Mile 0.0 - Starting from the Deer Park parking lot, go to the left side of the school. The trail skirts the school on the left. At the rear of the school, ride straight through the field. Mile 0.20 - Go through the gate and start riding on the fireroad Deer Park Rd. It is a nice rolling ride that eventually starts climbing. Mile 1.35 - The trail comes to a five-way junction called Five Corners. Take Shaver Grade, it's the second on the right, the only one that appears to climb. Mile 2.02 - Turn right on Sky Oaks Rd. This paved road is all downhill. Mile 2.30 - Turn left onto a dirt fireroad, past the gate, that appears at the beginning of a dirt parking lot. Go past the gate. About 50 feet on the road, the fireroad splits. Mile 2.60 - The trail comes to a T. Turn right. The Meadow Golf Club soon appears on the left. Mile 3.40 - After riding through the golf course parking lot, turn left on Bolinas-Fairfax Rd. This is a blacktop road that climbs towards Pine Mountain Rd. Mile 4.73 - Turn right on Pine Mountain Rd. This road is very rocky. Mile 5.10 - This is the beginning of "The Hill" that is mentioned in the Pine Mountain Loop ride.
This is a very hard hill to climb because of the angle, loose and embedded rocks, and the distance. Mile 6.34 - Go straight onto San Geronimo Ridge Road. This trail has an extremely rocky section on it that is nearly impossible to climb without putting your foot down. Mile 6.73 - Turn right onto Repack Rd appears on the right. This is 2 miles of steep downhill. Mile 8.75 - At the bottom of Repack Rd. turn right and go over the bridge. Always continue straight and cross the creekbed 4 times. Mile 9.23 - Go straight onto the paved Cascade Drive. This is mostly flat or downhill. Mile 10.74 - Turn right on Bolinas-Faifax Rd. Mile 10.79 - Turn left on Porteous Rd and ride back to Deer Park.