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

  • Palo Alto, California

    Arastradero Preserve: Juan Batista & Meadowlark Loop

    3.0
    4.65 mi / 597 ft gain
    Getting There: From Hwy 280, take the Page Mill Road exit and head West on Page Mill Road, away from Downtown Palo Alto (if you're taking 101, exit on Oregon Expressway). Then turn right on Arastradero Road. There will be a small sign indicating the dirt parking lot on the eastern side of the st...
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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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  • Emerald Hills, California

    Edgewood Loop

    4.0
    3.29 mi / 607 ft gain
    Edgewood Park and Natural Preserve rests in San Mateo County, California. The sweeping hillsides exemplify the true native flora of California, as the foundation of rock and soil is poor in nutrients. Only a few specialized native plants are adapted to live here--don't miss the unique wildflower ...
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  • Emerald Hills, California

    Sylvan Loop Trail

    2.53 mi / 522 ft gain
    Sylvan Loop Trail is a loop trail where you may see wildflowers located near Redwood City, California.
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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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  • Redwood City, California

    Cordilleras & Dusty-Footed Woodrat Loop

    3.7
    3.83 mi / 676 ft gain
    Getting there: exit Highway 280 at Edgewood Road, travel .75 miles east, turn left on Crestview Drive, then immediately left again on Edmonds Road. Once parked, there are several different path options through the park. All of them connect in a large loop, and return to the parking lot. The Cord...
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  • Santa Clara County, California

    Black Mountain via Rhus Ridge Trail

    9.75 mi / 2992 ft gain
    Just outside of Los Altos is a very long ridge of mountains, one of which is Black Mountain.  This is a very dry hike, with no tree canopy, so it can get very hot! Be aware that this can make the hike feel a lot more difficult with the sun beating down on you. Follow Rhus Ridge Trail to Black Mo...
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  • Redwood City, California

    Hassler Loop Trail

    4.0
    1.48 mi / 289 ft gain
    Experience the natural beauty of the San Francisco Peninsula on the scenic Hassler Loop Trail, a 1.5-mile moderately challenging hiking trail nestled in Redwood City's Emerald Hills neighborhood. This beloved local trail offers hikers, nature enthusiasts, and outdoor adventurers a perfect blend...
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  • Berkeley, California

    Hidden Waterfall in Codornices Park

    4.0
    0.5 mi
    Park along the street in front of Codornices Park in Berkeley. Follow the stream to the left of the playground. Take the path up the hill to the right (don't head over the bridge on the left). Keep walking up multiple concrete stairs. After the first flight of stairs you'll see a path on the left...
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  • Orinda, California

    Wildcat Peak Loop

    4.0
    5.89 mi / 1050 ft gain
    From Inspiration Point, head toward Nimitz gate. Once you pass through the gate, keep an eye out for Curran Trailhead; this is the trail you'll be starting on. After about 1/8 of a mile, you'll reach a junction with the Meadows Canyon Trail. Turn right onto this trail to continue the loop. This p...
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  • Berkeley, California

    Wildcat Peak via Nimitz Way

    4.7
    4.16 mi / 459 ft gain
    Tilden Park is a beautiful recreational area with scenic hiking trails, a swimming lake, small animal farm, a steam train and botanical gardens. The versatility of this park makes it very family and kid friendly, and those who are looking for a moderate hike within the park have almost forty mile...
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  • Berkeley, California

    Seaview and Big Springs Loop

    4.5
    4.28 mi / 1007 ft gain
    The trail is dog and horse friendly, and many trail loops make Tilden Regional Park fun for families and those of any skill level. The Seaview and Big Springs Trail loop is typically used by avid hikers, trail runners, or mountain bikers. The first half of the trail is exposed to the sun and rock...
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  • Los Altos, California

    Foothills Park: Boronda Lake

    3.0
    0.93 mi / 0 ft gain
    Situated in the hills above Palo Alto; Foothills Park is the perfect spot to spend the day outdoors. With hiking, fishing, picnic areas, wide open fields, and expansive views of the Bay Area, this hidden gem is a must visit. Foothills Park is 2.7 miles west of 280 after exiting Page Mill. After ...
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  • 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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