and services are again available at this location