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Cupertino, California

The best Trails and Outdoor Activities in Cupertino, California are a must-visit for those seeking outdoor adventures. The Fremont Older Open Space Preserve is a top choice, with over 14 miles of trails for hiking and horseback riding. The trails wind through scenic grasslands and oak forests, offering stunning views of the Santa Clara Valley. The Seven Springs Loop Trail is another great option, featuring a beautiful creek and a variety of bird species. For a more challenging hike, the Black Mountain Trail at Monte Bello Open Space Preserve offers steep climbs and panoramic views of the Pacific Ocean. Don't miss the Stevens Creek Reservoir, a popular spot for fishing and boating. These are just a few examples of the best outdoor activities and attractions in and near Cupertino.

Top Spots in and near Cupertino

  • Pacifica, California

    Picnic at Sharp Park Beach

    4.0
    A medium size beach with darker sand with big rocks and a paved path for walkers and joggers.  The beach is a great place to bring a picnic and watch the sunset.  It is located next to Pacifica Pier, which is popular for fishing.
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  • 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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  • Oakland, California

    Run the Circumnavigation of Redwood Regional Park's Ultimate Trail Loop

    5.0
    7.5 mi / 1600 ft gain
    It’s difficult to have a car in San Francisco, but oh-so worth it when it comes to weekend getaways, especially with all the Bay Area has to offer. This is a super accessible trail system just 30 minutes outside of the city that makes for a fun, easy trail run or hike.Redwood Regional Park, part ...
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  • San Francisco, California

    Bayview Hill Loop

    4.0
    1.24 mi / 184 ft gain
    Bayview Hill Loop is a loop trail that starts with a paved uphill climb and views of the bay facing toward the East Bay located in the Bayview neighborhood of San Francisco, California.
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  • Daly City, California

    San Bruno Mountain

    4.0
    3.63 mi / 781 ft gain
    San Bruno Mountain is a fun, mellow hike that climbs easily on a well-graded path to the ridge line, and then drops back to the trailhead. Along the way, the trail runs along a creek, ascends through chaparral, and provides excellent views of downtown San Francisco, the East Bay hills, and the Sa...
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  • Moraga, California

    Bollinger Creek Loop Trail

    1.43 mi / 213 ft gain
    Las Trampas Regional Wilderness offers an extensive trail system for hikers, horseback riders and mountain bikers. The trail is open year round and dogs are allowed. The Las Trampas and Bollinger faults spread apart to reveal a wonderful wilderness area with ancient remnants of beaches. The entir...
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  • Oakland, California

    Hike Redwood Regional Park via the Dunn Loop

    5.0
    3.6 mi / 606 ft gain
    The Redwood Regional Dunn Loop is just outside of Oakland, and can be reached from anywhere in the Bay Area for a fun day or half-day trip. The trail is open year-round. In the spring, wildflowers are abundant. The trail has a great mix of sun and shade. Dogs are allowed, but must be kept on leash. 
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  • San Francisco, California

    McLaren Park: Philosopher's Way Loop

    5.0
    2.25 mi / 315 ft gain
    Beyond McLaren's family friendly playgrounds and picnic areas, there are miles of trail to explore. The Philosopher's trail is a well-marked loop (notice the stone markings along the trail with arrows etched into them). There are several parking lots available where you can jump onto the loop. No...
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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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  • 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 Francisco, California

    Bernal Heights Park

    4.7
    0.95 mi / 128 ft gain
    Bernal Heights Park is an excellent week night adventure for those who need an escape from the city. Sit atop this small, grassy peak in peace and look out over the San Francisco skyline. Park on the street bordering the park and follow a pathway that leads up to the top. You will be instantly g...
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  • San Francisco, California

    Paddle at Crane Cove

    5.0
    Crane Cove is a beautiful waterfront park with access for paddle boards and kayaks.  This area is protected from the wind (it will be less choppy here than in the middle of the bay). If you decide to paddle up to mission bay or down towards Islais Creek you'll most likely face more currents and w...
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  • Oakland, California

    East & West Ridge Loop

    4.5
    3.47 mi / 833 ft gain
    Tucked away in the hills of Oakland, you will find one of the homes of California's Coastal Redwoods. Created by a unique geographical circumstance, this forest breathes winds funneled through the Golden Gate across the bay, which created environment opportune for Redwood growth. These Redwoods a...
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  • San Francisco, California

    Swing at Billy Goat Hill

    3.5
    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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  • San Francisco, California

    Bouldering at Glen Canyon Park

    5.0
    Want to get out of the climbing gym, and do some bouldering in the city? Head to Glen Canyon park! After you park the car, take a short hike on a shade-covered path to the boulders. This climbing spot has history dating back to the 1930s when people first started scaling these boulders. This is a...
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  • Livermore, California

    Condor, Volvan, Stone Corral, Coyote Loop

    4.5
    4.38 mi / 620 ft gain
    This regional preserve is perfect for day hikes. There are also designated campsites and even a backpack campsite. Horses and dogs are welcome in the preserve. There are many different clearly marked trails that one can choose from. A good 4.5 mile loop is to start at the Park Residence entrance...
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