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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

  • 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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  • Redwood City, California

    Hike or Bike the Old Growth Redwood Loop at El Corte de Madera

    4.4
    8.8 mi / 1900 ft gain
    This hike starts at the middle parking lot of the El Corte de Madera Open Space Preserve. The middle lot is located roughly a mile south on Skyline Boulevard from the Skeggs Point Vista. From the parking lot, take the Methuselah Trail for 0.3 miles until you reach the Timberview Trail. Take this ...
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  • Cowell Ranch Beach Access, California

    Picnic at Cowell Ranch Beach

    5.0
    Hike half a mile to this beautiful, secluded beach.  There are high cliffs with a steep staircase down to the beach.  The beach has wonderful rock formations on one side.  It is a great place to watch the sunset or bring a picnic.  A great place for a beach day if you are looking for something le...
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  • Half Moon Bay, California

    Bike the Cowell-Purisima Coastal Trail

    4.0
    This trail begins at the Cowell State Beach parking lot and is only open on the weekends. From the lot, take the short Cowell Ranch Access trail to a scenic overlook. There are steps down to the secluded pocket beach just above the main trail. The trail playfully meanders along the cliffside with...
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  • San Jose, California

    Catch a Sunset at Alviso Marina County Park

    3.0
    9 mi / 72 ft gain
    This tranquil 20.6 acre park is open year round from 8am to sunset. It’s the gateway to the Don Edwards San Francisco Bay National Wildlife Refuge. It is filled with boardwalks, trails, and all kinds of wildlife. I went here with the sole intent of catching a pretty sunset after a long week.  I g...
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  • Portola Valley, California

    Sunrise Hike at Windy Hill

    5.0
    There are a few options to this hike. 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, but the main parking lot i...
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  • Novato, California

    Buck Gulch Falls Trail

    5.0
    1.26 mi / 203 ft gain
    Buck Gulch Falls (also known as Fairway Falls) is an easy, scenic hike that takes you through a beautiful forest on your way to a 15-foot waterfall. This little neighborhood treasure is tucked away in Novato, CA at the end of Fairway Drive and there is ample parking near the trailhead.  If you v...
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  • Los Altos, California

    Park Day at Foothills Park

    1.7
    Disclaimer: Foothills Park requires proof of residence in Palo Alto or being accompanied by a resident of the city. Learn more here.Foothills Park is 2.7 miles west of 280 after exiting Page Mill. After exiting you take a short scenic drive up the hill and come to the park entrance on your right...
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  • Half Moon Bay, California

    Watch the Sunset at Martin's Beach

    4.5
    Martin's Beach is a beach about 7 miles south of Half Moon Bay. It features a large, very cool looking rock formation right off the coast. This beach is accessible via Martin's Beach Road, which is a small turn off on your right when southbound on Highway 1, though sometimes the road is only open...
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  • San Geronimo, California

    Roys Redwood Preserve Loop

    5.0
    2.37 mi / 430 ft gain
    Roy's Redwoods Preserve is an easily missed pocket of Redwoods off Nicasio Valley Road in Marin County. Don't miss it: heading North on Sir Francis Drake Blvd turn right onto Nicasio Valley Rd--the gate for this little park is about a half mile up on the right. From the main entrance you enter a ...
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  • Petaluma, California

    Upland Game Bird Hunting/ Clay Shooting

    I’m sure all you hunters and are well aware that there are few, if any, hunting opportunities in San Francisco or Marin County. However, many of you don’t know that an epic hunting club exists just an hour North of San Francisco. At the Black Point Game Bird Club, you can hunt ring-necked pheasan...
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  • Livermore, California

    Del Valle Regional Park

    4.0
    Looking for a quick summer escape filled with stand up paddling, canoeing, fishing, hiking, and picnics? Look no further than Del Valle Regional Park. Consistently considered one of the best campgrounds in the Bay Area, the centerpiece of Del Valle is a 5-mile long lake that allows swimming, fish...
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  • Lagunitas, California

    Swim at the Inkwells

    4.5
    These natural swimming holes are filled with water flowing from Kent Lake, so they're usually pretty refreshing. And by refreshing, we mean cold. We know this first-hand by testing the pools in the winter months. Let's just say if you can stay in for more than 5 seconds, you're a hero. If you jum...
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  • Half Moon Bay, California

    Stroll along the Southern Beaches at San Gregorio State Beach

    4.0
    2.9 mi / 413 ft gain
    Not a trail per se, but approximately 3 miles (down and back) of beautiful beach to walk down. Lots of interesting caves, wild animals, and rock formations to discover. This is a popular location for sea kayakers. San Gregorio State Beach was originally founded to protect the estuary at the back ...
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  • Novato, California

    Mount Burdell Open Space Loop

    4.87 mi / 1234 ft gain
    Start at the wide gravel parking lot. You will find the start of the San Andreas Fire Road on the south side leading up the mountain.  The San Andreas Fire Road heads up the southern slope before joining the Middle Burdell Fire Road and then very quickly the Deer Camp Fire Road. Keep your eyes p...
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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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