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Los Gatos, California

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

Top Chillin Spots in and near Los Gatos

  • San Francisco, California

    Catch a Sunrise at 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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  • Carmel-by-the-Sea, California

    Catch a Sunset at Carmel Beach

    4.7
    It’s a dream of mine to live in Carmel-by-the-Sea.  You might recognize Carmel because Clint Eastwood was the mayor from 1986 to 1988.  An idiosyncrasy you may not know about Carmel is the fact that there are no street addresses on any house in Carmel.  Everyone gets their mail at the post office...
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  • Carmel-by-the-Sea, California

    Hike along the Carmel River Beach Trail

    1 mi / 100 ft gain
    Known as "Ribera Beach" by locals, this stretch of land nestled between Carmel River State Beach and Monastery Beach is not to be missed! The trails are easy to get to and can be accessed by 4 locations. The first entrance is on Highway 1 at the Bay School (between Ribera Road and Monastery Beach...
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  • Carmel-by-the-Sea, California

    Surf Carmel River State Beach

    5.0
    Carmel State beach is located in Monterey county.  It's your typical beach break with both lefts and rights.  One thing that is super unique about Carmel is that the water is some of the clearest in all of California.  Depending on the sandbars, this can be a really fun wave!  It's also a great p...
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  • San Francisco, California

    Beach Bonfire at Ocean Beach

    4.3
    Yes, it's often cold in the city. So, what's the best way to warm up? Bring some blankets, a jacket or two, and come out to Ocean Beach to enjoy a bonfire, a sunset, and some quality time with friends. The fire pits are between Fulton and Lincoln. On a sunny day, get there early if you want to ge...
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  • San Francisco, California

    Bike the Golden Gate to Sausalito

    4.7
    Riding your bike across the Golden Gate Bridge to Sausalito, and then enjoying some drinks on the back deck at Sam's, is a great way to spend a nice day. The views along the way are simply breathtaking. After your ride and a day of fun in Sausalito, you can return to San Francisco by ferry. It's ...
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  • Carmel-by-the-Sea, California

    Hike to the Top of Inspiration Point

    5.0
    1.3 mi / 850 ft gain
    This magnificent trail was recently converted into part of the Monterey Regional Parks System. Walk through pastures of cows, through coast oaks, up a steep incline with vast views of Carmel Valley, Carmel and the Pacific Ocean up to the top where a picnic table awaits you at Inspiration Point. T...
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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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  • San Francisco, California

    Sutro Baths Ruins

    4.5
    Whether you simply look down on the ruins from the [conveniently located] parking lot above, or choose to walk down the stairs and explore, you will be greeted with stunning views of the Baths, and the Pacific Ocean stretching infinitely beyond. The highlight of any trip to the Sutro Baths is ...
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  • San Francisco, California

    Take in a Sunset on Marshall's Beach

    4.8
    If you're looking for one of the best views of the Golden Gate Bridge, Marshall's Beach gives you just that without the tourist crowds of Baker Beach.This small and hidden beach offers a narrow stretch of sand for those looking to throw a frisbee around or just hang out with friends. As it's tuck...
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  • San Francisco, California

    Picnic Beneath the Golden Gate

    4.4
    If the weather forecast looks promising, you could do a lot worse than planning a picnic at the West Bluff Picnic Area in the Presidio. This area is south of Crissy Field (closer to the bridge) and before you get to Fort Point - situated perfectly to give you an amazing view of the Golden Gate, A...
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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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  • Carmel, California

    Point Lobos Natural Preserve Loop

    4.7
    7.14 mi / 640 ft gain
    Point Lobos contains headlands, coves and rolling meadows, and its offshore area forms one of the richest underwater habitats in the world, popular with divers. Wildlife includes seals, sea lions, sea otters, migrating gray whales (from December to May), and thousands of seabirds, who also make t...
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  • Kensington, California

    Tilden Little Farm

    4.0
    First make sure to stop at the store and stock up on fresh lettuce and celery for the animals. Your kids (or just the kid in you) will love to feed them! Note that they're only allowed to eat lettuce and celery, so don't try to feed them your own snacks or get creative. ;) If you want to make it...
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