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
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Castro Valley, California
Lake Chabot Regional Park Loop
4.08.65 mi / 1263 ft gainLooking 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 -
Daly City, California
San Bruno Mountain
4.03.63 mi / 781 ft gainSan 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 -
Daly City, California
Mussel Rock Loop
4.01.95 mi / 322 ft gainMussel 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
Hike to Limestone Kilns and Big Ben Redwood
5.08 mi / 1500 ft gainHenry 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 -
Felton, California
Hike Fall Creek at Henry Cowell SP
5.09.7 mi / 2191 ft gainThis 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 -
San Francisco, California
Bayview Hill Loop
4.01.24 mi / 184 ft gainBayview 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
5.02.25 mi / 315 ft gainBeyond 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
4.36.4 mi / 1443 ft gainPleasanton 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
4.00.93 mi / 144 ft gainHenry 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
4.35.3 mi / 869 ft gainThe 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 gainThis 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 -
San Jose, California
Explore Santa Teresa County Park
4.58.3 mi / 2053 ft gainThe 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
4.74.53 mi / 180 ft gainLake 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 gainNestled 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
4.70.95 mi / 128 ft gainBernal 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
4.71.81 mi / 253 ft gainFort 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