Lisa Killough Trail – Lisa Killough Lookout loop from Leland High School

If you're looking for a serious challenge on two wheels, the Lisa Killough Trail – Lisa Killough Lookout loop from Leland High School is a difficult touring cycling route that delivers. This 27.5-mile (44.2 km) journey packs in 2425 feet (739 metres) of elevation gain, demanding a solid 4 hours and 15 minutes of pedaling. It's a route best suited for experienced cyclists ready for consistent climbs and varied terrain.

What to expect on Lisa Killough Trail – Lisa Killough Lookout loop from Leland High School

This route takes you through a dynamic landscape, transitioning from open rolling grass hills to tranquil wooded areas. You'll encounter varied surfaces, including hard-packed dirt, gravel sections, and both wide singletrack and fire roads. While some sections can be rocky, they are generally manageable. A key highlight is Lisa's Lookout, a simple yet rewarding viewpoint offering panoramic vistas of the surrounding hills and the distant Santa Cruz Mountains. Expect a good workout with those 2425 feet of climbing, making this a rewarding ride for those with a good fitness level.

Planning your visit

This specific loop starts from Leland High School, so plan your parking accordingly. While the general Lisa Killough Trail often accesses from Calero County Park, this route begins directly from the school. The best time to cycle the Lisa Killough Trail is in winter and spring when the grasses are vibrant green and wildflowers explode in March and April. Summer and autumn bring golden grasses, but also warmer temperatures, so carry plenty of water. Wildlife sightings, including burrowing owls and coyotes, are possible, especially near Calero Reservoir.

Trail details

• Distance: 27.5 miles (44.2 km)
• Elevation gain: 2425 feet (739 metres)
• Difficulty: difficult
• Estimated time: 4 hours and 15 minutes