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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

  • San Francisco, California

    Bayview Hill Loop

    4.0
    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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  • Portola Valley, California

    Sunrise Hike at Windy Hill

    5.0
    There are a few options to this hike. Usually I would recommend parking in the lot on Portola Road, but because the preserve doesn't open until 30 minutes before sunrise, it's best to park up on Skyline Boulevard (Highway 35). There are two places to park up on Skyline, but the main parking lot i...
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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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  • Redwood City, California

    Hike Whittemore Gulch at Purisima Creek Redwoods OSP

    4.0
    9.3 mi / 2109 ft gain
    This trail starts out going downhill towards the ocean for the first half, which makes for a tough end to the hike as you trek back up the ridge.  However, there are nice ocean and hilltop views that are worth the climb. On this trail, you'll pass 60+ banana slugs if conditions are right. They ar...
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  • Redwood City, California

    Hike Purisima Creek Redwoods OSP

    4.6
    7 mi
    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

    Hike or Bike the Old Growth Redwood Loop at El Corte de Madera

    4.4
    8.8 mi / 1900 ft gain
    This hike starts at the middle parking lot of the El Corte de Madera Open Space Preserve. The middle 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 ...
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  • 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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  • San Francisco, California

    McLaren Park: Philosopher's Way Loop

    5.0
    2.25 mi / 315 ft gain
    Beyond McLaren's family friendly playgrounds and picnic areas, there are miles of trail to explore. The Philosopher's trail is a well-marked loop (notice the stone markings along the trail with arrows etched into them). There are several parking lots available where you can jump onto the loop. No...
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  • Los Gatos, California

    Hike Los Gatos Trail to Jones Trail Loop

    3.8 mi / 511 ft gain
    This trail winds its way along the Los Gatos Creek and ends at the Lexington Reservoir before looping back to the start. It is 3.8 miles and makes for a great way to get exercise and relax in nature. You can hear the creek as you hike, and can even go down to it. There is a lot of green foliage t...
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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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  • San Francisco, California

    Bernal Heights Park

    4.7
    0.95 mi / 128 ft gain
    Bernal Heights Park is an excellent week night adventure for those who need an escape from the city. Sit atop this small, grassy peak in peace and look out over the San Francisco skyline. Park on the street bordering the park and follow a pathway that leads up to the top. You will be instantly g...
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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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  • Daly City, California

    San Bruno Mountain

    4.0
    3.63 mi / 781 ft gain
    San Bruno Mountain is a fun, mellow hike that climbs easily on a well-graded path to the ridge line, and then drops back to the trailhead. Along the way, the trail runs along a creek, ascends through chaparral, and provides excellent views of downtown San Francisco, the East Bay hills, and the Sa...
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  • San Jose, California

    Hike the Quicksilver Trail

    4.3
    5.1 mi / 915 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 bir...
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  • Redwood City, California

    Hike the Methuselah and El Corte De Madera Creek Loop

    6.2 mi / 1800 ft gain
    This loop hike will provide people with the opportunity to experience the tranquility of the lower canyons of the preserve, which tend to be more isolated than the heavier-trafficked trails that are closer to the main highway. Be warned that this hike is fairly strenuous because of the large amou...
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  • Sanborn County Park, California

    Hike Sanborn County Park via the San Andreas Trail

    4.0
    4.2 mi / 1282 ft gain
    This is a moderately rated 4.2 mile trail that winds through the redwoods west of Saratoga.  It features a dirt trail with tall trees and a creek.  The hike is very tranquil and there is lot s of greenery.  There are big rocks in the creek that can you can sit on.  People often meditate here as i...
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