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

  • Boulder Creek, California

    Camp at Big Basin Redwoods State Park

    4.0
    0.5 mi
    Big Basin is currently closed including the campgrounds. Please visit the Parks.ca.gov site for updated details.  An hour away from the thrumming city of San Jose, ancient immense trees live in a forest full of vibrant ferns and rushing waterfalls. Big Basin Redwoods State Park encompasses 10,00...
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  • Boulder Creek, California

    Big Basin's Sunset Trail Camp

    4.8
    9.46 mi / 2146 ft gain
    This trail and campsite is currently closed (learn more). Looking for a more authentic hiking and camping weekend, without having to drive hours away to find it? Then the Sunset Trail Camp within Big Basin Redwoods SP is your ticket. To access this site, you'll need to hike the famous Skyline-to...
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  • Boulder Creek, California

    Sequoia Trail

    4.0
    5.73 mi / 696 ft gain
    Sequoia Trail at Big Basin Redwoods SP is temporarily closed. Get updates and more details at Parks.CA.Gov. This 5.7-mile hike in Big Basin Redwoods SP is a peaceful break from the hustle and bustle of everyday life.   In the first half, there is a quick detour you can take to Sempervirens Fall...
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  • Boulder Creek, California

    Sempervirens Falls (Temporarily Closed)

    4.0
    3.29 mi / 305 ft gain
    Sempervirens Falls in Big Basin State Park is Temporarily Closed due to fires. More updates can be found at Parks.CA.Gov. The hike to Sempervirens Falls is an easy 3.3 mile out-and-back hike on the Sequoia Trail. You'll travel through the redwood forest and some of the campgrounds located in Big...
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  • Pacifica, California

    Mori Point Loop

    4.8
    2.54 mi / 276 ft gain
    Start at the parking lots close to the pier, where bathrooms are also available. Walk along the pier to watch the sunset as it begins. Next, walk along Sharp Park Beach to discover the plethora of wild flowers and friendly locals always ready to guide you on your walk. Take the stairs up to the...
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  • Pacifica, California

    Milagra Overlook Trail

    5.0
    2.51 mi / 558 ft gain
    Found this hike with some friends after spending some time googling in my car when we were in the area looking for a quick hike with a view!   Dog friendly Free parking (but quite limited) Ocean views Known to have gorgeous wildflower blooms (we were not there during this)Porta-potty type toilet...
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  • Fremont, California

    Mission Peak via Hidden Valley Trail

    4.2
    6.16 mi / 2116 ft gain
    Breathtaking views of the Bay Area are your reward for making this climb to the top of Mission Peak. It’s a 3-mile trek to the top of the peak and then back down the same way. This is a moderate hike that provides a nice workout – so be prepared. Park at the Stanford Avenue entrance gate. There ...
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  • San Francisco, California

    San Francisco Crosstown Trail

    5.0
    16.71 mi / 1975 ft gain
    The San Francisco Crosstown Trail runs point-to-point from Candlestick Point to Land End. The SF Crosstown Trail officially opened in 2014.  It connects park trails to neighborhoods and communities.  In it's in entirety it's almost 17 miles long with 5 Sections available for those looking to bre...
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  • Los Gatos, California

    Los Gatos Trail to Jones Trail Loop

    4.0
    3.91 mi / 577 ft gain
    This trail winds its way along the Los Gatos Creek and ends at the Lexington Reservoir before looping back to the start. It is 3.8 miles and makes for a great way to get exercise and relax in nature. You can hear the creek as you hike, and can even go down to it. There is a lot of green foliage t...
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  • Daly City, California

    San Bruno Mountain

    4.0
    3.63 mi / 781 ft gain
    San Bruno Mountain is a fun, mellow hike that climbs easily on a well-graded path to the ridge line, and then drops back to the trailhead. Along the way, the trail runs along a creek, ascends through chaparral, and provides excellent views of downtown San Francisco, the East Bay hills, and the Sa...
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  • Daly City, California

    Mussel Rock Loop

    4.0
    1.95 mi / 322 ft gain
    Mussel rock, a three-story, 50 million year old rock that has been carried some 500 miles northwest from Southern California, is where the San Andreas fault meets the Pacific Ocean. It's also an excellent spot to drink some wine and catch a sunset. From San Francisco, take Highway 1 south towar...
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  • San Francisco, California

    Bayview Hill Loop

    4.5
    1.24 mi / 184 ft gain
    Bayview Hill Loop is a loop trail that starts with a paved uphill climb and views of the bay facing toward the East Bay located in the Bayview neighborhood of San Francisco, California.
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  • Castro Valley, California

    Lake Chabot Regional Park Loop

    4.3
    8.65 mi / 1263 ft gain
    Looking for a fun day on a lake, but don't want to drive too far? We recommend heading out to the East Bay where you can combine a nice hike with an afternoon of fishing. This moderately challenging hike remains scenic throughout the 8.5 mile trek around the lake, and offers many opportunities fo...
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  • San Francisco, California

    McLaren Park: Philosopher's Way Loop

    5.0
    2.25 mi / 315 ft gain
    Beyond McLaren's family friendly playgrounds and picnic areas, there are miles of trail to explore. The Philosopher's trail is a well-marked loop (notice the stone markings along the trail with arrows etched into them). There are several parking lots available where you can jump onto the loop. No...
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  • San Francisco, California

    Bernal Heights Park

    4.7
    0.95 mi / 128 ft gain
    Bernal Heights Park is an excellent week night adventure for those who need an escape from the city. Sit atop this small, grassy peak in peace and look out over the San Francisco skyline. Park on the street bordering the park and follow a pathway that leads up to the top. You will be instantly g...
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  • San Francisco, California

    Lake Merced Loop

    4.7
    4.53 mi / 180 ft gain
    Lake Merced Loop is a loop trail in the southwestern part of San Francisco. This trail is used for running and walking. You'll see plenty of people getting exercise or taking their dog for a stroll. There are also benches and tables around the loop. The lake itself is fresh water and is used for...
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