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Cupertino, California

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

Top Hiking Spots in and near Cupertino

  • Danville, California

    Summit Mount Diablo via Rock City Trail

    5.0
    7.8 mi / 2299 ft gain
    Although steep in sections, this trail is a wonderful workout and hikers are more than rewarded for their efforts. The Rock City Trail is a direct route to the summit of Mount Diablo, and the park is an ecological treasure dear to the hearts of Bay Area residents. The best views are on clear days...
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  • Danville, California

    Hike in Mount Diablo's Madrone Canyon

    2.8 mi / 550 ft gain
    This hike starts at the Rock City area of Mount Diablo State Park. Begin at the Madrone Canyon Trail, hiking southeast towards the Devils Slide trail. Along this section of the hike, the trail dips into a wooded canyon and follows the path of a small creek. To best experience the beauty of the cr...
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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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  • San Francisco, California

    Fort Funston Trail

    4.7
    1.81 mi / 253 ft gain
    Fort Funston is an SF gem I discovered when looking for a dog friendly hike near the city. Located west of Lake Merced, you'll find a gorgeous Northern California beach oasis where you and your dog can run wild and free :). Parking is located at the top of the park where you'll descend a steep se...
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  • Oakland, California

    Sibley Volcanic Trail Labyrinths

    3.5
    2 mi / 144 ft gain
    From Skyline Blvd, pull into the staging area for Sibley Volcanic Regional Preserve, you'll see the sign. Parking here is usually easy to find. You'll find an unstaffed visitor center with a restroom, park maps and informational displays featuring the history and geology of the park. Sibley is a...
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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

    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

    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

    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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  • Walnut Creek, California

    Sugarloaf Open Space Loop

    1.91 mi / 243 ft gain
    Sugarloaf Open Space Loop is an almost 2-mile loop for hiking, running and walking. This trail is relatively easy and takes under one hour to hike. This loop is dog friendly. 
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  • Walnut Creek, California

    Camp at Juniper Campground in Mount Diablo SP

    Mount Diablo's summit in Mount Diablo State Park rises to 3,848ft, with Juniper Campground in Mount Diablo SP is at approximately 3,000ft in elevation.  Juniper Campground overlooks the valley below and some of the San Francisco Bay.  Reservations for Juniper Campground can be made at Reserveamer...
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  • Walnut Creek, California

    Juniper to the Summit Loop Trail and Meridian Ridge

    6.56 mi / 2037 ft gain
    Juniper to the Summit Loop Trail and Meridian Ridge is a loop trail that is strenuous located near Diablo, California.
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  • Lafayette, California

    Lafayette Reservoir via Nature Area Rim Trail

    5.0
    5 mi / 758 ft gain
    Lafayette Reservoir is perfect for canoeing, mountain biking, trail running, and hiking. The Reservoir trail system is also used for nature walks and birding. The loop has several high points that have amazing views. The trails become very muddy after wet weather - so tread with caution.  Th...
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  • Walnut Creek, California

    Run the Mt. Diablo Foothill Loop

    5.0
    6.2 mi / 875 ft gain
    Continue by car down Castle Rock Road until it dead ends at the beginning of the trail. Parking is usually easy to find. If full, there is another overflow lot about 500 ft back the way you came in.You'll walk a good half mile down the trail before getting the main gate. As you're walking, you'll...
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