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Oakland, California

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

Top Chillin Spots in and near Oakland

  • Pescadero, California

    Pick Berries at Swanton's Berry Farm

    Take a spectacularly scenic drive or bike ride out to this quaint coastal berry farm. Look out onto the shimmering ocean while you pick the ripest and sweetest berries yourself. Head inside their shop to enjoy pre-made jams, pies, chocolate covered strawberries, and so much more. While you're ins...
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  • Inverness, California

    Photograph the Cypress Tree Tunnel in Point Reyes

    4.3
    Just north of San Francisco, there's a row of giant Monterey cypress trees that forms a “tree tunnel”. Loved by Bay Area locals, it's a tucked away spot in the Point Reyes National Seashore for photographers to capture early morning sun rays, or for anyone to get some moments of solitude. At the ...
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  • Santa Rosa, California

    Hike Crane Creek Regional Park

    4.0
    3.5 mi
    With multiple loops of varying length, this park is great for anyone looking for a casual hike around a beautiful area in the foothills of Rohnert Park. Crane Creek has nice secluded picnic areas next to the creek in the cover of willow, alder, buckeye and bay trees. There's also an 18-hole disc ...
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  • Inverness, California

    Watch the Sunset at Point Reyes Lighthouse

    3.7
    From San Francisco, drive north over the Golden Gate Bridge and onto the scenic Route One. Plan to spend a full day on the round trip if you're going for the first time; along the drive, you'll most likely want to stop every ten minutes to check out the charming seaside towns or the stunning coas...
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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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