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San Mateo County, California

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

Top Chillin Spots in and near San Mateo County

  • Walnut Creek, California

    Castle Rock Trail

    5.0
    6.06 mi / 971 ft gain
    Located near Walnut Creek, the trail is easily accessible from anywhere in the Bay Area. The trail is kept open year-round, and happens to be part of the American Discovery Trail and the Coast to Crest trail. If you are not done hiking, connecting trails allow you to summit Mt. Diablo.  This tra...
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  • Stinson Beach, California

    Rock Climbing Mickey's Beach

    3.5
    Mickey's Beach is a great spot for experienced climbers to challenge themselves. The west face of the main rock is home to some local favorites like Sex Porpoises (12c), named for the apparently promiscuous local marine life. There are only a couple routes rated as 5.10s, the rest are mostly 5.12...
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  • Richmond, California

    Picnic at Point Molate Beach Park

    The beach park is very small but has sand along the shore for water access. Along the small cliffs of the beach there are picnic tables and grills for a nice cookout and family picnic. This beach would also be a great place for kayaking or standup paddle boarding as it is fairly secluded and away...
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  • Walnut Creek, California

    Camp at Juniper Campground in Mount Diablo SP

    Mount Diablo's summit in Mount Diablo State Park rises to 3,848ft, with Juniper Campground in Mount Diablo SP is at approximately 3,000ft in elevation.  Juniper Campground overlooks the valley below and some of the San Francisco Bay.  Reservations for Juniper Campground can be made at Reserveamer...
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  • Mill Valley, California

    Camp at Mt. Tam's Pantoll Campground

    5.0
    Need an escape from SF, but can't seem to find an available campground, then head to Pantoll Campground in Mount Tamalpais State Park. If you get there early on friday (or even better Thursday afternoon), you should be able to lock down one of these first-come, first-serve campgrounds. Each of th...
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  • Mill Valley, California

    Trojan Point

    4.5
    0.25 mi / 75 ft gain
    The endlessly scenic Trojan Point can be reached by taking the Panoramic Highway to Pantoll road from Stinson Beach to the west, or Mill Valley / Highway 1 to the east. It can also be reached by taking West Ridgecrest Boulevard from the north from the Fairfax-Bolinas road.  Park at the large par...
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  • Stinson Beach, California

    Relax at Stinson Beach

    4.3
    Stinson beach is a popular destination for Bay Area residents and tourists alike.  Located just 20 miles north of San Francisco, it is a 30-40 min drive away from the Golden Gate Bridge (it's a one-lane windy road once you're on HWY 1).  It is also a popular stop when hiking the nearby Mount Tama...
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  • Marin County, California

    Picturesque Views from Mt. Tam's East Ridge

    5.0
    This road provides one of the most scenic views of the pacific from north of the Golden Gate. It's a little bit of a windy drive or ride along Highway 1 or Panoramic Highway (depending on which way you choose) to get to East Ridgecrest. But, if you remembered to pack a picnic, brought your friend...
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  • Stinson Beach, California

    Cruising Pacific Coast Highway in Northern California

    4.8
    Start your drive on US Highway 1 aka Pacific Coast Highway just North of San Francisco. The drive will take about 1 -2 days so plan on overnighting somewhere. Hotels are scarce in the unpopulated areas but there all lots of Cabin rentals throughout and several campgrounds around. Just make sure y...
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  • Stinson Beach, California

    Bouldering & BBQ at Stinson

    4.5
    Stinson offers up a great beach day with a few activities for everyone to enjoy. If you head toward the south end of the beach, you'll come across a few boulder problems, including the 2 most popular: Are You Experienced and The Old Man. Are You Experienced is the smaller of these 2 boulders, but...
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  • Livermore, California

    Condor, Volvan, Stone Corral, Coyote Loop

    4.5
    4.38 mi / 620 ft gain
    This regional preserve is perfect for day hikes. There are also designated campsites and even a backpack campsite. Horses and dogs are welcome in the preserve. There are many different clearly marked trails that one can choose from. A good 4.5 mile loop is to start at the Park Residence entrance...
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  • Moss Landing, California

    Whale Watching off Moss Landing

    The Monterey Bay National Marine Sanctuary is home to some of the most diverse and rich waters in our oceans, and you have the chance to see it up close and personal! The big prize is getting to see a whale, but these waters are teeming with other wildlife from dolphins to otters to sea lions.  F...
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  • Clayton, California

    Hike the Waterfalls of Mount Diablo Loop Trail

    5.0
    6 mi / 1627 ft gain
    Winter and spring rains create scenic waterfalls in this hike at Mount Diablo, the East Bay's signature peak. Be careful hiking immediately post-rain, watch for slippery sections of mud. The trail is moderately difficult and is used by hikers, walking groups, trail runners, and for nature trips. ...
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  • Richmond, California

    Explore Point Pinole Shoreline

    5.0
    Point Pinole Regional Shoreline is a 2,315-acre parkland that juts out into the San Pablo Bay. Only a brief car ride from San Francisco, this is a great spot for a Sunday stroll, picnic or simply to find a quiet space.There are several short trails to choose from that wind through eucalyptus grov...
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