Southeast of Half Moon Bay in the Purisima Creek Redwoods, the Whittemore Gulch Trail is a scenic hiking-only route through redwood forest. It is located out of town off Skyline Boulevard (Highway 35) and passes through like redwoods. It starts off at a windy Whittemore promontory on Skyline, then drops west quickly into the gulch over pine needle packed singletrack. There are breath-taking views of chaparral and grasslands.
To reach the Whittemore Gulch Trail trailhead from Half Moon Bay, head south on US1 for about 5 miles to Verde Road / Purisima Creek Road. Turn left heading east on Verde Road and continue following Purisima Creek Road for 3 miles. The trailhead parking area is located on the right at the intersection with Higgins Purisima Road.
Note: This trail had previously been open to mountain biking and horseback riding. Due to extended wet conditions, mountain biking and horseback riding on the Whittemore Gulch Trail is prohibited.
Overall, Whittemore Gulch Trail is the 25th most popular hiking trail of all 88 hikes in California.