The best road cycling routes in Purisima Creek Redwoods Open Space Preserve

Once upon a time this was the only general store in this area, serving not only as a general-purpose retailer but also the post office, bank, and informal dentist's office. Nowadays it's a museum, staffed by docents ready to offer drop-in history lessons.

This mostly paved bike trail alongside Alpine Road is great for bike commuting — just don't run over any slower trail users! The trail runs all the way from Portola Valley to Stanford, offering some nice shade along the way. The brief moments of unpaved trail are near the Portola Valley end.

Woodside is a historic town-turned upscale community along the old wagon path from San Francisco to Santa Clara. The downtown is a great place to take a break from your ride and features a few quaint shops, a market, bakery, and outdoor seating.

Woodside Store was built back in the 1850s by two pioneers who came to California for the gold rush. At the time it was the only stagecoach stop between San Francisco and Santa Clara, and it carried all the essential items that travelers riding between cities might need. The store has been restored, inside and out, to look exactly as it did centuries ago. You can call the museum ahead of your trip to book tours.

This fantastic tavern, founded in 1852, is the second oldest in the state. It features a large, beer garden-style outdoor area with plenty of shade. An extensive beer and food menu makes it a perfect stop to enjoy a brew and some great food after a ride.

The Woodside Store, also known as Tripp Store, is located at 3300 Tripp Road at Kings Mountain Road in Woodside, San Mateo County, California. It has been listed on the National Register of Historic Places since 1985 and was designated a California Historical Landmark in 1949. The store's history dates back to October 1849 when Matthias Alfred Parkhurst purchased land in the area and began a shingle-making and lumber business with his partners, including Robert Orville Tripp. The store was established in 1853, originally serving the needs of lumbermen and settlers during the Gold Rush era. Dr. Tripp became the sole operator of the store after Parkhurst's death in 1863, running it until his own death in 1909. He was a well-known figure in Woodside, holding various public offices. The San Mateo County Historical Association acquired the store in the 1940s, and it was restored to its 1880s condition by 1994.

Higgins Canyon Road, located near Half Moon Bay in San Mateo County, California, is a scenic and narrow route that is popular among cyclists. The road begins in the quaint town of Half Moon Bay and heads inland into the Santa Cruz Mountains. Starting with a gentle incline, the road passes through farmland, horse pastures, and eucalyptus groves before climbing into dense forests of redwoods and oaks. The climb along Higgins Canyon Road is steadily uphill, but manageable, and features several sharp curves and blind corners (be alert on the descent!). The road is narrow and, unfortunately, lacks a shoulder in most areas, but the traffic is relatively light. As you climb, you are rewarded with stunning views of the surrounding hills, valleys, and occasional glimpses of the distant Pacific Ocean. Higgins Canyon Road also connects to other popular cycling roads, like Tunitas Creek Road and Lobitos Creek Road, offering further opportunities for extended your ride through the scenic terrain of the Santa Cruz Mountains.

An awesome descent or ascent following the pretty, tree lined mountain road. There aren't many cars, but it's not a wide road so do watch out and enjoy the road rather than race it.