Cupertino, California

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

Top Hiking Spots in and near Cupertino

  • 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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  • Soquel, California

    Land of Medicine Buddha Loop

    4.5
    5.85 mi / 1051.84 ft gain
    Near the retreat, there is a short trail called "Eight Verses Pilgrimage Trail" providing people with the opportunity to meditate on thought transformation in a peaceful and picturesque outdoor setting. From there, a beautiful 6 mile loop will take you up to the top of the ridge and then back aro...
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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 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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  • Aptos, California

    Maple Falls

    4.5
    7.98 mi / 1089 ft gain
    As you enter the park, you'll need to pay $8 for parking via a self-pay envelope, so it's recommended that you bring exact change. Fees may change, please check Parks.CA.Gov for updates. At the park booth, be sure to grab a map. The hike can be a little tricky with no cell service and limited tra...
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  • Scotts Valley, California

    Panther Beach

    5.0
    0.27 mi / 22.97 ft gain
    Panther Beach: Santa Cruz's Hidden Coastal Gem Panther Beach is a stunning, secluded beach nestled among rocky cliff sides along California's Highway 1. This is a great place to catch an awesome sunset, and there's even some decent bouldering on the beach archway for climbing enthusiasts. Beach...
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  • Capitola, California

    Camp at New Brighton Campground

    / 0 ft gain
    This Capitola camping spot is the place to be if you're looking to do a variety of activities in a variety of landscapes. You can swim, fish, or explore the nearby forest of Monterey Pine and coastal Oak. In the evening, walk into Capitola for live music and great fish tacos.  The S.S. Palo Alto,...
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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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  • Half Moon Bay, California

    Half Moon Bay Coastal Trail

    4.6
    5.51 mi / 220 ft gain
    Start at the visitor center along Kelly Avenue. Take note that the day parking fee is $10 in 2024 for each vehicle. You will then be able to enjoy both the Coastside Trail and Francis Beach (plus other beaches) with access to the amenities such as coin-operated showers and a semi-private beach. ...
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  • Santa Cruz, California

    Old Landing Cove

    5.0
    2.39 mi / 161 ft gain
    Old Landing Cove Trail is a loop trail where you may see beautiful wildflowers located near Santa Cruz, California. The Old Landing Cove Trail, located in Wilder Ranch State Park near Santa Cruz, California, is a picturesque 2.4-mile loop trail offering easy hiking and walking with stunning coas...
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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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  • Santa Cruz, California

    Natural Bridges to Lighthouse Field

    3.5
    3.92 mi / 174 ft gain
    This is a paved trail that can be used for hiking, jogging, or walking.  It offers over 2 miles of beautiful California coast.  Walk through flowers, see the jagged cliffs, and of course the lighthouse at the end!  This walk can be done from either direction.  Start at Natural Bridges and head We...
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  • Santa Cruz, California

    Monarch Butterfly Natural Preserve Loop

    5.0
    0.66 mi / 30 ft gain
    Monarch Butterfly Natural Preserve Loop is a loop trail that provides a good opportunity to view wildlife located near Santa Cruz, California.
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  • Burlingame, California

    Bayside Park to Robert E Woolley State Park Loop

    4.5
    2.06 mi / 20 ft gain
    Bayside Park to Robert E Woolley State Park Loop is a loop trail that takes you past scenic surroundings located near Burlingame, California.
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