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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

  • Redwood City, California

    Hike Russian Ridge

    4.5
    4 mi
    Russian Ridge offers a great place to jump on the trail and in the right season, see some of the best wildflowers blooming. On top of that, you get access to amazing views from the ridge. Once you hit your parking space, add a little extra warm up before jumping on the trail to make this 3.7-mil...
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  • La Honda, California

    Sam McDonald Park Loop

    5.0
    12.19 mi / 2192 ft gain
    The Pescadero Creek Park Complex is a great place to escape for a day or overnight hike in the heart of the Bay Area. You will need to get a permit to stay overnight - these can be attained on a first-come, first-serve basis from the ranger station. Most of the campsites here are also available f...
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  • San Mateo County, California

    Run Sawyer Camp Trail

    5.0
    12 mi / 300 ft gain
    The Sawyer Camp Trail is a popular paved trail that stretches alongside the Crystal Springs Reservoir all the way to Hillcrest Blvd. The sixth mile crosses over the San Andreas Dam with nice views of San Andreas Lake.There are markers every half mile which makes timing and tracking your run easy....
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  • La Honda, California

    Hike the Brook Trail Loop

    7.1 mi / 1500 ft gain
    The Brook Trail Loop is a beautiful hike, starting off in Sam McDonald County Park and later entering into Pescadero Creek County Park. This adventure can be done in any season, with the trails almost entirely shaded for even the hottest summer days. Starting off from the Heritage Grove trailhead...
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  • Half Moon Bay, California

    Hike the Cowell-Purisma Trail

    5.0
    7 mi / 400 ft gain
    This is a popular trail that has beach access to Cowell Ranch Beach.  Along the trail, there is a steep staircase that goes down to the beach.  The trail also features fields, a bridge, and beautiful views of California's rugged coastline.  This trail is paved in some parts, and can also be biked...
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  • Half Moon Bay, California

    Hike Along the Half Moon Bay Coastal Trail

    4.6
    5 mi / 104 ft gain
    Start at the visitor center along Kelly Avenue. Take note that the day parking fee is $10 in 2016 for each vehicle. You will then be able to enjoy both the Coastside Trail and Francis Beach (plus other beaches) with access to the amenities such as coin-operated showers and a semi-private beach.Th...
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  • Loma Mar, California

    Camp Under the Redwoods at Memorial Park

    With old growth redwoods and a creek swimming area, Memorial Park is a perfect escape from the hustle and bustle of the Bay Area. Memorial Park is only a few miles east of the town of Pescadero. To get here, you can either approach from Highway 1 and drive up Pescadero Creek Road or take Highway ...
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  • Loma Mar, California

    Bike Pescadero Creek County Park

    5.0
    12.5 mi / 1350 ft gain
    Pescadero Creek County Park and the connected Sam McDonald and Memorial Park are located deep in the Santa Cruz Mountains holding a vast network of secluded trails. From biking to backpacking, this area is a perfect place for a day or weekend adventure. This area also has the added bonus having r...
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  • Half Moon Bay, California

    Stroll along the Southern Beaches at San Gregorio State Beach

    4.0
    2.9 mi / 413 ft gain
    Not a trail per se, but approximately 3 miles (down and back) of beautiful beach to walk down. Lots of interesting caves, wild animals, and rock formations to discover. This is a popular location for sea kayakers. San Gregorio State Beach was originally founded to protect the estuary at the back ...
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  • La Honda, California

    Hike Peters Creek and Long Ridge

    4.0
    5.7 mi
    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

    Hike Deer Hollow Farm Trail

    4.0
    2.7 mi / 259 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 aroun...
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  • Burlingame, California

    Hike the Ed Taylor Loop Trail in Mills Canyon

    4.0
    1.4 mi / 300 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 t...
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  • La Honda, California

    Hike through Portola Redwoods State Park

    4.8
    7 mi
    Like redwood hikes? We do too, they're always very scenic and take you away from the hustle and bustle of the bay area. Not to mention, they also stay cool during the summer months. If you want a hike in the middle of the peninsula, this is a great bet.When starting this hike, head out from headq...
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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

    Hike the Seven Springs Trail Loop

    2.8 mi / 500 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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