San Jose, California

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

Top Chillin Spots in and near San Jose

  • Pacifica, California

    Fish at Pacifica Pier

    5.0
    This is a great place for fishing or just taking a walk to watch the sunset.  It's a great place to walk or jog, or even bring a pup!  There are lot of people fishing throughout the pier.   A short walk away is Sharp Park Beach, where you can relax and bring a picnic to watch the sunset.
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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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  • 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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  • San Francisco, California

    Billy Goat Hill

    4.0
    Billy Goat Hill Park is located in the Glen Park neighborhood of San Francisco. The park has street parking at the top of the park on Beacon Street or at the base of the park on Ladley Street. Getting to the swing is only a short walk up or down the stairs that run through the middle of the park....
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  • Marina, California

    Fort Ord Dunes State Park

    5.0
    3.08 mi / 141 ft gain
    One of the best parts of Monterey is the beaches – but their popularity is also their weakness, so if you want seclusion head to the lesser-known Fort Ord Dunes for solitude and beautiful views of Monterey Bay and the Pacific Coast. Historically, this location was chosen as the location for Fort...
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  • San Francisco, California

    Dolores Park

    4.1
    Mission Dolores Park spans two city blocks in San Francisco's Mission District, offering 16 acres of recreational space with stunning city skyline views. This historic park, established in 1905, serves as a cultural hub and outdoor gathering space for both locals and tourists. Location & A...
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  • San Francisco, California

    Seward Street Slides

    4.2
    Tucked away in a small neighborhood park in Eureka Valley is a set of really fun, slippery, and surprisingly steep concrete slides. They were originally designed by a 14 year old kid over 30 years ago, and we all owe him a big hat tip. People use a variety of sliding materials (saucers, food tray...
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  • San Francisco, California

    Twin Peaks

    4.6
    Most locals have heard of Twin Peaks, so if you hop in an Uber or Taxi you should be just fine. If not or you are driving yourself, head for Twin Peaks Boulevard, then just follow it to the top. Voila! When you're there, be sure to catch a sunset, as it is absolutely breath-taking, If you are lu...
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  • San Francisco, California

    Ina Coolbrith Park

    5.0
    This tucked away neighborhood gem is less than a square block in size, but offers some of the best views of San Francisco. After a quick, but steep, 5 minute walk, you'll be rewarded with incredible views of: the city skyline, Coit Tower, Alcatraz, and the Bay Bridge. There are a few benches avai...
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  • San Francisco, California

    Conservatory of Flowers

    4.7
    Spend a day exploring Golden Gate Park by jogging, cycling, or leisurely strolling.  There are so many fantastic stops in the park including a variety of lakes, playgrounds, a golf course, the California Academy of Science, the Conservatory of Flowers, and much much more!  It is definitely worth ...
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  • Pacific Grove, California

    Lovers Point

    4.8
    LOVERS POINT PARK AND BEACH: According to local legend, this park was originally called "Lovers of Jesus Point," back in the era when Pacific Grove was a Methodist retreat camp. Since the late 1800s, the beach at Lovers Point in Pacific Grove has been a popular spot for boating and swimming, and...
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  • Berkeley, California

    Lake Anza in Tilden Park

    5.0
    Lake Anza makes for a great warm weather swimming hole. The parking area is close to the beach along with the trail, which will take you around the lake. The beach gets plenty of sun and is fairly wind protected, which makes for a relaxing day. Bring some picnic food out to the lake and snag your...
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  • Pacific Grove, California

    Monarch Grove Butterfly Sanctuary

    1 mi
    Thousands of monarchs can be found here October through February. It's a small park with a path through the center. Park near the Monarch Grove hotel at the sign that says "Caution: Butterflies present", and cross the street to walk down the short path (pink houses will be on your right) and to t...
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  • San Francisco, California

    Sunset Reservoir

    0.69 mi / 62.99 ft gain
    Hidden in the Sunset District, the Sunset Reservoir is more than just piece of city infrastructure — its surrounding paths make for a convenient urban stroll with peaceful views, a solar rooftop, and surprising vistas of San Francisco. Trail & Walk Details Many local walkers estimate the fu...
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  • Pacific Grove, California

    Relax at Lover's Point Beach

    4.8
    Getting there: Drive to the bottom of Ocean View Boulevard in Pacific Grove, California. You will reach a small parking lot. Unfortunately, the parking here is limited. On the bright side, this means the crowds never get too big! The ocean has open swells for surfers, diverse marine-life for snor...
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  • Pacific Grove, California

    Asilomar Conference Grounds

    Asilomar translates to “refuge by the sea,” a phrase that accurately depicts the Asilomar Conference Grounds. The area started as a YWCA women’s empowerment camp in 1913 and has since transitioned into a well-preserved state beach. It is located in the beautiful Monterey Peninsula.  If you fin...
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