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

  • Palo Alto, California

    Hike the Arastradero Preserve Loop

    3.0
    4.5 mi / 600 ft gain
    Getting There: From Hwy 280, take the Page Mill Road exit and head West on Page Mill Road, away from Downtown Palo Alto (if you're taking 101, exit on Oregon Expressway). Then turn right on Arastradero Road. There will be a small sign indicating the dirt parking lot on the eastern side of the str...
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  • Stanford, California

    Sunset Picnic at Kite Hill

    4.0
    Kite Hill is nothing more than what the name describes. A simple ascent less than 100 feet in elevation. But that 100 feet is all you need to feel like you discovered a little escape from the buzz below.To get there, you can park directly at the base of Kite Hill along Peter Coutts Rd and simply ...
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  • Stanford, California

    Stanford Dish Loop

    4.4
    3.67 mi / 472 ft gain
    If you live in the Palo Alto area and are looking for a place to hike or run, The Dish is a close, and great way to get that exercise. Located right on the corner of Stanford Ave and Junipero Serra, you'll see that small gated entrance right when you drive on by. As far as parking goes, you're le...
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  • Portola Valley, California

    Hike the Windy Hill Loop

    4.3
    7.2 mi / 1400 ft gain
    This 7.2-mile loop starts by heading out of the parking lot and onto the Spring Ridge Trail. Head Southeast On Spring Ridge Trail until you connect with Hamms Gulch Trail. When you jump on Hamms Gulch, head southwest for ~3.4 miles as you circle the far end of the OSP. At this point, you will con...
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  • San Jose, California

    Hike the Quicksilver Trail

    4.3
    5.1 mi / 915 ft gain
    The trails are well maintained and offer good visibility. The trail can be muddy after it rains, and does not have much shade (so bring extra water in the summer).  Dogs are allowed on this trail but must be kept on leash. Keep your eyes peeled for wildlife - this trail is frequently used for bir...
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  • La Honda, California

    Portola Redwoods State Park Loop

    4.8
    7.64 mi / 1460 ft gain
    Like redwood hikes? We do too, they're always very scenic and take you away from the hustle and bustle of the bay area. Not to mention, they also stay cool during the summer months. If you want a hike in the middle of the peninsula, this is a great bet. When starting this hike, head out from hea...
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  • La Honda, California

    Brook Trail Loop

    7.63 mi / 1457 ft gain
    The Brook Trail Loop is a beautiful hike, starting off in Sam McDonald County Park and later entering into Pescadero Creek County Park. This adventure can be done in any season, with the trails almost entirely shaded for even the hottest summer days. Starting off from the Heritage Grove trailhea...
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  • Portola Valley, California

    Sunrise Hike at Windy Hill

    5.0
    There are a few options to this hike. Usually I would recommend parking in the lot on Portola Road, but because the preserve doesn't open until 30 minutes before sunrise, it's best to park up on Skyline Boulevard (Highway 35). There are two places to park up on Skyline, but the main parking lot i...
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  • La Honda, California

    Sam McDonald Park Loop

    5.0
    12.19 mi / 2192 ft gain
    The Pescadero Creek Park Complex is a great place to escape for a day or overnight hike in the heart of the Bay Area. You will need to get a permit to stay overnight - these can be attained on a first-come, first-serve basis from the ranger station. Most of the campsites here are also available f...
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  • San Jose, California

    North Rim Trail to Eagle Rock

    5.0
    1.94 mi / 240 ft gain
    North Rim Trail to Eagle Rock is an out-and-back trail that takes you past scenic surroundings located near San Jose, California.
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  • Woodside, California

    Hike through Wunderlich County Park

    5.0
    4.5 mi / 1400 ft gain
    Located in the iconic Silicon Valley town of Woodside, Wunderlich County Park offers a number of hiking trails as well as some horseback riding trails through the wilderness.  Once in the parking lot, you will see a number of stables, riding ring, as well as a beautiful historic stable that was o...
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  • Fremont, California

    Mission Peak via Hidden Valley Trail

    4.2
    6.16 mi / 2116 ft gain
    Breathtaking views of the Bay Area are your reward for making this climb to the top of Mission Peak. It’s a 3-mile trek to the top of the peak and then back down the same way. This is a moderate hike that provides a nice workout – so be prepared. Park at the Stanford Avenue entrance gate. There ...
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  • Loma Mar, California

    Bike Pescadero Creek County Park

    5.0
    12.5 mi / 1350 ft gain
    Pescadero Creek County Park and the connected Sam McDonald and Memorial Park are located deep in the Santa Cruz Mountains holding a vast network of secluded trails. From biking to backpacking, this area is a perfect place for a day or weekend adventure. This area also has the added bonus having r...
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  • San Jose, California

    Explore Santa Teresa County Park

    4.5
    8.3 mi / 2053 ft gain
    The Santa Teresa County Park loop is perfect for wildlife viewing! Be ready to see deer, coyote, hawks, turkeys, pigs and cows. The trail is rated as moderate - be cautious with mud if you are visiting the park after a rain shower. Dogs are allowed in the park, but must be kept on leash.  There i...
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  • Loma Mar, California

    Camp Under the Redwoods at Memorial Park

    With old growth redwoods and a creek swimming area, Memorial Park is a perfect escape from the hustle and bustle of the Bay Area. Memorial Park is only a few miles east of the town of Pescadero. To get here, you can either approach from Highway 1 and drive up Pescadero Creek Road or take Highway ...
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  • Boulder Creek, California

    Berry Creek Falls Loop (Closed)

    4.8
    10 mi / 2310 ft gain
    Unfortunately, this trail is closed due to a past fire. See CA.Gov for updates on trails in Big Basin.  Nestled in California's oldest state park, the popular Berry Creek Falls Loop hike begins at the Big Basin park headquarters. If you're up for 11 miles, a thousand feet of elevation gain throu...
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