Portola Valley, California

Looking for the best hiking in Portola Valley? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Portola Valley. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Portola Valley

  • San Jose, California

    Coyote Peak & Rocky Ridge Trail Loop

    4.5
    3.8 mi / 755 ft gain
    The Santa Teresa County Park loop is perfect for wildlife viewing! Be ready to see deer, coyote, hawks, turkeys, pigs and cows. The trail is rated as moderate - be cautious with mud if you are visiting the park after a rain shower. Dogs are allowed in the park, but must be kept on leash.  There ...
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  • San Francisco, California

    Mount Davidson

    4.5
    1.03 mi / 299 ft gain
    Mount Davidson Park is located in the southwestern part of the city nestled between Diamond Heights and Portola Dr. The climb isn't too difficult, but to reach the top of the 928ft summit, you should wear close-toed shoes and be ready for some loose gravel or mud if it's been raining. The hike is...
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  • Santa Cruz, California

    Rincon Fire Trail to San Lorenzo River

    5.0
    1.42 mi / 328 ft gain
    The Rincon Fire Trail Starts at a small dirt parking lot next to CA-9 and traverses down the mountain to the San Lorenzo River Connecting with the Pipeline Trail. The trail can be a simple one of a mile out and back or up to 5 miles depending on your preference. The elevation will change by about...
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  • San Francisco, California

    Tank Hill

    4.3
    0.14 mi / 49 ft gain
    Looking for a cool, under-the-radar spot that’s perfect for picnics, chilling out, and chasing the sunset? Look no further than Tank Hill. This little gem of a mini-park is 650 feet high and tucked away in Cole Valley. It’s so small that many maps of San Francisco don’t even include it. To get ...
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  • San Francisco, California

    Twin Peaks Loop

    4.0
    2.04 mi / 259 ft gain
    There are a ton of ways to get here (and obviously that can affect the total distance) but this is starting from Clarendon. Follow along up Twin Peaks boulevard where you'll see the peaks upon your approach. Keep an eye out for traffic as there may be visitors driving toward and away from Twin Pe...
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  • San Francisco, California

    Vulcan Steps

    5.0
    0.18 mi / 79 ft gain
    Vulcan Steps is an out-and-back trail that takes you past scenic surroundings located near San Francisco, California.
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  • San Francisco, California

    Corona Heights Park

    5.0
    0.65 mi / 115 ft gain
    Corona Heights Park is a park located north of the Castro and South of Buena Vista Park. The peak of the hill is windy, but it offers an unobstructed panoramic view of the city of San Francisco from downtown to Twin Peaks. It is perfect for taking panoramic pictures of San Francisco at night. Y...
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  • San Francisco, California

    Mount Sutro Open Space Reserve Loop

    4.4
    2.14 mi / 617 ft gain
    The Mount Sutro Open Space hike is one of those gems that's just hiding in plain site. Most people live in San Francisco for years without ever knowing this hike even exists - which is totally fine with us. This 2+ mile loop is an easy, quick way to get back in touch with nature after a long day....
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  • San Francisco, California

    Fairy Gates Trail

    5.0
    0.89 mi / 328 ft gain
    Fairy Gates Trail is an out-and-back trail that takes you through a nice forest located near San Francisco, California.
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  • San Francisco, California

    Sunset Reservoir

    0.69 mi / 62.99 ft gain
    Hidden in the Sunset District, the Sunset Reservoir is more than just piece of city infrastructure — its surrounding paths make for a convenient urban stroll with peaceful views, a solar rooftop, and surprising vistas of San Francisco. Trail & Walk Details Many local walkers estimate the fu...
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  • Oakland, California

    Dunn Loop

    5.0
    3.08 mi / 758 ft gain
    The Redwood Regional Dunn Loop is just outside of Oakland, and can be reached from anywhere in the Bay Area for a fun day or half-day trip. The trail is open year-round. In the spring, wildflowers are abundant. The trail has a great mix of sun and shade. Dogs are allowed, but must be kept on leash. 
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  • San Francisco, California

    Golden Gate Park Loop

    6.32 mi / 482 ft gain
    Golden Gate Park Loop is a loop trail that takes you past some of the best sights of the park located in the heart of San Francisco, California. Starting in the Inner Sunset, you'll head out on the loop passing Stow Lake and continuing over Crossover drive into the Outer Richmond and Outer Sunset...
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  • Oakland, California

    West Ridge and East Ridge Loop

    5.0
    8.04 mi / 1194 ft gain
    It’s difficult to have a car in San Francisco, but oh-so worth it when it comes to weekend getaways, especially with all the Bay Area has to offer. This is a super accessible trail system just 30 minutes outside of the city that makes for a fun, easy trail run or hike. Redwood Regional Park, par...
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  • Santa Cruz, California

    Old Landing Cove

    5.0
    2.39 mi / 161 ft gain
    Old Landing Cove Trail is a loop trail where you may see beautiful wildflowers located near Santa Cruz, California. The Old Landing Cove Trail, located in Wilder Ranch State Park near Santa Cruz, California, is a picturesque 2.4-mile loop trail offering easy hiking and walking with stunning coas...
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  • San Francisco, California

    Lover's Lane, Ecology, Mountain Lake Trail Loop

    4.6
    2.04 mi / 344 ft gain
    Tucked into a corner of the Golden Gate National Recreation Area is the Presidio, a beautiful little oasis of forests, beaches, and sweeping views that locals love. While the coastal trails get most of the attention here, the park covers 300 acres of prime real estate with lots of notable attract...
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  • Soquel, California

    Land of Medicine Buddha Loop

    4.5
    5.85 mi / 1051.84 ft gain
    Near the retreat, there is a short trail called "Eight Verses Pilgrimage Trail" providing people with the opportunity to meditate on thought transformation in a peaceful and picturesque outdoor setting. From there, a beautiful 6 mile loop will take you up to the top of the ridge and then back aro...
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