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

  • La Honda, California

    Peters Creek and Long Ridge

    4.0
    5.5 mi / 1007 ft gain
    From the parking lot, take the connector trail towards the Peters Creek Trail for 0.4 miles. As you descend into a small valley, notice the sound of running water that appears. When you reach the first trail intersection, turn left on the Peters Creek trail. This will give you your first encounte...
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  • Rancho San Antonio Open Space Preserve, California

    Deer Hollow Farm Trail

    4.0
    2.46 mi / 312 ft gain
    Rancho San Antonio Open Space Preserve has many beginner to intermediate hiking trails.  Deer Hollow Farm Trail Loop is a hiking trail for beginners, families, or anyone wanting to go on a short hike with nice views of the bay. The trail passes by a farm and deer can often be seen wandering arou...
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  • Cupertino, California

    Black Mountain via PG&E, Quarry and Black Mountain Trail

    3.0
    11.72 mi / 3901 ft gain
    Black Mountain via PG&E, Quarry and Black Mountain Trail is an out-and-back trail where you may see wildflowers located near Cupertino, California.
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  • La Honda, California

    Portola Redwoods State Park Loop

    4.8
    8.21 mi / 1924.54 ft gain
    Take in the best of Portola Redwoods State Park: towering redwoods, a waterfall, wildflowers, and a mix of narrow singletrack and wide old logging roads. This loop comes in around 8 miles, with a shorter 5-mile option if you’re looking for something more mellow. Redwood hikes are always a trea...
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  • Burlingame, California

    Bayside Park to Robert E Woolley State Park Loop

    4.5
    2.06 mi / 20 ft gain
    Bayside Park to Robert E Woolley State Park Loop is a loop trail that takes you past scenic surroundings located near Burlingame, California.
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  • Burlingame, California

    Mills Canyon Nature Area Trail Loop

    4.0
    1.45 mi / 331 ft gain
    Nestled within Burlingame, California, the Mills Canyon Nature Area Trail Loop offers hikers a serene escape into nature. This approximately 1.5-mile loop meanders through diverse landscapes, including mixed woodlands and grasslands, providing opportunities for birdwatching and enjoying native ...
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  • Burlingame, California

    Ed Taylor Loop Trail

    4.0
    1.42 mi / 295 ft gain
    This hike can be done at any time of year. Hiking in winter and spring means that many varieties of wildflowers will be present, and the creek will have much more water. Summer and fall mean higher temperatures and drier conditions, but the hike is still a pleasant experience. Begin the hike at ...
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  • Millbrae, California

    Sawyer Camp Trail: San Andreas Lake to Lower Crystal Springs Reservoir

    4.0
    5.35 mi / 354 ft gain
    Sawyer Camp Trail: San Andreas Lake to Lower Crystal Springs Reservoir is an out-and-back trail where you may see beautiful wildflowers located near Millbrae, California.
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  • Half Moon Bay, California

    Catch the Sunset at Maverick's Beach

    5.0
    1 mi
    Maverick's beach is most well-known for the Maverick surf competition and the gnarly waves which surface here in the winter months. For the rest of the year, the beach is still a site to see. With huge waves crashing ¼ mile off shore and bluffs towering 100 feet above you, it’s a picturesque plac...
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  • Moss Beach, California

    Pillar Point Bluff Loop

    4.7
    1.84 mi / 154 ft gain
    Sitting on a 140 acre bluff top, the Pillar Point Bluffs are a simple, easy hike with breathtaking views throughout. The bluffs are 22 miles from San Francisco – a 30 minute drive depending on the traffic. There is a small 10 car or so parking lot off of Airport Blvd, but there are two additional...
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  • Saratoga, California

    Seven Springs Trail Loop

    2.75 mi / 541 ft gain
    The Seven Springs loop is only one great option of several in the preserve. Starting from the Prospect Rd parking lot the loop is 2.8 miles of rolling hills in and out of the shade. Most of the trail is at least 2 person width so easy to walk with a friend or furry companion. There have been larg...
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  • San Jose, California

    Alviso Slough Loop

    3.0
    8.76 mi / 256 ft gain
    This tranquil 20.6 acre park is open year round from 8am to sunset. It’s the gateway to the Don Edwards San Francisco Bay National Wildlife Refuge. It is filled with boardwalks, trails, and all kinds of wildlife. I went here with the sole intent of catching a pretty sunset after a long week.  I g...
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  • San Bruno, California

    Live Oak to Buckeye and Quail Loop

    4.0
    1.03 mi / 148 ft gain
    Live Oak to Buckeye and Quail Loop is a loop trail that is good for all skill levels located near San Bruno, California.
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  • Moss Beach, California

    Cypress Tree Tunnels at Moss Beach

    4.5
    0.79 mi / 105 ft gain
    The Cypress Tree Tunnels are a quick jaunt from San Francisco (22 miles) and make for a great half-day trip. Getting here depends on traffic, but 30 minutes from the center of the city is doable. Parking is relatively easy. You can either park at the south end of the area at the Cypress Cove entr...
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  • Pescadero, California

    Camp at Butano State Park

    Butano State Park definitely flies under the radar. But for those who love quick escapes, small crowds, fun hikes, and beautiful redwoods, it's a favorite. The park features miles of hiking trails, 21 drive-in campsites and 18 walk-in campsites. Restrooms with running water are provided. Drinking...
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  • Pescadero, California

    Little Butano Creek Trail

    2.2 mi / 341 ft gain
    This short hike follows Little Butano Creek through a lush redwood forest. The trail crosses the creek multiple times as you walk over redwood pine needles and through pockets of ferns. Dogs can join on this trail, but must be on leash. To get back to your car, continue the loop along Butano Cre...
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