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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

  • San Francisco, California

    Mount Sutro Open Space Reserve Loop

    4.4
    2.14 mi / 617 ft gain
    The Mount Sutro Open Space hike is one of those gems that's just hiding in plain site. Most people live in San Francisco for years without ever knowing this hike even exists - which is totally fine with us. This 2+ mile loop is an easy, quick way to get back in touch with nature after a long day....
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  • San Francisco, California

    Fairy Gates Trail

    5.0
    0.89 mi / 328 ft gain
    Fairy Gates Trail is an out-and-back trail that takes you through a nice forest located near San Francisco, California.
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  • Oakland, California

    Hike Redwood Regional Park via the Dunn Loop

    5.0
    3.6 mi / 606 ft gain
    The Redwood Regional Dunn Loop is just outside of Oakland, and can be reached from anywhere in the Bay Area for a fun day or half-day trip. The trail is open year-round. In the spring, wildflowers are abundant. The trail has a great mix of sun and shade. Dogs are allowed, but must be kept on leash. 
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  • Oakland, California

    Run the Circumnavigation of Redwood Regional Park's Ultimate Trail Loop

    5.0
    7.5 mi / 1600 ft gain
    It’s difficult to have a car in San Francisco, but oh-so worth it when it comes to weekend getaways, especially with all the Bay Area has to offer. This is a super accessible trail system just 30 minutes outside of the city that makes for a fun, easy trail run or hike.Redwood Regional Park, part ...
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  • San Francisco, California

    Lover's Lane, Ecology, Mountain Lake Trail Loop

    4.5
    2.04 mi / 344 ft gain
    Tucked into a corner of the Golden Gate National Recreation Area is the Presidio, a beautiful little oasis of forests, beaches, and sweeping views that locals love. While the coastal trails get most of the attention here, the park covers 300 acres of prime real estate with lots of notable attract...
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  • San Francisco, California

    Presidio Ecology Trail

    5.0
    1.82 mi / 427 ft gain
    Presidio Ecology Trail is a loop trail through the Presidio located near San Francisco, California. This loop can be started at the Upper Ecology Trail off of Arguello Blvd near Pacific or down at the Lower Ecology Trail near the Inn at the Presidio. This trail is dog friendly on-leash. 
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  • San Francisco, California

    Presidio Bay Area Ridge Trail

    5.0
    2.73 mi / 203 ft gain
    Presidio Bay Area Ridge Trail is a point-to-point trail where you may see wildflowers located near San Francisco, California.
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  • Felton, California

    Hike to Limestone Kilns and Big Ben Redwood

    5.0
    8 mi / 1500 ft gain
    Henry Cowell Redwood State Park is a super easy destination to get to from Santa Cruz, but the seclusion of the Fall Creek Unit makes this a big bang for buck hike. This hike will take you to Big Ben, a medium sized old growth Redwood, and the abandoned Henry Cowell Lime and Cement Company Kilns ...
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  • Felton, California

    Hike Fall Creek at Henry Cowell SP

    5.0
    9.7 mi / 2191 ft gain
    This quiet 10 mile hike features a winding creek and tall redwoods throughout the trail.  The parking at the Fall Creek Trailhead is limited, so it is best to get there before 10am.  There are redwoods very close to the trail and a good portion is alongside the creek.  Most of the trail is dirt, ...
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  • San Francisco, California

    Lands End Trail

    4.7
    3.26 mi / 500 ft gain
    The Lands End Trail is a 3.26 mile out-and-back hike located in the northwest corner of San Francisco along the city's rugged coastline. Offering spectacular views of the Golden Gate Bridge, Marin Headlands, and the Pacific Ocean, the hike is one of the most popular trails in San Francisco for ...
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  • San Francisco, California

    Mile Rock Beach

    4.7
    1.64 mi
    This rocky, secluded beach is tucked in along the Land’s End Coastal Trail in the Golden Gate National Recreation Area. Located 100 or so steps down from the main trail, you’ll find this mysterious little beach that will make you feel like you’re in an old pirate movie. There are a lot of logs an...
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  • Oakland, California

    East & West Ridge Loop

    4.5
    3.47 mi / 833 ft gain
    Tucked away in the hills of Oakland, you will find one of the homes of California's Coastal Redwoods. Created by a unique geographical circumstance, this forest breathes winds funneled through the Golden Gate across the bay, which created environment opportune for Redwood growth. These Redwoods a...
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  • San Francisco, California

    Batteries to Bluffs Trail

    4.8
    2.33 mi / 417 ft gain
    The Batteries to Bluffs Trail in the Presidio is a true gem of San Francisco. It has everything you could want in a hike: a sea-side path along the ocean, relatively easy parking, gorgeous views of the Golden Gate Bridge, and a secluded beach that's perfect for picnics, sunbathing, and enjoying t...
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  • San Jose, California

    Explore Santa Teresa County Park

    4.5
    8.3 mi / 2053 ft gain
    The Santa Teresa County Park loop is perfect for wildlife viewing! Be ready to see deer, coyote, hawks, turkeys, pigs and cows. The trail is rated as moderate - be cautious with mud if you are visiting the park after a rain shower. Dogs are allowed in the park, but must be kept on leash.  There i...
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  • Felton, California

    Redwood Grove Loop

    4.0
    0.93 mi / 144 ft gain
    Henry Cowell Redwoods State Park is located just a few miles north of the city of Santa Cruz, along Highway 9. The park is home to an array of hiking and biking trails, but the crown jewel of the park is the Redwood Grove Loop Trail, which is only a 1/4 mile in from the park's entrance. Many peo...
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  • Felton, California

    Observation Deck Loop in Henry Cowell Redwoods SP

    4.3
    5.3 mi / 869 ft gain
    The trail starts at the Henry Cowell Redwoods State Park Visitors Center. Grab a map in the center, as your hike has you turning onto a few different trails to get to the observation deck.  Starting at the Redwood Grove Loop Trail, follow the trail until it connects with the Pipeline Road Trail ...
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