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Cupertino, California

Looking for the best running 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 Running Spots in and near Cupertino

  • San Francisco, California

    Presidio Loop

    5.95 mi / 823 ft gain
    This route starts and ends on Jackson street in the Presidio Terrace neighborhood of San Francisco. This loop can be started in several areas of the Presidio including off of the Lyon street steps, but this starting point creates a good midpoint of the loop.  Along the route, be sure to keep an ...
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  • San Francisco, California

    Presidio Bay Area Ridge Trail

    5.0
    2.73 mi / 203 ft gain
    Presidio Bay Area Ridge Trail is a point-to-point trail where you may see wildflowers located near San Francisco, California.
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  • San Francisco, California

    Lands End Trail

    4.7
    3.26 mi / 500 ft gain
    The Lands End Trail is a 3.26 mile out-and-back hike located in the northwest corner of San Francisco along the city's rugged coastline. Offering spectacular views of the Golden Gate Bridge, Marin Headlands, and the Pacific Ocean, the hike is one of the most popular trails in San Francisco for ...
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  • Sand Ladder, California

    Baker Beach Sand Ladder

    4.4
    0.25 mi / 138 ft gain
    The Baker Beach Sand Ladder is a section of the Pacific Coast Trail that is comprised of 200 ten foot poles tied together to form stairs down to North Baker Beach from Lincoln Blvd. If you’re looking for a lung and butt-busting workout, and you’d like a break from your standard routine, you need...
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  • San Francisco, California

    Run to Hopper's Hands

    4.6
    Hundreds of people touch Hopper's Hands every day as a turn-around point on their runs in and around Crissy Field and The San Francisco Bay Trail. Running west through Crissy Field, passing the Warming Hut and pier, you follow Marine Drive until you dead end at Fort Point. If you continue through...
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  • Walnut Creek, California

    Southern Lime Ridge Loop

    4.0
    5.57 mi / 1089 ft gain
    The Southern Lime Ridge Loop is a trail system located near Walnut Creek, CA. There is a parking lot at the trailhead located across the street from the Boundary Oak Golf Course. The trail is fairly exposed with limited shade, so bring appropriate sun protection especially on the warmer days.  D...
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  • Berkeley, California

    Seaview and Big Springs Loop

    4.5
    4.28 mi / 1007 ft gain
    The trail is dog and horse friendly, and many trail loops make Tilden Regional Park fun for families and those of any skill level. The Seaview and Big Springs Trail loop is typically used by avid hikers, trail runners, or mountain bikers. The first half of the trail is exposed to the sun and rock...
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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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  • Orinda, California

    Wildcat Peak Loop

    4.0
    5.89 mi / 1050 ft gain
    From Inspiration Point, head toward Nimitz gate. Once you pass through the gate, keep an eye out for Curran Trailhead; this is the trail you'll be starting on. After about 1/8 of a mile, you'll reach a junction with the Meadows Canyon Trail. Turn right onto this trail to continue the loop. This p...
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  • Sausalito, California

    Slacker Hill

    5.0
    1.02 mi / 344 ft gain
    Although the Headlands can be crowded, particularly at the parking-lot chaos of the Vista Point and pull-offs along Conzelman Road, the three routes leading to the summit of Slacker Hill remain relatively quiet, even during busy weekends. Each can be tied into larger loops throughout the Headland...
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  • Sausalito, California

    Ninja Loop

    9.37 mi / 1831 ft gain
    This loop can start from several different locations, including Rodeo Beach and the Golden Gate Bridge parking lot. Starting from the GGB will add 2 more miles onto this run. I like to start at the Coastal Trailhead parking lot off of McCullough and Conzelman Roads (just a notch down from Hawk Hi...
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  • Tiburon, California

    Angel Island Perimeter Loop

    5.98 mi / 794 ft gain
    Angel Island Perimeter Loop is a loop trail around the circumference of the island in the San Francisco Bay. The island is located near Tiburon, California with views  of downtown San Francisco, Alcatraz, the Golden Gate Bridge, Oakland, Sausalito, and TIburon as you traverse around the island. ...
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  • Mill Valley, California

    Miwok, Marincello and Bobcat Trail

    8.17 mi / 1391 ft gain
    Miwok, Marincello and Bobcat Trail is a loop trail that takes you by a river located near Sausalito, California.
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  • Marina, California

    Surf, Run, or Catch a Sunset at Marina State Beach

    From the moment you turn into the parking lot, you know Marina State Beach is special. Grab a parking spot in the large lot and then run down the dunes and onto the shoreline! The beach feels spacious on this section of the shore and gives plenty of room to run around or to put down a blanket to ...
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  • Mill Valley, California

    Coyote Ridge Loop

    5.0
    6.15 mi / 1001 ft gain
    Starting just before the Tennessee Valley parking lot, head out from the Miwok Trailhead. This Mill Valley hike offers incredible views of the San Francisco Bay, the Pacific Ocean (fog permitting of course!), and on occasion, wildlife. Unfortunately, this trail is not dog-friendly.  Keep in mind...
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  • Martinez, California

    Muir Farm And Mount Wanda: John Muir Nature Trail

    2.59 mi / 512 ft gain
    Muir Farm And Mount Wanda: John Muir Nature Trail is a loop trail located near Martinez, California.
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