Woodside, California
Looking for the best hiking in Woodside? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Woodside. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Woodside
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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 -
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
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 -
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 -
Sunol, California
Little Yosemite via Canyon View Trail
4.03.01 mi / 705 ft gainPlease 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 -
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 -
San Francisco, California
Glen Canyon Park Trail
5.01.76 mi / 394 ft gainGlen 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 -
San Francisco, California
Mount Davidson
4.51.03 mi / 299 ft gainMount 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 -
Davenport, California
Hike around Greyhound Beach and Climb Greyhound Rock
0.7 mi / 0 ft gainThe trailhead is at the Greyhound Rock State Marine Conservation Area which is directly off Highway 1. There is a large paved parking lot with a good amount of trees so finding a shady parking spot isn't that difficult (if that's important to you). The parking lot is located on the beach cliffs ...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
North Rim Trail to Eagle Rock
5.01.94 mi / 240 ft gainNorth 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
Tank Hill
4.30.14 mi / 49 ft gainLooking 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
4.02.04 mi / 259 ft gainThere 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
Vulcan Steps
5.00.18 mi / 79 ft gainVulcan Steps is an out-and-back trail that takes you past scenic surroundings located near San Francisco, California.Read more -
San Francisco, California
Corona Heights Park
5.00.65 mi / 115 ft gainCorona 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 Jose, California
Hike the Quicksilver Trail
4.35.1 mi / 915 ft gainThe trails are well maintained and offer good visibility. The trail can be muddy after it rains, and does not have much shade (so bring extra water in the summer). Dogs are allowed on this trail but must be kept on leash. Keep your eyes peeled for wildlife - this trail is frequently used for bir...Read more