Half Moon Bay, California

Looking for the best running in Half Moon Bay? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Half Moon Bay. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Running Spots in and near Half Moon Bay

  • Redwood City, California

    Whittemore Gulch and Harkins Ridge Loop Trail

    4.6
    6.43 mi / 1772 ft gain
    There 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...
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  • Redwood City, California

    Whittemore Gulch and Purisima Creek Loop Trail

    9.27 mi / 2165 ft gain
    The 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...
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  • Moss Beach, California

    Pillar Point Bluff Loop

    4.7
    1.84 mi / 154 ft gain
    Sitting on a 140 acre bluff top, the Pillar Point Bluffs are a simple, easy hike with breathtaking views throughout. The bluffs are 22 miles from San Francisco – a 30 minute drive depending on the traffic. There is a small 10 car or so parking lot off of Airport Blvd, but there are two additional...
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  • San Mateo County, California

    Sawyer Camp Trail

    5.0
    11.61 mi / 1152 ft gain
    The 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...
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  • Moss Beach, California

    Cypress Tree Tunnels at Moss Beach

    4.5
    0.79 mi / 105 ft gain
    The Cypress Tree Tunnels are a quick jaunt from San Francisco (22 miles) and make for a great half-day trip. Getting here depends on traffic, but 30 minutes from the center of the city is doable. Parking is relatively easy. You can either park at the south end of the area at the Cypress Cove entr...
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  • Redwood City, California

    Methuselah and El Corte De Madera Creek Loop

    6.5 mi / 1778 ft gain
    This loop hike will provide people with the opportunity to experience the tranquility of the lower canyons of the preserve, which tend to be more isolated than the heavier-trafficked trails that are closer to the main highway. Be warned that this hike is fairly strenuous because of the large amo...
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  • San Mateo, California

    Sugarloaf Mountain

    5.0
    1.64 mi / 417 ft gain
    Sugarloaf 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 ...
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  • Redwood City, California

    Crystal Springs Trail Loop

    4.0
    5.4 mi / 1227 ft gain
    This 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...
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  • Redwood City, California

    Old Growth Redwood Loop

    4.4
    5.68 mi / 1480 ft gain
    This 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...
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  • Redwood City, California

    Hassler Loop Trail

    4.0
    1.48 mi / 289 ft gain
    Experience 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...
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  • Redwood City, California

    Cordilleras & Dusty-Footed Woodrat Loop

    3.7
    3.83 mi / 676 ft gain
    Getting 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...
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  • Burlingame, California

    Ed Taylor Loop Trail

    4.0
    1.42 mi / 295 ft gain
    This hike can be done at any time of year. Hiking in winter and spring means that many varieties of wildflowers will be present, and the creek will have much more water. Summer and fall mean higher temperatures and drier conditions, but the hike is still a pleasant experience. Begin the hike at ...
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  • Burlingame, California

    Mills Canyon Nature Area Trail Loop

    4.0
    1.45 mi / 331 ft gain
    Nestled within Burlingame, California, the Mills Canyon Nature Area Trail Loop offers hikers a serene escape into nature. This approximately 1.5-mile loop meanders through diverse landscapes, including mixed woodlands and grasslands, providing opportunities for birdwatching and enjoying native ...
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  • Emerald Hills, California

    Edgewood Loop

    4.0
    3.29 mi / 607 ft gain
    Edgewood 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 ...
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  • Emerald Hills, California

    Sylvan Loop Trail

    2.53 mi / 522 ft gain
    Sylvan Loop Trail is a loop trail where you may see wildflowers located near Redwood City, California.
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  • Half Moon Bay, California

    Gray Whale Cove Trail

    4.5
    2.23 mi / 367 ft gain
    Gray whale cove trail is a splendid, short, and easy hike for the entire family with beautiful ocean views. The starting point is conveniently located near a parking lot that accesses Montara State Beach. From the south end of the parking lot, follow the trail up through the coastal scrub. Within...
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