Half Moon Bay, California

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

Top Hiking Spots in and near Half Moon Bay

  • Woodside, California

    Meadow & Bear Gulch Loop

    5.0
    4.57 mi / 1089 ft gain
    Located in the iconic Silicon Valley town of Woodside, Wunderlich County Park offers a number of hiking trails as well as some horseback riding trails through the wilderness.  Once in the parking lot, you will see a number of stables, riding ring, as well as a beautiful historic stable that was ...
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  • San Bruno, California

    Live Oak to Buckeye and Quail Loop

    4.0
    1.03 mi / 148 ft gain
    Live Oak to Buckeye and Quail Loop is a loop trail that is good for all skill levels located near San Bruno, California.
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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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  • Portola Valley, California

    Windy Hill via Anniversary Trail Loop

    0.89 mi / 164 ft gain
    To get a good viewing point for the sunrise, take a quick on the Anniversary Trail up to Windy Hill. This is a real bang-for-your-buck adventure as the trail isn't too long and you get to see a spectacular sunrise combined with great views of both the Bay Area and out towards the ocean. Note tha...
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  • Portola Valley, California

    Windy Hill: Spring Ridge, Anniversary Loop

    5.0
    6.18 mi / 1421 ft gain
    There are a few options to hiking Windy Hill Open Space Preserve. Usually I would recommend parking in the lot on Portola Road, but because the preserve doesn't open until 30 minutes before sunrise, it's best to park up on Skyline Boulevard (Highway 35). There are two places to park up on Skyline...
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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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  • Portola Valley, California

    Windy Hill Loop

    4.3
    7.48 mi / 1578 ft gain
    This 7.2-mile loop starts by heading out of the parking lot and onto the Spring Ridge Trail. Head Southeast On Spring Ridge Trail until you connect with Hamms Gulch Trail. When you jump on Hamms Gulch, head southwest for ~3.4 miles as you circle the far end of the OSP. At this point, you will con...
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  • 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...
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  • La Honda, California

    Sam McDonald Park Loop

    5.0
    12.19 mi / 2192 ft gain
    The Pescadero Creek Park Complex is a great place to escape for a day or overnight hike in the heart of the Bay Area. You will need to get a permit to stay overnight - these can be attained on a first-come, first-serve basis from the ranger station. Most of the campsites here are also available f...
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  • Palo Alto, California

    Arastradero Preserve: Juan Batista & Meadowlark Loop

    3.0
    4.65 mi / 597 ft gain
    Getting There: From Hwy 280, take the Page Mill Road exit and head West on Page Mill Road, away from Downtown Palo Alto (if you're taking 101, exit on Oregon Expressway). Then turn right on Arastradero Road. There will be a small sign indicating the dirt parking lot on the eastern side of the st...
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  • Loma Mar, California

    Camp Under the Redwoods at Memorial Park

    With old growth redwoods and a creek swimming area, Memorial Park is a perfect escape from the hustle and bustle of the Bay Area. Memorial Park is only a few miles east of the town of Pescadero. To get here, you can either approach from Highway 1 and drive up Pescadero Creek Road or take Highway ...
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  • Loma Mar, California

    Bike Pescadero Creek County Park

    5.0
    12.5 mi / 1350 ft gain
    Pescadero Creek County Park and the connected Sam McDonald and Memorial Park are located deep in the Santa Cruz Mountains holding a vast network of secluded trails. From biking to backpacking, this area is a perfect place for a day or weekend adventure. This area also has the added bonus having r...
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  • La Honda, California

    Brook Trail Loop

    7.63 mi / 1457 ft gain
    The Brook Trail Loop is a beautiful hike, starting off in Sam McDonald County Park and later entering into Pescadero Creek County Park. This adventure can be done in any season, with the trails almost entirely shaded for even the hottest summer days. Starting off from the Heritage Grove trailhea...
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  • Los Altos, California

    Foothills Park: Boronda Lake

    3.0
    0.93 mi / 0 ft gain
    Situated in the hills above Palo Alto; Foothills Park is the perfect spot to spend the day outdoors. With hiking, fishing, picnic areas, wide open fields, and expansive views of the Bay Area, this hidden gem is a must visit. Foothills Park is 2.7 miles west of 280 after exiting Page Mill. After ...
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  • Daly City, California

    San Bruno Mountain

    4.0
    3.63 mi / 781 ft gain
    San 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...
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