Los Gatos, California

Looking for the best hiking 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 Hiking Spots in and near Los Gatos

  • Redwood City, California

    Cordilleras & Dusty-Footed Woodrat Loop

    3.7
    3.83 mi / 676 ft gain
    Getting there: exit Highway 280 at Edgewood Road, travel .75 miles east, turn left on Crestview Drive, then immediately left again on Edmonds Road. Once parked, there are several different path options through the park. All of them connect in a large loop, and return to the parking lot. The Cord...
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  • Redwood City, California

    Hassler Loop Trail

    4.0
    1.48 mi / 289 ft gain
    Experience the natural beauty of the San Francisco Peninsula on the scenic Hassler Loop Trail, a 1.5-mile moderately challenging hiking trail nestled in Redwood City's Emerald Hills neighborhood. This beloved local trail offers hikers, nature enthusiasts, and outdoor adventurers a perfect blend...
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  • Half Moon Bay, California

    Southern Beaches at San Gregorio State Beach

    4.0
    1.48 mi / 16 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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  • Redwood City, California

    Whittemore Gulch Trail

    4.0
    6.79 mi / 1791 ft gain
    This trail starts out going downhill towards the ocean for the first half, which makes for a tough end to the hike as you trek back up the ridge.  However, there are nice ocean and hilltop views that are worth the climb. On this trail, you'll pass 60+ banana slugs if conditions are right. They ar...
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  • Redwood City, California

    Whittemore Gulch and Harkins Ridge Loop Trail

    4.6
    6.43 mi / 1772 ft gain
    There are two places to park for this specific loop- the main parking area on Highway 35 (Skyline Boulevard) and a smaller parking lot on the western end of the park. I would recommend parking at whichever is closest. Find directions to both on Openspace.org. From the main parking lot, the trail...
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  • Redwood City, California

    Whittemore Gulch and Purisima Creek Loop Trail

    9.27 mi / 2165 ft gain
    The Whittemore Gulch and Purisima Creek Loop Trail, nestled in the scenic Purisima Creek Redwoods Open Space Preserve near Redwood City, California, is a popular choice for hikers looking for a moderately challenging yet rewarding experience. This 9-mile loop trail winds through lush redwood fo...
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  • Half Moon Bay, California

    Purisima Creek Trail and Craig Britton Trail Loop

    4.0
    6.95 mi / 1411 ft gain
    This hike is perfect for any time of year, always staying cool because it is near the coast, and there are multiple creeks that flow year-round. Even on foggy days, the fog condenses on trees to make it seem like it is "raining." Be warned that this hike has a lot of elevation change and is stre...
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  • Sunol, California

    Hike the Pleasanton Ridge Trail

    4.3
    6.4 mi / 1443 ft gain
    Pleasanton Ridge Trail is a 6.4 mile loop. The loop is shared by dog walkers, trail runners, hikers, mountain bikers and horseback riders. From the ridge your viewpoints will include Mount Diablo and the San Francisco Bay.  This hike from the Foothills Staging Area is an excellent introduction ...
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  • Cowell Ranch Beach Access, California

    Cowell Ranch Beach

    5.0
    1.14 mi / 39 ft gain
    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

    Hike the Cowell-Purisma Trail

    5.0
    7 mi / 400 ft gain
    This is a popular trail that has beach access to Cowell Ranch Beach.  Along the trail, there is a steep staircase that goes down to the beach.  The trail also features fields, a bridge, and beautiful views of California's rugged coastline.  This trail is paved in some parts, and can also be biked...
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  • San Mateo, California

    Sugarloaf Mountain

    5.0
    1.64 mi / 417 ft gain
    Sugarloaf is tucked away in Laurelwood Park which is located in a residential neighborhood right off of Hwy 92 in San Mateo, making this a great hiking & trail running option for Peninsula residents. I always park on Glendora Dr. and follow the paved path down towards the playground. At the ...
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  • Livermore, California

    Murietta Falls

    4.0
    12.3 mi / 3947 ft gain
    Get ready for one of the toughest, lung busting hikes in the east bay with over 6-miles and 4,000ft of climbing in one direction. When you make it to the hike, it's also important to realize that without recent rain, there many not actually be a waterfall. With that said, you're still getting in ...
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  • Livermore, California

    East Shore Trail Loop

    4.45 mi / 1089 ft gain
    This hike is best done during the spring, fall, or winter when moderate temperatures make the hike more comfortable. Be warned that this hike has a large elevation change despite being about 4.5 miles. Starting at the Arroyo Road Staging Area, take the East Shore Trail east, heading towards a s...
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  • Gilroy, California

    Redfern Pond via Hunting Hollow

    5.0
    7 mi / 1263 ft gain
    Henry W. Coe State Park, northern California's largest, provides outdoor enthusiasts with over 89,000 acres of land to explore, as well as 22,000 acres of designated wilderness area. With all of this space, the outdoor adventures are seemingly endless. We recommend a multi-day backpacking trip to...
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  • San Mateo County, California

    Sawyer Camp Trail

    5.0
    11.61 mi / 1152 ft gain
    The Sawyer Camp Trail is a popular paved trail that stretches alongside the Crystal Springs Reservoir all the way to Hillcrest Blvd. The sixth mile crosses over the San Andreas Dam with nice views of San Andreas Lake. There are markers every half mile which makes timing and tracking your run eas...
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  • Pleasanton, California

    Courdet Trail and Schuhart Trail

    5.24 mi / 1122 ft gain
    This is a 5+ mile out and back trail through the hills in the South Bay. The beginning of the hike has a steeper incline and then becomes more gradual later on. There is a beautiful views of the South Bay that are enjoyable in the day, but are fantastic in the evening. Some areas of the trail hav...
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