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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

  • Moss Beach, California

    Cypress Tree Tunnels at Moss Beach

    4.5
    0.79 mi / 105 ft gain
    The Cypress Tree Tunnels are a quick jaunt from San Francisco (22 miles) and make for a great half-day trip. Getting here depends on traffic, but 30 minutes from the center of the city is doable. Parking is relatively easy. You can either park at the south end of the area at the Cypress Cove entr...
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  • Moss Beach, California

    Fitzgerald Marine Reserve

    5.0
    0.89 mi / 46 ft gain
    Located beside a residential neighborhood, Fitzgerald Marine Reserve offers a rare glimpse of life in the northern California intertidal zones. There are parking spaces and restrooms available, as well as ranger-led guided tours. Be sure to check the tide charts and go during low tide (preferab...
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  • Pacifica, California

    Montara Mountain Trail

    5.0
    6.77 mi / 1900 ft gain
    Montara Mountain Trail is a loop trail that takes you through a forest out to ocean views at the top of Montara Mountain. This hike located near Pacifica, California. and can be accessed from Highway 1 as well. If you're looking to do a similar loop hike from the coast, consider Montara Mountain ...
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  • Half Moon Bay, California

    McNee Ranch to Planet of the Apes

    4.88 mi / 1427 ft gain
    McNee Ranch to Planet of the Apes is a 4.8 mile trail located near Montara State Beach that offers ocean views when it is not too cloudy.  You can get amazing views when you hike up above the clouds.  This hike follows one of the main trails up the mountain, but there are many smaller trails to e...
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  • Half Moon Bay, California

    Gray Whale Cove Loop

    5.0
    1.22 mi / 518 ft gain
    Starting at the parking lot adjacent to Gray Whale Cove State Beach, proceed to the start sign indicating "Grey Whale Cove Trail". GWCT is a fun brisk hike with slight elevation gain that should be easy enough to take a small group or even children to. Take note of the tight spaces you may encou...
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  • Half Moon Bay, California

    Gray Whale Cove Trail

    4.5
    2.23 mi / 367 ft gain
    Gray whale cove trail is a splendid, short, and easy hike for the entire family with beautiful ocean views. The starting point is conveniently located near a parking lot that accesses Montara State Beach. From the south end of the parking lot, follow the trail up through the coastal scrub. Within...
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  • Half Moon Bay, California

    Montara Mountain North & Middle Peaks Loop

    4.3
    7.22 mi / 1929 ft gain
    NOTE: as of 2019, North Peak has been fenced off around the installation of a radio tower and weather station. Additionally, the summit has been found to be a habitat for the endangered San Bruno elfin butterfly. The Gray Whale Cove State Beach is a popular seaside trail that’s just 20 minutes s...
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  • 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 ...
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  • San Bruno, California

    Sweeney Ridge via Sneath Lane

    4.5
    3.88 mi / 646 ft gain
    Starting from the parking lot on Sneath Lane Trail, you’ll head through the gate and continue on the path up Sweeney Ridge. This is a 5.7 mile out-and-back trek. There is a 600 ft. elevation gain, which comes mainly in the first 1.5 miles of the trail. Your legs and lungs may hurt a bit, but if t...
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  • Pacifica, California

    Mori Point Loop

    4.8
    2.54 mi / 276 ft gain
    Start at the parking lots close to the pier, where bathrooms are also available. Walk along the pier to watch the sunset as it begins. Next, walk along Sharp Park Beach to discover the plethora of wild flowers and friendly locals always ready to guide you on your walk. Take the stairs up to the...
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  • Davenport, California

    Hike around Greyhound Beach and Climb Greyhound Rock

    0.7 mi / 0 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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  • Pacifica, California

    Milagra Overlook Trail

    5.0
    2.51 mi / 558 ft gain
    Found this hike with some friends after spending some time googling in my car when we were in the area looking for a quick hike with a view!   Dog friendly Free parking (but quite limited) Ocean views Known to have gorgeous wildflower blooms (we were not there during this)Porta-potty type toilet...
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  • San Jose, California

    Hike the Quicksilver Trail

    4.3
    5.1 mi / 915 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 bir...
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  • 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...
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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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  • 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...
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