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

  • Sausalito, California

    Dias Ridge

    5.0
    6.09 mi / 968 ft gain
    Dias Ridge is an out-and-back trail where you may see wildflowers located near Sausalito, California.
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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

    Asilomar Dunes Natural Preserve

    4.0
    0.59 mi / 52 ft gain
    Asilomar State Beach covers 107 acres of land. It is home to a delicate ecosystem that has been sustained through the years after it was almost destroyed. The intricate dunes at Asilomar are what have survived after the over-grazing back in the early 1900's that damaged about 480 acres of dunes. ...
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  • Mill Valley, California

    Homestead Open Space Big Loop

    5.0
    2.48 mi / 709 ft gain
    Homestead Open Space Big Loop is a moderately trafficked loop trail located near Mill Valley, California.
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  • Mill Valley, California

    Bootjack Trail Loop

    6.29 mi / 1634 ft gain
    Bootjack Trail Loop goes through both Muir Woods National Monument and Mt. Tamalmpais State Park is located near Mill Valley, California. With the starting point for this hike at the entrance to Muir Woods, there will be an entry fee to enter the national monument (click here for more details).  ...
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  • Pacific Grove, California

    Spanish Bay Trail

    5.0
    2.9 mi / 108 ft gain
    The Spanish Bay Trail in California is an easy, 2.9-mile coastal path near Pebble Beach, ideal for all skill levels. This scenic trail runs alongside the Pacific Ocean, offering stunning views of the rocky shoreline, sandy dunes, and diverse wildlife.  Dog-friendly and accessible year-round, i...
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  • Mill Valley, California

    Sun, Redwood, Panorama, Lost and Fern Creek Loop

    5.0
    4.41 mi / 1030 ft gain
    Sun, Redwood, Panorama, Lost and Fern Creek Loop is a loop trail that takes you by a river located near Mill Valley, 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

    4.5
    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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  • Larkspur, California

    Blithedale Loop

    4.0
    3.47 mi / 1027 ft gain
    Blithedale Loop is a loop trail that provides a good opportunity to see wildlife located near Corte Madera, California.
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