Outbound Collective logo

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

  • Half Moon Bay, California

    Purisima Creek Trail and Craig Britton Trail Loop

    4.0
    6.95 mi / 1411 ft gain
    This hike is perfect for any time of year, always staying cool because it is near the coast, and there are multiple creeks that flow year-round. Even on foggy days, the fog condenses on trees to make it seem like it is "raining." Be warned that this hike has a lot of elevation change and is stre...
    Read more
  • San Francisco, California

    Glen Canyon Park Trail

    5.0
    1.76 mi / 394 ft gain
    Glen Canyon Park Trail is a loop most commonly used for running or hiking in the southwestern side of San Francisco, California. Parking for the loop is street parking, so be sure to take any valuables out of the car with you.  Note: There are restrooms available at the Glen Canyon Recreation Ce...
    Read more
  • Richmond, California

    Hike the Wildcat Canyon Loop

    4.0
    10.5 mi / 2300 ft gain
    Starting off on Wildcat Creek Trail, the trail is wide and rolling. After about 4 miles make a left on Jewel Trail, then onto Sylvan Trail. Another left puts you on Wildcat Peak Trail. Be sure to check your map, as many trails intersect here. Wildcat Peak Trail runs into Nimitz Way, at which poin...
    Read more
  • San Francisco, California

    Corona Heights Park

    5.0
    0.65 mi / 115 ft gain
    Corona Heights Park is a park located north of the Castro and South of Buena Vista Park. The peak of the hill is windy, but it offers an unobstructed panoramic view of the city of San Francisco from downtown to Twin Peaks. It is perfect for taking panoramic pictures of San Francisco at night. Y...
    Read more
  • San Francisco, California

    Vulcan Steps

    5.0
    0.18 mi / 79 ft gain
    Vulcan Steps is an out-and-back trail that takes you past scenic surroundings located near San Francisco, California.
    Read more
  • San Bruno, California

    Sweeney Ridge via Sneath Lane

    4.5
    3.88 mi / 646 ft gain
    Starting from the parking lot on Sneath Lane Trail, you’ll head through the gate and continue on the path up Sweeney Ridge. This is a 5.7 mile out-and-back trek. There is a 600 ft. elevation gain, which comes mainly in the first 1.5 miles of the trail. Your legs and lungs may hurt a bit, but if t...
    Read more
  • San Francisco, California

    Tank Hill

    4.3
    0.14 mi / 49 ft gain
    Looking for a cool, under-the-radar spot that’s perfect for picnics, chilling out, and chasing the sunset? Look no further than Tank Hill. This little gem of a mini-park is 650 feet high and tucked away in Cole Valley. It’s so small that many maps of San Francisco don’t even include it. To get ...
    Read more
  • San Francisco, California

    Twin Peaks Loop

    4.0
    2.04 mi / 259 ft gain
    There are a ton of ways to get here (and obviously that can affect the total distance) but this is starting from Clarendon. Follow along up Twin Peaks boulevard where you'll see the peaks upon your approach. Keep an eye out for traffic as there may be visitors driving toward and away from Twin Pe...
    Read more
  • San Francisco, California

    Mount Davidson

    4.5
    1.03 mi / 299 ft gain
    Mount Davidson Park is located in the southwestern part of the city nestled between Diamond Heights and Portola Dr. The climb isn't too difficult, but to reach the top of the 928ft summit, you should wear close-toed shoes and be ready for some loose gravel or mud if it's been raining. The hike is...
    Read more
  • Saratoga, California

    Backpack Castle Rock State Park

    4.7
    Castle Rock Trail Camp has a different policy than other backcountry camps in the area (i.e. campsites along Skyline to the Sea). This campground is open all year and is available on a first come, first served basis. If you can, grab a spot a Frog Flat Camp. To get to the camp, park your car at t...
    Read more
  • Los Gatos, California

    Hike the Saratoga Gap Trail

    4.6
    4.7 mi
    The Saratoga Gap Trail is relatively lightly trafficked trail that is good year round, although waterfalls peak in late winter and spring. Overall, this 4.7 mile partial loop hike is moderate, with about 1000 feet in elevation change. Trailhead elevation is about 3090 feet. The featured hike desc...
    Read more
  • San Francisco, California

    Mount Sutro Open Space Reserve Loop

    4.4
    2.14 mi / 617 ft gain
    The Mount Sutro Open Space hike is one of those gems that's just hiding in plain site. Most people live in San Francisco for years without ever knowing this hike even exists - which is totally fine with us. This 2+ mile loop is an easy, quick way to get back in touch with nature after a long day....
    Read more
  • San Francisco, California

    Fairy Gates Trail

    5.0
    0.89 mi / 328 ft gain
    Fairy Gates Trail is an out-and-back trail that takes you through a nice forest located near San Francisco, California.
    Read more
  • 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...
    Read more
  • San Francisco, California

    Lover's Lane, Ecology, Mountain Lake Trail Loop

    4.5
    2.04 mi / 344 ft gain
    Tucked into a corner of the Golden Gate National Recreation Area is the Presidio, a beautiful little oasis of forests, beaches, and sweeping views that locals love. While the coastal trails get most of the attention here, the park covers 300 acres of prime real estate with lots of notable attract...
    Read more
  • Pacifica, California

    Milagra Overlook Trail

    5.0
    2.51 mi / 558 ft gain
    Found this hike with some friends after spending some time googling in my car when we were in the area looking for a quick hike with a view!   Dog friendly Free parking (but quite limited) Ocean views Known to have gorgeous wildflower blooms (we were not there during this)Porta-potty type toilet...
    Read more