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

  • 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...
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  • Sunol, California

    Little Yosemite via Ohlone Road

    5.0
    2.17 mi / 207 ft gain
    Little Yosemite via Ohlone Road is an out-and-back trail that is good for all skill levels located near Sunol, California. The trail follows Alamdeda Creek along a wide gravel road with hills offering up better views of the creek at times.  Keep in mind this trail is very exposed and can get hot...
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  • Sunol, California

    Little Yosemite via Canyon View Trail

    3.9
    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...
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  • 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 ...
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  • 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...
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  • 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...
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  • Davenport, California

    Greyhound Beach and Greyhound Rock

    0.26 mi / 128 ft gain
    The 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 ...
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  • 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...
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  • 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.
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  • 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 ...
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  • 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...
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  • 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.
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  • 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...
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  • San Jose, California

    Senador Mine & Guadalupe Loop

    4.3
    4.83 mi / 863 ft gain
    The 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 bi...
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  • 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....
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  • 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.
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