Woodside, California

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

  • Mill Valley, California

    Tennessee Beach via Tennessee Valley Trail

    4.7
    3.64 mi / 266 ft gain
    The Tennessee Valley trail is leisurely 3.6 mile roundtrip hike that turns around at Tennessee Valley Cove. Along the way, you’ll hike past shrublands, wetlands, and a lake before you get to a cool little secluded beach that many people picnic at. This is probably the easiest to access, and most...
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  • Mill Valley, California

    Coyote Ridge Loop

    5.0
    6.15 mi / 1001 ft gain
    Starting just before the Tennessee Valley parking lot, head out from the Miwok Trailhead. This Mill Valley hike offers incredible views of the San Francisco Bay, the Pacific Ocean (fog permitting of course!), and on occasion, wildlife. Unfortunately, this trail is not dog-friendly.  Keep in mind...
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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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  • 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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  • 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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  • Mill Valley, California

    Oakwood Trail

    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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  • 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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  • Lafayette, California

    Briones Park's Lafayette Ridge

    4.3
    5.31 mi / 981 ft gain
    This is a nice and casual hike through the meadows and rolling hills, dotted with cows and hawks and sometimes goats or foxes. As you head up Lafayette Ridge, you'll be rewarded with the beautiful vista spanning from the Oakland Hills to sparkling Lafayette Reservoir. The hike is mostly through ...
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  • Mill Valley, California

    Miwok, Coyote Ridge and Coastal Trail Loop

    5.0
    5.97 mi / 1191 ft gain
    Miwok, Coyote Ridge and Coastal Trail Loop is a loop trail where you may see beautiful wildflowers located near Mill Valley, California.
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  • Muir Beach, California

    Pirate's Cove

    5.0
    3.43 mi / 856 ft gain
    The Pirate's Cove Trail offers an enchanting 1.7-mile (one-way) coastal hike to a secluded beach cove near Muir Beach, California. This moderately challenging trail rewards hikers with stunning Pacific Ocean views, diverse coastal vegetation, and access to one of Marin County's most picturesque...
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  • Santa Cruz, California

    Natural Bridges to Lighthouse Field

    3.5
    3.92 mi / 174 ft gain
    This is a paved trail that can be used for hiking, jogging, or walking.  It offers over 2 miles of beautiful California coast.  Walk through flowers, see the jagged cliffs, and of course the lighthouse at the end!  This walk can be done from either direction.  Start at Natural Bridges and head We...
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  • Santa Cruz, California

    Monarch Butterfly Natural Preserve Loop

    5.0
    0.66 mi / 30 ft gain
    Monarch Butterfly Natural Preserve Loop is a loop trail that provides a good opportunity to view wildlife located near Santa Cruz, California.
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  • Morgan Hill, California

    Uvas Canyon Waterfall Loop

    4.0
    1.48 mi / 463 ft gain
    Uvas Canyon offers up to 6-miles of hiking trails, which includes a 1.5 mile loop, which runs along Swanson Creek and passes many of the park's waterfalls. To take short loop, head North out of the parking lot to the Swanson Creek Trail. Once you find Swanson Creek Trail, you'll be on the Waterfa...
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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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  • Sausalito, California

    Dipsea Trail to Steep Ravine Trail Loop via Coastal Trail

    5.0
    10.12 mi / 2021 ft gain
    Dipsea Trail to Steep Ravine Trail Loop via Coastal Trail is a loop trail that takes you past scenic surroundings located near Sausalito, California.
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  • Walnut Creek, California

    Castle Rock Trail

    5.0
    6.06 mi / 971 ft gain
    Located near Walnut Creek, the trail is easily accessible from anywhere in the Bay Area. The trail is kept open year-round, and happens to be part of the American Discovery Trail and the Coast to Crest trail. If you are not done hiking, connecting trails allow you to summit Mt. Diablo.  This tra...
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