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The Best Hiking in Woodside

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

Top hiking spots in and near Woodside

  • Woodside, California

    Hike through Wunderlich County Park

    5.0
    4.5 mi / 1400 ft gain
    Located in the iconic Silicon Valley town of Woodside, Wunderlich County Park offers a number of hiking trails as well as some horseback riding trails through the wilderness.  Once in the parking lot, you will see a number of stables, riding ring, as well as a beautiful historic stable that was o...
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  • Woodside, California

    Redwood Flat and Salamander Flat

    4.6 mi / 971 ft gain
    Redwood Flat and Salamander Flat is a loop trail where you may see wildflowers located near Portola Valley, California
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  • Woodside, California

    Alambique Trail

    9.58 mi / 2949 ft gain
    Alambique Trail is an out-and-back trail that takes you by a river located near Redwood City, California.
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  • Woodside, California

    Bear Gulch, Alambique, Meadow and Madrone Trail Loop

    5.49 mi / 1417 ft gain
    Bear Gulch, Alambique, Meadow and Madrone Trail Loop is a loop trail where you may see wildflowers located near Redwood City, California.
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  • Woodside, California

    Bear Gulch and Alambique Trail Loop

    9.71 mi / 2949 ft gain
    Bear Gulch and Alambique Trail Loop is a loop trail where you may see wildflowers located near Redwood City, California.
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  • Woodside, California

    Alambique, Meadow, Redwood and Bear Gulch Trail Loop

    5.55 mi / 1312 ft gain
    Alambique, Meadow, Redwood and Bear Gulch Trail Loop is a loop trail that provides a good opportunity to see wildlife located near Redwood City, California.
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  • Woodside, California

    Alambique, Redwood, and Bear Gulch Loop

    3.1 mi / 879 ft gain
    Alambique, Redwood, and Bear Gulch Loop is a loop trail where you may see wildflowers located near Redwood City, California.
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  • Woodside, California

    Bear Gulch and Alambique Trail

    4.45 mi / 1086 ft gain
    Bear Gulch and Alambique Trail is a loop trail where you may see wildflowers located near Redwood City, California.
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  • Woodside, California

    Alambique, Skyline, Meadow and Bear Gulch Trail Loop

    22.09 mi / 5571 ft gain
    Alambique, Skyline, Meadow and Bear Gulch Trail Loop is a loop trail where you may see beautiful wildflowers located near Redwood City, California.
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  • Redwood City, California

    Stulsaft Park Loop

    0.91 mi / 98 ft gain
    Stulsaft Park Loop is a loop trail that is good for all skill levels located near Redwood City, California.
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  • San Mateo County, California

    Crystal Springs and Dean Trails

    4.53 mi / 919 ft gain
    Crystal Springs and Dean Trails is a loop trail where you may see wildflowers located near Redwood City, California.
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  • San Mateo County, California

    Richard's Road Trail

    5.76 mi / 1699 ft gain
    Richard's Road Trail is an out-and-back trail where you may see local wildlife located near Redwood City, California.
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  • Redwood City, California

    Hike the Crystal Springs Trail Loop

    5.6 mi / 1300 ft gain
    This is a great hike for any season of the year, with rushing streams during the winter, wildflowers in the spring, and cool, shaded canyons during the summer. Starting from near the Zwierlein Picnic area, take the Crystal Springs to the left into the redwood forest. Stay straight at the next tra...
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  • San Mateo County, California

    Lonely Trail to Richards Road Loop

    8.64 mi / 1726 ft gain
    Lonely Trail to Richards Road Loop is a loop trail where you may see wildflowers located near Redwood City, California.
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  • Woodside, California

    Schilling Lake Trail

    3.39 mi / 640 ft gain
    Schilling Lake Trail is an out-and-back trail that takes you by a lake located near Redwood City, California.
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  • Redwood City, California

    Dean Trail and Campground Trail

    3.25 mi / 814 ft gain
    Dean Trail and Campground Trail is a loop trail where you may see wildflowers located near Redwood City, California.
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