San Mateo, California

Top Spots in and near San Mateo

  • San Francisco, California

    Twin Peaks and Mt. Sutro Loop

    4.2
    5.26 mi / 1145 ft gain
    Are you thinking, hit up two of the bigger peaks in SF, what a great idea? Well, you thought right! The first mile and a half is uphill as you charge to the top of Twin Peaks. This 6% grade leads to a 460 ft elevation gain. The good news is, if it's not foggy, the views of the bay are stunning, e...
    Read more
  • San Francisco, California

    Grand View Park ("Turtle Hill")

    5.0
    0.21 mi / 7 ft gain
    A recipe for happiness in the "cool grey city of love." To the seasoned San Franciscan there is no finer view in the Bay Area than that from San Francisco's front porch, Turtle Hill or "Grand View Park". If the North American continent / plate is a ship, then Grand View Park is the prow giving e...
    Read more
  • San Francisco, California

    16th Avenue Tiled Steps

    4.6
    0.09 mi / 79 ft gain
    The 16th Avenue Tiled Steps also known as the Moraga steps are an impressive community achievement, and an equally killer workout. Take an easy lap up the stairs to check out the amazing art, take in the views from the top, then get down to business. You'll be glad you made the trek over to this ...
    Read more
  • San Francisco, California

    Sunset Reservoir

    0.69 mi / 62.99 ft gain
    Hidden 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

    Alamo Park Square Park

    4.7
    If you’re ever in San Francisco, you’ll definitely want to spend a bit of time in Alamo Square gazing at these stellar examples of San Francisco history.   This is a beautiful and popular green space, where you have uninterrupted views of the iconic Painted Ladies.  The Painted Ladies are row of...
    Read more
  • San Francisco, California

    Hidden Garden Steps

    4.3
    0.1 mi / 39 ft gain
    These tiles steps are ironically iconic, as they are called the "Hidden" Garden Steps.  They are one of 3 tiled staircases that San Francisco is famous for. The others are the 16th Ave Tiled Steps and the Lincoln Park Steps. Tip: When calling an uber, try to get dropped off at the top of the ste...
    Read more
  • San Francisco, California

    Golden Gate Park Loop

    6.32 mi / 482 ft gain
    Golden 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

    4.0
    1.48 mi / 16 ft gain
    Not 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
  • San Francisco, California

    Conservatory of Flowers

    4.7
    Spend a day exploring Golden Gate Park by jogging, cycling, or leisurely strolling.  There are so many fantastic stops in the park including a variety of lakes, playgrounds, a golf course, the California Academy of Science, the Conservatory of Flowers, and much much more!  It is definitely worth ...
    Read more
  • San Francisco, California

    Stow Lake And Strawberry Hill

    4.9
    2.09 mi / 253 ft gain
    Strawberry Hill is one of the hidden gems of Golden Gate Park. It is named after the once abundant strawberry fields that inhabited the island. The hill, which reaches up to 430ft, is located in the middle of Stow Lake and has 2 foot bridges for access. This is a great place to run if you're look...
    Read more
  • 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...
    Read more
  • San Francisco, California

    Stow Lake

    5.0
    Not too many people know that you can rent a rowboat at Stow Lake in Golden Gate Park, but you can. And you should! This is one of my favorite ways to spend a few hours on a beautiful day in San Francisco. Grab your loved one, your favorite bottle of wine, some snacks, and hop in a rowboat. You’...
    Read more
  • San Francisco, California

    Ina Coolbrith Park

    5.0
    This tucked away neighborhood gem is less than a square block in size, but offers some of the best views of San Francisco. After a quick, but steep, 5 minute walk, you'll be rewarded with incredible views of: the city skyline, Coit Tower, Alcatraz, and the Bay Bridge. There are a few benches avai...
    Read more
  • Los Altos, California

    Stevens Creek & Canyon Loop

    4.5
    2.77 mi / 446 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...
    Read more
  • Los Altos, California

    Black Mountain and Stevens Creek Canyon

    4.0
    5.47 mi / 1066 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, forest...
    Read more
  • San Francisco, California

    Golden Gate Angling & Casting Club

    5.0
    The golden gate casting pools are a hidden gem in the park located on the other side of JFK from the Buffalo Paddock. Here you can practice your fly casting basics or pick up new forms casting (i.e. spey or double haul). The Golden Gate Angling and Casting Club has a clubhouse at the pond where s...
    Read more