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

  • Saratoga, California

    Hike the Seven Springs Trail Loop

    2.8 mi / 500 ft gain
    The Seven Springs loop is only one great option of several in the preserve. Starting from the Prospect Rd parking lot the loop is 2.8 miles of rolling hills in and out of the shade. Most of the trail is at least 2 person width so easy to walk with a friend or furry companion. There have been larg...
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  • Rancho San Antonio Open Space Preserve, California

    Hike Deer Hollow Farm Trail

    4.0
    2.7 mi / 259 ft gain
    Rancho San Antonio Open Space Preserve has many beginner to intermediate hiking trails.  Deer Hollow Farm Trail Loop is a hiking trail for beginners, families, or anyone wanting to go on a short hike with nice views of the bay. The trail passes by a farm and deer can often be seen wandering aroun...
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  • Santa Clara County, California

    Black Mountain via Rhus Ridge Trail

    9.75 mi / 2992 ft gain
    Just outside of Los Altos is a very long ridge of mountains, one of which is Black Mountain.  This is a very dry hike, with no tree canopy, so it can get very hot! Be aware that this can make the hike feel a lot more difficult with the sun beating down on you. Follow Rhus Ridge Trail to Black Mo...
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  • Sanborn County Park, California

    Hike Sanborn County Park via the San Andreas Trail

    4.0
    4.2 mi / 1282 ft gain
    This is a moderately rated 4.2 mile trail that winds through the redwoods west of Saratoga.  It features a dirt trail with tall trees and a creek.  The hike is very tranquil and there is lot s of greenery.  There are big rocks in the creek that can you can sit on.  People often meditate here as i...
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  • Los Gatos, California

    Hike Los Gatos Trail to Jones Trail Loop

    3.8 mi / 511 ft gain
    This trail winds its way along the Los Gatos Creek and ends at the Lexington Reservoir before looping back to the start. It is 3.8 miles and makes for a great way to get exercise and relax in nature. You can hear the creek as you hike, and can even go down to it. There is a lot of green foliage t...
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  • La Honda, California

    Hike Peters Creek and Long Ridge

    4.0
    5.7 mi
    From the parking lot, take the connector trail towards the Peters Creek Trail for 0.4 miles. As you descend into a small valley, notice the sound of running water that appears. When you reach the first trail intersection, turn left on the Peters Creek trail. This will give you your first encounte...
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  • Saratoga, California

    Backpack Castle Rock State Park

    4.7
    Castle Rock Trail Camp has a different policy than other backcountry camps in the area (i.e. campsites along Skyline to the Sea). This campground is open all year and is available on a first come, first served basis. If you can, grab a spot a Frog Flat Camp. To get to the camp, park your car at t...
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  • Los Gatos, California

    Hike the Saratoga Gap Trail

    4.6
    4.7 mi
    The Saratoga Gap Trail is relatively lightly trafficked trail that is good year round, although waterfalls peak in late winter and spring. Overall, this 4.7 mile partial loop hike is moderate, with about 1000 feet in elevation change. Trailhead elevation is about 3090 feet. The featured hike desc...
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  • San Jose, California

    Catch a Sunset at Alviso Marina County Park

    3.0
    9 mi / 72 ft gain
    This tranquil 20.6 acre park is open year round from 8am to sunset. It’s the gateway to the Don Edwards San Francisco Bay National Wildlife Refuge. It is filled with boardwalks, trails, and all kinds of wildlife. I went here with the sole intent of catching a pretty sunset after a long week.  I g...
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  • Los Altos, California

    Hike the Monte Bello Open Space Preserve Loop

    4.5
    2.9 mi / 600 ft gain
    This hike is best done in the late fall, winter, and spring so that the creek is running and the hills are green. Starting at the preserve parking lot, the first half of the hike is predominantly downhill. At the main trailhead, start in the direction of the Stevens Creek Nature Trail, as told by...
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  • Los Altos, California

    Hike to Black Mountain and Stevens Creek Canyon

    4.0
    6 mi / 950 ft gain
    This hike can be done during any season, but for the creek to be running and for more comfortable temperatures, it is best to go on a cool winter or spring day. Starting at the preserve parking lot, take the Stevens Creek nature trail, allowing you to witness spectacular views of a large, foreste...
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  • Los Altos, California

    Park Day at Foothills Park

    1.7
    Disclaimer: Foothills Park requires proof of residence in Palo Alto or being accompanied by a resident of the city. Learn more here.Foothills Park is 2.7 miles west of 280 after exiting Page Mill. After exiting you take a short scenic drive up the hill and come to the park entrance on your right...
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  • Redwood City, California

    Hike Russian Ridge

    4.5
    4 mi
    Russian Ridge offers a great place to jump on the trail and in the right season, see some of the best wildflowers blooming. On top of that, you get access to amazing views from the ridge. Once you hit your parking space, add a little extra warm up before jumping on the trail to make this 3.7-mil...
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  • 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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  • 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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