Pleasanton, California

Looking for the best running 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 Running Spots in and near Pleasanton

  • San Mateo, California

    Sugarloaf Mountain

    5.0
    1.64 mi / 417 ft gain
    Sugarloaf is tucked away in Laurelwood Park which is located in a residential neighborhood right off of Hwy 92 in San Mateo, making this a great hiking & trail running option for Peninsula residents. I always park on Glendora Dr. and follow the paved path down towards the playground. At the ...
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  • Martinez, California

    Muir Farm And Mount Wanda: John Muir Nature Trail

    5.0
    2.59 mi / 512 ft gain
    Muir Farm And Mount Wanda: John Muir Nature Trail is a loop trail located near Martinez, California.
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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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  • Woodside, California

    Meadow & Bear Gulch Loop

    5.0
    4.57 mi / 1089 ft gain
    Located in the iconic Silicon Valley town of Woodside, Wunderlich County Park offers a number of hiking trails as well as some horseback riding trails through the wilderness.  Once in the parking lot, you will see a number of stables, riding ring, as well as a beautiful historic stable that was ...
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  • Redwood City, California

    Crystal Springs Trail Loop

    4.0
    5.4 mi / 1227 ft gain
    This is a great hike for any season of the year, with rushing streams during the winter, wildflowers in the spring, and cool, shaded canyons during the summer. Starting from near the Zwierlein Picnic area, take the Crystal Springs to the left into the redwood forest. Stay straight at the next tr...
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  • San Mateo County, California

    Sawyer Camp Trail

    5.0
    11.61 mi / 1152 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 eas...
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  • Los Altos, California

    Stevens Creek & Canyon Loop

    4.5
    2.77 mi / 446 ft gain
    This hike is best done in the late fall, winter, and spring so that the creek is running and the hills are green. Starting at the preserve parking lot, the first half of the hike is predominantly downhill. At the main trailhead, start in the direction of the Stevens Creek Nature Trail, as told by...
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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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  • 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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  • Redwood City, California

    Whittemore Gulch and Harkins Ridge Loop Trail

    4.6
    6.43 mi / 1772 ft gain
    There are two places to park for this specific loop- the main parking area on Highway 35 (Skyline Boulevard) and a smaller parking lot on the western end of the park. I would recommend parking at whichever is closest. Find directions to both on Openspace.org. From the main parking lot, the trail...
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  • Redwood City, California

    Whittemore Gulch and Purisima Creek Loop Trail

    9.27 mi / 2165 ft gain
    The Whittemore Gulch and Purisima Creek Loop Trail, nestled in the scenic Purisima Creek Redwoods Open Space Preserve near Redwood City, California, is a popular choice for hikers looking for a moderately challenging yet rewarding experience. This 9-mile loop trail winds through lush redwood fo...
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  • Redwood City, California

    Old Growth Redwood Loop

    4.4
    5.68 mi / 1480 ft gain
    This hike starts at the parking lot of the El Corte de Madera Open Space Preserve. The lot is located roughly a mile south on Skyline Boulevard from the Skeggs Point Vista. From the parking lot, take the Methuselah Trail for 0.3 miles until you reach the Timberview Trail. Take this trail for anot...
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  • Redwood City, California

    Russian Ridge Loop

    4.5
    5.45 mi / 837 ft gain
    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 get your parking space, jump on the Ridge Trail and start gaining a little elevation while you head...
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  • San Francisco, California

    Coit Tower Stairs

    4.0
    0.49 mi / 200 ft gain
    There are 2 sets of stairs for Coit Tower on Sansome St. The first set is at Greenwich and the second is at Filbert. The Filbert steps are a little deeper per step and are mostly wood and concrete. The Greenwich steps are a little tougher because of the shallower, brick stairs as you get toward t...
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  • San Jose, California

    Senador Mine & Guadalupe Loop

    4.3
    4.83 mi / 863 ft gain
    The trails are well maintained and offer good visibility. The trail can be muddy after it rains, and does not have much shade (so bring extra water in the summer).  Dogs are allowed on this trail but must be kept on leash. Keep your eyes peeled for wildlife - this trail is frequently used for bi...
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