Outbound Collective logo

San Mateo County, California

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

Top Hiking Spots in and near San Mateo County

  • 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...
    Read more
  • 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...
    Read more
  • Fremont, California

    Mission Peak via Hidden Valley Trail

    4.2
    6.16 mi / 2116 ft gain
    Breathtaking views of the Bay Area are your reward for making this climb to the top of Mission Peak. It’s a 3-mile trek to the top of the peak and then back down the same way. This is a moderate hike that provides a nice workout – so be prepared. Park at the Stanford Avenue entrance gate. There ...
    Read more
  • Daly City, California

    Mussel Rock Loop

    4.0
    1.95 mi / 322 ft gain
    Mussel rock, a three-story, 50 million year old rock that has been carried some 500 miles northwest from Southern California, is where the San Andreas fault meets the Pacific Ocean. It's also an excellent spot to drink some wine and catch a sunset. From San Francisco, take Highway 1 south towar...
    Read more
  • 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...
    Read more
  • San Francisco, California

    San Francisco Crosstown Trail

    5.0
    16.71 mi / 1975 ft gain
    The San Francisco Crosstown Trail runs point-to-point from Candlestick Point to Land End. The SF Crosstown Trail officially opened in 2014.  It connects park trails to neighborhoods and communities.  In it's in entirety it's almost 17 miles long with 5 Sections available for those looking to bre...
    Read more
  • Santa Cruz, California

    Hike Natural Bridges to Lighthouse Field

    3.5
    4.8 mi / 121 ft gain
    This is a paved trail that can be used for hiking, jogging, or walking.  It offers over 2 miles of beautiful California coast.  Walk through flowers, see the jagged cliffs, and of course the lighthouse at the end!  This walk can be done from either direction.  Start at Natural Bridges and head We...
    Read more
  • 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.
    Read more
  • San Jose, California

    North Rim Trail to Eagle Rock

    5.0
    1.94 mi / 240 ft gain
    North Rim Trail to Eagle Rock is an out-and-back trail that takes you past scenic surroundings located near San Jose, California.
    Read more
  • 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...
    Read more
  • 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...
    Read more
  • San Francisco, California

    Lake Merced Loop

    4.7
    4.53 mi / 180 ft gain
    Lake Merced Loop is a loop trail in the southwestern part of San Francisco. This trail is used for running and walking. You'll see plenty of people getting exercise or taking their dog for a stroll. There are also benches and tables around the loop. The lake itself is fresh water and is used for...
    Read more
  • 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...
    Read more
  • Sunol, California

    Little Yosemite via Canyon View Trail

    4.0
    3.01 mi / 705 ft gain
    Please note this is a fragile ecosystem and watershed. There is NO swimming allowed in Alameda Creek and trespassing is prohibited on Water Department lands that are not accessible to the public. You can learn more about the restrictions and the area at ebparks.org.  After entering the kiosk you...
    Read more
  • San Francisco, California

    Fort Funston Trail

    4.7
    1.81 mi / 253 ft gain
    Fort Funston is an SF gem I discovered when looking for a dog friendly hike near the city. Located west of Lake Merced, you'll find a gorgeous Northern California beach oasis where you and your dog can run wild and free :). Parking is located at the top of the park where you'll descend a steep se...
    Read more
  • Castro Valley, California

    Lake Chabot Regional Park Loop

    4.0
    8.65 mi / 1263 ft gain
    Looking for a fun day on a lake, but don't want to drive too far? We recommend heading out to the East Bay where you can combine a nice hike with an afternoon of fishing. This moderately challenging hike remains scenic throughout the 8.5 mile trek around the lake, and offers many opportunities fo...
    Read more