Los Gatos, California
Looking for the best hiking in Los Gatos? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Los Gatos. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Los Gatos
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Redwood City, California
Cordilleras & Dusty-Footed Woodrat Loop
3.73.83 mi / 676 ft gainGetting there: exit Highway 280 at Edgewood Road, travel .75 miles east, turn left on Crestview Drive, then immediately left again on Edmonds Road. Once parked, there are several different path options through the park. All of them connect in a large loop, and return to the parking lot. The Cord...Read more -
Redwood City, California
Hassler Loop Trail
4.01.48 mi / 289 ft gainExperience the natural beauty of the San Francisco Peninsula on the scenic Hassler Loop Trail, a 1.5-mile moderately challenging hiking trail nestled in Redwood City's Emerald Hills neighborhood. This beloved local trail offers hikers, nature enthusiasts, and outdoor adventurers a perfect blend...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 -
Redwood City, California
Whittemore Gulch Trail
4.06.79 mi / 1791 ft gainThis 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...Read more -
Redwood City, California
Whittemore Gulch and Harkins Ridge Loop Trail
4.66.43 mi / 1772 ft gainThere 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...Read more -
Redwood City, California
Whittemore Gulch and Purisima Creek Loop Trail
9.27 mi / 2165 ft gainThe Whittemore Gulch and Purisima Creek Loop Trail, nestled in the scenic Purisima Creek Redwoods Open Space Preserve near Redwood City, California, is a popular choice for hikers looking for a moderately challenging yet rewarding experience. This 9-mile loop trail winds through lush redwood fo...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 -
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 -
Cowell Ranch Beach Access, California
Cowell Ranch Beach
5.01.14 mi / 39 ft gainHike half a mile to this beautiful, secluded beach. There are high cliffs with a steep staircase down to the beach. The beach has wonderful rock formations on one side. It is a great place to watch the sunset or bring a picnic. A great place for a beach day if you are looking for something le...Read more -
Half Moon Bay, California
Hike the Cowell-Purisma Trail
5.07 mi / 400 ft gainThis is a popular trail that has beach access to Cowell Ranch Beach. Along the trail, there is a steep staircase that goes down to the beach. The trail also features fields, a bridge, and beautiful views of California's rugged coastline. This trail is paved in some parts, and can also be biked...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 -
Livermore, California
Murietta Falls
4.012.3 mi / 3947 ft gainGet ready for one of the toughest, lung busting hikes in the east bay with over 6-miles and 4,000ft of climbing in one direction. When you make it to the hike, it's also important to realize that without recent rain, there many not actually be a waterfall. With that said, you're still getting in ...Read more -
Livermore, California
East Shore Trail Loop
4.45 mi / 1089 ft gainThis hike is best done during the spring, fall, or winter when moderate temperatures make the hike more comfortable. Be warned that this hike has a large elevation change despite being about 4.5 miles. Starting at the Arroyo Road Staging Area, take the East Shore Trail east, heading towards a s...Read more -
Gilroy, California
Redfern Pond via Hunting Hollow
5.07 mi / 1263 ft gainHenry W. Coe State Park, northern California's largest, provides outdoor enthusiasts with over 89,000 acres of land to explore, as well as 22,000 acres of designated wilderness area. With all of this space, the outdoor adventures are seemingly endless. We recommend a multi-day backpacking trip to...Read more -
San Mateo County, California
Sawyer Camp Trail
5.011.61 mi / 1152 ft gainThe Sawyer Camp Trail is a popular paved trail that stretches alongside the Crystal Springs Reservoir all the way to Hillcrest Blvd. The sixth mile crosses over the San Andreas Dam with nice views of San Andreas Lake. There are markers every half mile which makes timing and tracking your run eas...Read more -
Pleasanton, California
Courdet Trail and Schuhart Trail
5.24 mi / 1122 ft gainThis is a 5+ mile out and back trail through the hills in the South Bay. The beginning of the hike has a steeper incline and then becomes more gradual later on. There is a beautiful views of the South Bay that are enjoyable in the day, but are fantastic in the evening. Some areas of the trail hav...Read more