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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

  • Martinez, California

    Muir Farm And Mount Wanda: John Muir Nature Trail

    2.59 mi / 512 ft gain
    Muir Farm And Mount Wanda: John Muir Nature Trail is a loop trail located near Martinez, California.
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  • Mill Valley, California

    Oakwood Trail, Marin Headlands

    5.0
    2.56 mi / 538 ft gain
    Looking to escape the hustle of San Francisco, but don't want to commit to an entire day on the trail? When setting out for this morning hike, be prepared for about 1.5 hour hiking adventure (longer if you stop for extra photos) and a 20 minute commute from San Francisco.   This hike is recomend...
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  • Marina, California

    Explore Fort Ord Dunes State Park

    5.0
    One of the best parts of Monterey is the beaches – but their popularity is also their weakness, so if you want seclusion head to the lesser-known Fort Ord Dunes for solitude and beautiful views of Monterey Bay and the Pacific Coast. Historically, this location was chosen as the location for Fort ...
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  • Tiburon, California

    Bouldering at Ring Mountain

    0.5 mi / 400 ft gain
    Itching to climb outdoors near San Francisco?  With only a quick drive from the city, Ring Mountain is a beautiful nature preserve overlooking the city of San Francisco offering two main rock formations, Turtle Rock (Pictured) and Split Rock.  Split Rock is the slabby rock south of the parking ar...
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  • Muir Beach, California

    Pirate's Cove

    5.0
    3.43 mi / 856 ft gain
    Pirate's Cove is an out-and-back trail where you may see wildflowers located near Mill Valley, California.
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  • Muir Beach, California

    Owl Trail

    5.0
    1.2 mi / 300 ft gain
    The Owl Trail runs between Slide Ranch and the Muir Beach Overlook and is a great way to take in the breathtaking views, flora and fauna of the Northern California coast.  The easiest way to access the trail is to park at the Muir Beach Overlook and to take the trail down to Slide Ranch and then...
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  • Corte Madera, California

    Ring Mountain Loop

    4.0
    2.65 mi / 597 ft gain
    Ring Mountain Open Space is an easy but uphill trail that take you to the top where you can explore more trails. Take the 101 exit for Paradise Dr in Corte Madera, follow the road, and park on the side of the road once you pass Westward Dr. Even though there are many places to start the trail fo...
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  • Pacific Grove, California

    Visit the Monarch Grove Butterfly Sanctuary

    1 mi
    Thousands of monarchs can be found here October through February. It's a small park with a path through the center. Park near the Monarch Grove hotel at the sign that says "Caution: Butterflies present", and cross the street to walk down the short path (pink houses will be on your right) and to t...
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  • Pacific Grove, California

    Spanish Bay Trail

    5.0
    2.8 mi / 78 ft gain
    Spanish Bay Trail is an out and back trail that takes you past scenic views located near Monterey, California.
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  • Mill Valley, California

    Canopy, Panoramic, Redwood Trail, Sun, Dipsea Trail Loop

    4.7
    4.31 mi / 1145 ft gain
    While there are other, less crowded redwood groves in the Bay Area, Muir Woods National Monument is easily one of the best. It is a beautifully maintained site, with wooden footpaths meandering between towering redwoods that are between 600 – 800 years old. It’s home to some true giants, with its...
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  • Mill Valley, California

    Dipsea Trail

    4.6
    13.03 mi / 3701 ft gain
    The Dipsea Race is the 2nd oldest foot race in the US. The race is named after the Dipsea Inn at the end of the trail at Stinson Beach. The good news is that you can enjoy this scenic trail and its sweeping ocean views at your leisure. The bad news is that the race is only one-way. If you choose,...
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  • Richmond, California

    Explore Point Pinole Shoreline

    5.0
    Point Pinole Regional Shoreline is a 2,315-acre parkland that juts out into the San Pablo Bay. Only a brief car ride from San Francisco, this is a great spot for a Sunday stroll, picnic or simply to find a quiet space.There are several short trails to choose from that wind through eucalyptus grov...
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