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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

  • Pescadero, California

    Año Nuevo and Goat Trail Loop

    4.0
    3.76 mi / 761 ft gain
    This steep and winding trail takes you to the top of a ridge where you can see the Pacific coastline and the redwoods piercing through the forest canopy. To do this trail connect the Ano Nuevo Trail, Olmo Fire Road, Goat Trail and the Six Bridges Trail. If you don't have all day to do the Canyon ...
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  • Pescadero, California

    Hike the Canyon Rim Route in Butano State Park

    5.0
    11.7 mi
    Located deep within the Santa Cruz Mountains, Butano State Park boasts a large redwood canyon with many miles of hiking trails as well as campsites. This state park is one of the quietest and least visited parks on the peninsula making a perfect place to escape the hustle of the Bay Area Butano S...
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  • Redwood City, California

    Hike Purisima Creek Redwoods OSP

    4.6
    7 mi
    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

    Mountain Bike at Purisima Creek

    This beautiful mountain bike ride can be started at the Purisima Creek Road Trailhead or on Skyline Boulevard. There are many trails in the Purisisma Creek Redwoods, but Whittemore Gulch is by far the most beautiful and fun single track to descend on. If you are starting from Skyline Boulevard, i...
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  • Redwood City, California

    Hike Whittemore Gulch at Purisima Creek Redwoods OSP

    4.0
    9.3 mi / 2109 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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  • Felton, California

    Hike to Limestone Kilns and Big Ben Redwood

    5.0
    8 mi / 1500 ft gain
    Henry Cowell Redwood State Park is a super easy destination to get to from Santa Cruz, but the seclusion of the Fall Creek Unit makes this a big bang for buck hike. This hike will take you to Big Ben, a medium sized old growth Redwood, and the abandoned Henry Cowell Lime and Cement Company Kilns ...
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  • Felton, California

    Hike Fall Creek at Henry Cowell SP

    5.0
    9.7 mi / 2191 ft gain
    This quiet 10 mile hike features a winding creek and tall redwoods throughout the trail.  The parking at the Fall Creek Trailhead is limited, so it is best to get there before 10am.  There are redwoods very close to the trail and a good portion is alongside the creek.  Most of the trail is dirt, ...
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  • Los Gatos, California

    Mountain Bike Soquel Demonstration Forest

    11 mi / 2070 ft gain
    As with many trail systems there are multiple routes and loops available at Sequel Demonstration forest of varying lengths and difficulty. The 3 main trails are all accessed via the same parking area on highland way. The most popular trail is the all skill levels "Flow" trail, followed by two sho...
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  • Felton, California

    Redwood Grove Loop

    4.0
    0.93 mi / 144 ft gain
    Henry Cowell Redwoods State Park is located just a few miles north of the city of Santa Cruz, along Highway 9. The park is home to an array of hiking and biking trails, but the crown jewel of the park is the Redwood Grove Loop Trail, which is only a 1/4 mile in from the park's entrance. Many peo...
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  • Felton, California

    Observation Deck Loop in Henry Cowell Redwoods SP

    4.3
    5.3 mi / 869 ft gain
    The trail starts at the Henry Cowell Redwoods State Park Visitors Center. Grab a map in the center, as your hike has you turning onto a few different trails to get to the observation deck.  Starting at the Redwood Grove Loop Trail, follow the trail until it connects with the Pipeline Road Trail ...
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  • Santa Cruz County, California

    Camp at Henry Cowell Redwoods Campground

    4.8
    / 665 ft gain
    Nestled in the Santa Cruz Mountains, Henry Cowell Redwoods State Park is a great weekend option for Bay Area residents. With approximately 30 miles of hiking trails, the incredible Garden of Eden swimming hole, and proximity to Santa Cruz - this campground is not to be missed! On sunny days, view...
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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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  • Half Moon Bay, California

    Stroll along the Southern Beaches at San Gregorio State Beach

    4.0
    2.9 mi / 413 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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  • Pescadero, California

    Pick Berries at Swanton's Berry Farm

    Take a spectacularly scenic drive or bike ride out to this quaint coastal berry farm. Look out onto the shimmering ocean while you pick the ripest and sweetest berries yourself. Head inside their shop to enjoy pre-made jams, pies, chocolate covered strawberries, and so much more. While you're ins...
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  • Davenport, California

    Kitesurf Waddell Beach

    4.0
    Just north of Santa Cruz at the far west end of Big Basin State Park, Waddell Beach offers one of California's top spots for kiteboarding.  Each spring and summer, you'll find consistent northwesterly afternoon sea breezes.  With the added bonus of consistent waves from wind and ground swell, Wad...
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  • Half Moon Bay, California

    Watch the Sunset at Martin's Beach

    4.5
    Martin's Beach is a beach about 7 miles south of Half Moon Bay. It features a large, very cool looking rock formation right off the coast. This beach is accessible via Martin's Beach Road, which is a small turn off on your right when southbound on Highway 1, though sometimes the road is only open...
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