Sunnyvale, California
Looking for the best hiking in Sunnyvale? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Sunnyvale. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Sunnyvale
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Portola Valley, California
Windy Hill: Spring Ridge, Anniversary Loop
5.06.18 mi / 1421 ft gainThere are a few options to hiking Windy Hill Open Space Preserve. 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...Read more -
Portola Valley, California
Windy Hill via Anniversary Trail Loop
0.89 mi / 164 ft gainTo get a good viewing point for the sunrise, take a quick on the Anniversary Trail up to Windy Hill. This is a real bang-for-your-buck adventure as the trail isn't too long and you get to see a spectacular sunrise combined with great views of both the Bay Area and out towards the ocean. Note tha...Read more -
Fremont, California
Mission Peak via Hidden Valley Trail
4.26.16 mi / 2116 ft gainBreathtaking 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 ...Read more -
La Honda, California
Brook Trail Loop
7.63 mi / 1457 ft gainThe 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...Read more -
Woodside, California
Meadow & Bear Gulch Loop
5.04.57 mi / 1089 ft gainLocated 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 ...Read more -
La Honda, California
Portola Redwoods State Park Loop
4.88.21 mi / 1924.54 ft gainTake in the best of Portola Redwoods State Park: towering redwoods, a waterfall, wildflowers, and a mix of narrow singletrack and wide old logging roads. This loop comes in around 8 miles, with a shorter 5-mile option if you’re looking for something more mellow. Redwood hikes are always a trea...Read more -
San Jose, California
North Rim Trail to Eagle Rock
5.01.94 mi / 240 ft gainNorth Rim Trail to Eagle Rock is an out-and-back trail that takes you past scenic surroundings located near San Jose, California.Read more -
Redwood City, California
Stulsaft Park Loop
4.00.91 mi / 98 ft gainStulsaft Park Loop in Redwood City, California, is a scenic and family-friendly 0.9-mile loop trail, ideal for hiking, walking, and running. This is a relatively easy stroll with only 98 feet of elevation gain and is accessible for people of all fitness levels. This trail is also particularly pop...Read more -
La Honda, California
Sam McDonald Park Loop
5.012.19 mi / 2192 ft gainThe 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...Read more -
San Jose, California
Senador Mine & Guadalupe Loop
4.34.83 mi / 863 ft gainThe 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 bi...Read more -
Redwood City, California
Crystal Springs Trail Loop
4.05.4 mi / 1227 ft gainThis is a great hike for any season of the year, with rushing streams during the winter, wildflowers in the spring, and cool, shaded canyons during the summer. Starting from near the Zwierlein Picnic area, take the Crystal Springs to the left into the redwood forest. Stay straight at the next tr...Read more -
Redwood City, California
Old Growth Redwood Loop
4.45.68 mi / 1480 ft gainThis hike starts at the parking lot of the El Corte de Madera Open Space Preserve. The lot is located roughly a mile south on Skyline Boulevard from the Skeggs Point Vista. From the parking lot, take the Methuselah Trail for 0.3 miles until you reach the Timberview Trail. Take this trail for anot...Read more -
Sunol, California
Little Yosemite via Ohlone Road
5.02.17 mi / 207 ft gainLittle Yosemite via Ohlone Road is an out-and-back trail that is good for all skill levels located near Sunol, California. The trail follows Alamdeda Creek along a wide gravel road with hills offering up better views of the creek at times. Keep in mind this trail is very exposed and can get hot...Read more -
Emerald Hills, California
Sylvan Loop Trail
2.53 mi / 522 ft gainSylvan Loop Trail is a loop trail where you may see wildflowers located near Redwood City, California.Read more -
Emerald Hills, California
Edgewood Loop
4.03.29 mi / 607 ft gainEdgewood Park and Natural Preserve rests in San Mateo County, California. The sweeping hillsides exemplify the true native flora of California, as the foundation of rock and soil is poor in nutrients. Only a few specialized native plants are adapted to live here--don't miss the unique wildflower ...Read more -
Sunol, California
Little Yosemite via Canyon View Trail
3.93.01 mi / 705 ft gainPlease note this is a fragile ecosystem and watershed. There is NO swimming allowed in Alameda Creek and trespassing is prohibited on Water Department lands that are not accessible to the public. You can learn more about the restrictions and the area at ebparks.org. After entering the kiosk you...Read more