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Pleasanton, California

Looking for the best hiking in Pleasanton? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Pleasanton. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Pleasanton

  • 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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  • Fairfax, California

    Lake Lagunitas

    4.0
    1.6 mi / 176 ft gain
    Located near Fairfax, California, this trail is relatively flat and provides peaceful views of the lake as you pass over small creeks and groves of redwoods. It's good for all skill levels and is accessible year-round. It's a great trail for families and beginner mountain bikers.It can be a littl...
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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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  • Santa Cruz County, California

    Camp at Henry Cowell Redwoods Campground

    4.8
    / 665 ft gain
    Nestled in the Santa Cruz Mountains, Henry Cowell Redwoods State Park is a great weekend option for Bay Area residents. With approximately 30 miles of hiking trails, the incredible Garden of Eden swimming hole, and proximity to Santa Cruz - this campground is not to be missed! On sunny days, view...
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  • Stinson Beach, California

    Dipsea Trail to Steep Ravine Trail Loop from Stinson

    5.0
    5.99 mi / 1568 ft gain
    Dipsea Trail to Steep Ravine Trail Loop from Stinson is a loop trail that takes you by a waterfall located near Stinson Beach, California.
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  • San Rafael, California

    Terra Linda Sleepy Hollow Ridge Trail

    5.0
    5.85 mi / 1089 ft gain
    This San Rafael neighborhood trail is quite popular, but there is plenty of room for everyone and the parking is easy. After you park at the trailhead, you walk (or bike) up a relatively short and steep path that takes you to the beginning of the trail.  This hike takes you along a scenic ridge ...
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  • Stinson Beach, California

    Matt Davis-Steep Ravine Loop

    4.7
    6.62 mi / 1726 ft gain
    This loop is made up of three of the most popular Marin trails and for good reason. These trails offer not only expansive ocean views, but a variety of topography and environments. This 6+ mile loop offers up waterfalls, dense forests, redwoods, and open grasslands overlooking the pacific. Starti...
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  • Stinson Beach, California

    Matt Davis-Coastal Trail Loop

    4.7
    6 mi / 2231 ft gain
    This hike is an alternative to the famous Matt Davis to Steep Ravine Loop. The hike starts at Stinson Beach, just behind the fire Station. I recommend parking at the Beach parking lot. The Matt Davis trail is one of the best constructed trails I have ever seen. After 2.2 miles, turn left on the ...
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  • Soquel, California

    Land of Medicine Buddha Loop

    4.5
    5.74 mi / 915 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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  • Davenport, California

    Hike around Greyhound Beach and Climb Greyhound Rock

    0.7 mi / 0 ft gain
    The trailhead is at the Greyhound Rock State Marine Conservation Area which is directly off Highway 1. There is a large paved parking lot with a good amount of trees so finding a shady parking spot isn't that difficult (if that's important to you). The parking lot is located on the beach cliffs ...
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  • Stinson Beach, California

    Cataract Falls

    4.2
    2.81 mi / 1184 ft gain
    The Bay Area is home to many beautiful waterfalls, but Cataract Falls located about an hour north of San Francisco is one of the most stunning. Be sure to head out on this hike after a recent rain. Cataract Falls is a picturesque waterfall located in the Mt. Tamalpais Watershed near Stinson Be...
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  • Santa Cruz, California

    Hike the Rincon Fire Trail

    5.0
    1 mi / 300 ft gain
    The Rincon Fire Trail Starts at a small dirt parking lot next to CA-9 and traverses down the mountain to the San Lorenzo River Connecting with the Pipeline Trail. The trail can be a simple one of a mile out and back or up to 5 miles depending on your preference. The elevation will change by about...
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  • Fairfax, California

    Carson Falls

    4.0
    3.75 mi / 863 ft gain
    Are you tired of crowds on your hikes? First, shame on you for getting up so late and moving so slowly. Did you really need Philz before you got on the trail? Ok, now that you’ve been thoroughly chastised, let’s start planning a hike to the less-frequented Carson Falls. Like any of the falls in ...
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  • Aptos, California

    Hike to Nisene Marks' Maple Falls

    4.6
    8.5 mi / 900 ft gain
    As you enter the park, you'll need to pay $8 for parking via a self-pay envelope, so it's recommended that you bring exact change. At the park booth, be sure to grab a map. The hike can be a little tricky with no cell service and limited trail signage. Once you've grabbed your map, keep driving p...
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  • Gilroy, California

    Redfern Pond via Hunting Hollow

    5.0
    7 mi / 1263 ft gain
    Henry W. Coe State Park, northern California's largest, provides outdoor enthusiasts with over 89,000 acres of land to explore, as well as 22,000 acres of designated wilderness area. With all of this space, the outdoor adventures are seemingly endless. We recommend a multi-day backpacking trip to...
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