San Mateo, California
Looking for the best hiking in San Mateo? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around San Mateo. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near San Mateo
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San Francisco, California
Mount Davidson
4.51.03 mi / 299 ft gainMount Davidson Park is located in the southwestern part of the city nestled between Diamond Heights and Portola Dr. The climb isn't too difficult, but to reach the top of the 928ft summit, you should wear close-toed shoes and be ready for some loose gravel or mud if it's been raining. The hike is...Read more -
San Francisco, California
Fort Funston Trail
4.71.81 mi / 253 ft gainFort Funston is an SF gem I discovered when looking for a dog friendly hike near the city. Located west of Lake Merced, you'll find a gorgeous Northern California beach oasis where you and your dog can run wild and free :). Parking is located at the top of the park where you'll descend a steep se...Read more -
Los Altos, California
Foothills Park: Boronda Lake
3.00.93 mi / 0 ft gainSituated in the hills above Palo Alto; Foothills Park is the perfect spot to spend the day outdoors. With hiking, fishing, picnic areas, wide open fields, and expansive views of the Bay Area, this hidden gem is a must visit. Foothills Park is 2.7 miles west of 280 after exiting Page Mill. After ...Read more -
San Francisco, California
Tank Hill
4.30.14 mi / 49 ft gainLooking for a cool, under-the-radar spot that’s perfect for picnics, chilling out, and chasing the sunset? Look no further than Tank Hill. This little gem of a mini-park is 650 feet high and tucked away in Cole Valley. It’s so small that many maps of San Francisco don’t even include it. To get ...Read more -
San Francisco, California
Twin Peaks Loop
4.02.04 mi / 259 ft gainThere are a ton of ways to get here (and obviously that can affect the total distance) but this is starting from Clarendon. Follow along up Twin Peaks boulevard where you'll see the peaks upon your approach. Keep an eye out for traffic as there may be visitors driving toward and away from Twin Pe...Read more -
San Francisco, California
Vulcan Steps
5.00.18 mi / 79 ft gainVulcan Steps is an out-and-back trail that takes you past scenic surroundings located near San Francisco, California.Read more -
San Francisco, California
Corona Heights Park
5.00.65 mi / 115 ft gainCorona Heights Park is a park located north of the Castro and South of Buena Vista Park. The peak of the hill is windy, but it offers an unobstructed panoramic view of the city of San Francisco from downtown to Twin Peaks. It is perfect for taking panoramic pictures of San Francisco at night. Y...Read more -
Castro Valley, California
Lake Chabot Regional Park Loop
4.38.65 mi / 1263 ft gainLooking for a fun day on a lake, but don't want to drive too far? We recommend heading out to the East Bay where you can combine a nice hike with an afternoon of fishing. This moderately challenging hike remains scenic throughout the 8.5 mile trek around the lake, and offers many opportunities fo...Read more -
San Francisco, California
Mount Sutro Open Space Reserve Loop
4.42.14 mi / 617 ft gainThe Mount Sutro Open Space hike is one of those gems that's just hiding in plain site. Most people live in San Francisco for years without ever knowing this hike even exists - which is totally fine with us. This 2+ mile loop is an easy, quick way to get back in touch with nature after a long day....Read more -
San Francisco, California
Fairy Gates Trail
5.00.89 mi / 328 ft gainFairy Gates Trail is an out-and-back trail that takes you through a nice forest located near San Francisco, California.Read more -
San Francisco, California
Sunset Reservoir
0.69 mi / 62.99 ft gainHidden in the Sunset District, the Sunset Reservoir is more than just piece of city infrastructure — its surrounding paths make for a convenient urban stroll with peaceful views, a solar rooftop, and surprising vistas of San Francisco. Trail & Walk Details Many local walkers estimate the fu...Read more -
San Francisco, California
Golden Gate Park Loop
6.32 mi / 482 ft gainGolden Gate Park Loop is a loop trail that takes you past some of the best sights of the park located in the heart of San Francisco, California. Starting in the Inner Sunset, you'll head out on the loop passing Stow Lake and continuing over Crossover drive into the Outer Richmond and Outer Sunset...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 -
Santa Clara County, California
Black Mountain via Rhus Ridge Trail
9.75 mi / 2992 ft gainJust 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...Read more -
Los Altos, California
Stevens Creek & Canyon Loop
4.52.77 mi / 446 ft gainThis 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...Read more -
Los Altos, California
Black Mountain and Stevens Creek Canyon
4.05.47 mi / 1066 ft gainThis 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, forest...Read more