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
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Felton, California
Observation Deck Loop in Henry Cowell Redwoods SP
4.35.3 mi / 869 ft gainThe 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 ...Read more -
Half Moon Bay, California
Whittemore Gulch via Purisima Creek Road
6.44 mi / 1870 ft gainThis 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. Starting Options:Start at Purisima Creek Roa...Read more -
Santa Cruz County, California
Camp at Henry Cowell Redwoods Campground
4.8/ 665 ft gainNestled 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...Read more -
Half Moon Bay, California
Purisima Creek Trail and Craig Britton Trail Loop
4.06.95 mi / 1411 ft gainThis 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...Read more -
Half Moon Bay, California
Southern Beaches at San Gregorio State Beach
4.01.48 mi / 16 ft gainNot 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 ...Read more -
Pescadero, California
Pick Berries at Swanton's Berry Farm
4.0Take 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...Read more -
Davenport, California
Kitesurf Waddell Beach
4.0Just 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...Read more -
Half Moon Bay, California
Martin's Beach
4.5Martin'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...Read more -
Foster City, California
Paddle the Foster City Lagoon
5.0The Foster City Lagoon is one of the most calm waters to paddle on. This is a great spot for beginners to learn how to paddleboard for the first time. The lagoon gets very still and makes it the perfect spot for reflection photos. On sunny days, there are many kayakers, SUP, small boats, and ev...Read more -
Pescadero, United StatesRelax at Costanoa Lodge
3.0Looking for a quick escape from the city, but sleeping on the ground isn’t really your thing? Look no further than Costanoa Lodge in Pescadero, an upscale "glamping" experience just an hour south of San Francisco with tons of hiking options. This is a really fun option for anyone who enjoys being...Read more -
Morgan Hill, CaliforniaUvas Canyon Waterfall Loop
4.01.48 mi / 463 ft gainUvas Canyon offers up to 6-miles of hiking trails, which includes a 1.5 mile loop, which runs along Swanson Creek and passes many of the park's waterfalls. To take short loop, head North out of the parking lot to the Swanson Creek Trail. Once you find Swanson Creek Trail, you'll be on the Waterfa...Read more -
Davenport, California
Greyhound Beach and Greyhound Rock
0.26 mi / 128 ft gainThe trailhead is at the Greyhound Rock State Marine Conservation Area which is directly off Highway 1. There is a large paved parking lot with a good amount of trees so finding a shady parking spot isn't that difficult (if that's important to you). The parking lot is located on the beach cliffs ...Read more -
San Mateo, California
Sugarloaf Mountain
5.01.64 mi / 417 ft gainSugarloaf is tucked away in Laurelwood Park which is located in a residential neighborhood right off of Hwy 92 in San Mateo, making this a great hiking & trail running option for Peninsula residents. I always park on Glendora Dr. and follow the paved path down towards the playground. At the ...Read more -
Mount Hamilton, California
Lick Observatory
3.8Hop on Road 130 heading out of San Jose and follow the winding two lane road up, up, up to to the top of Mt. Hamilton and the Lick Observatory. There are lots of deer, wild turkey, and pigs in the area. If you are lucky you will get to see a herd of deer grazing in a meadow. But be careful that y...Read more -
Santa Cruz, California
Rincon Fire Trail to San Lorenzo River
5.01.42 mi / 328 ft gainThe Rincon Fire Trail Starts at a small dirt parking lot next to CA-9 and traverses down the mountain to the San Lorenzo River Connecting with the Pipeline Trail. The trail can be a simple one of a mile out and back or up to 5 miles depending on your preference. The elevation will change by about...Read more -
Sunol, California
Hike the Pleasanton Ridge Trail
4.36.4 mi / 1443 ft gainPleasanton Ridge Trail is a 6.4 mile loop. The loop is shared by dog walkers, trail runners, hikers, mountain bikers and horseback riders. From the ridge your viewpoints will include Mount Diablo and the San Francisco Bay. This hike from the Foothills Staging Area is an excellent introduction ...Read more
