Portola Valley, California

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

Top Hiking Spots in and near Portola Valley

  • 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
  • Felton, California

    Fall Creek Trail

    5.0
    7.21 mi / 1096 ft gain
    This quiet 10 mile hike features a winding creek and tall redwoods throughout the trail.  The parking at the Fall Creek Trailhead is limited, so it is best to get there before 10am.  There are redwoods very close to the trail and a good portion is alongside the creek.  Most of the trail is dirt, ...
    Read more
  • Felton, California

    Limestone Kilns and Big Ben Redwood Loop

    5.0
    8.37 mi / 1598 ft gain
    Henry Cowell Redwood State Park is a super easy destination to get to from Santa Cruz, but the seclusion of the Fall Creek Unit makes this a big bang for buck hike. This hike will take you to Big Ben, a medium sized old growth Redwood, and the abandoned Henry Cowell Lime and Cement Company Kilns ...
    Read more
  • 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.
    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
  • Sunol, California

    Hike the Pleasanton Ridge Trail

    4.3
    6.4 mi / 1443 ft gain
    Pleasanton Ridge Trail is a 6.4 mile loop. The loop is shared by dog walkers, trail runners, hikers, mountain bikers and horseback riders. From the ridge your viewpoints will include Mount Diablo and the San Francisco Bay.  This hike from the Foothills Staging Area is an excellent introduction ...
    Read more
  • Felton, California

    Redwood Grove Loop

    4.0
    0.93 mi / 144 ft gain
    Henry Cowell Redwoods State Park is located just a few miles north of the city of Santa Cruz, along Highway 9. The park is home to an array of hiking and biking trails, but the crown jewel of the park is the Redwood Grove Loop Trail, which is only a 1/4 mile in from the park's entrance. Many peo...
    Read more
  • Felton, California

    Observation Deck Loop in Henry Cowell Redwoods SP

    4.3
    5.3 mi / 869 ft gain
    The trail starts at the Henry Cowell Redwoods State Park Visitors Center. Grab a map in the center, as your hike has you turning onto a few different trails to get to the observation deck.  Starting at the Redwood Grove Loop Trail, follow the trail until it connects with the Pipeline Road Trail ...
    Read more
  • Pleasanton, California

    Courdet Trail and Schuhart Trail

    5.24 mi / 1122 ft gain
    This is a 5+ mile out and back trail through the hills in the South Bay. The beginning of the hike has a steeper incline and then becomes more gradual later on. There is a beautiful views of the South Bay that are enjoyable in the day, but are fantastic in the evening. Some areas of the trail hav...
    Read more
  • Scotts Valley, California

    Lodato Loop Trail

    5.0
    1.24 mi / 315 ft gain
    Lodato Loop Trail is a loop trail that is moderately difficult located near Scotts Valley, California.
    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
  • 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
  • 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...
    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
  • Scotts Valley, California

    Panther Beach

    5.0
    0.27 mi / 22.97 ft gain
    Panther Beach: Santa Cruz's Hidden Coastal Gem Panther Beach is a stunning, secluded beach nestled among rocky cliff sides along California's Highway 1. This is a great place to catch an awesome sunset, and there's even some decent bouldering on the beach archway for climbing enthusiasts. Beach...
    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