Kensington, California

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

Top Running Spots in and near Kensington

  • 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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  • 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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  • 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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  • Half Moon Bay, California

    Montara Mountain North & Middle Peaks Loop

    4.3
    7.22 mi / 1929 ft gain
    NOTE: as of 2019, North Peak has been fenced off around the installation of a radio tower and weather station. Additionally, the summit has been found to be a habitat for the endangered San Bruno elfin butterfly. The Gray Whale Cove State Beach is a popular seaside trail that’s just 20 minutes s...
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  • Livermore, California

    Condor, Volvan, Stone Corral, Coyote Loop

    4.5
    4.38 mi / 620 ft gain
    This regional preserve is perfect for day hikes. There are also designated campsites and even a backpack campsite. Horses and dogs are welcome in the preserve. There are many different clearly marked trails that one can choose from. A good 4.5 mile loop is to start at the Park Residence entrance...
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  • Napa, California

    Westwood Hills Park Loop

    3.8
    2.12 mi / 476 ft gain
    This park can get a little crowded on weekends, so best to go early if possible. In terms of parking, there's a lot at the trailhead, but also plenty of available street parking.  The loop can be broken up in a various ways as there are several offshoots from the main trailhead/trail leaving fro...
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  • Sonoma, California

    Grape Stomp and You-Walk Miwok Loop

    5.0
    2.17 mi / 463 ft gain
    Explore the beauty of Sonoma, California, on the Grape Stomp and You-Walk Miwok Loop, a breathtaking hiking trail offering a mix of rolling vineyards, oak woodlands, and stunning valley views. This moderate loop is perfect for nature lovers, trail runners, and photographers seeking an immersive o...
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  • Napa, California

    Alston Park Loop Trail

    5.0
    2.76 mi / 184 ft gain
    Alston Park Loop Trail, located in Napa, California, is a 2.76-mile loop trail that offers a moderate level of difficulty for hikers. The trail is primarily used for hiking, walking, and running and is accessible year-round. The trail is well-maintained and clearly marked, making it suitable for ...
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  • Petaluma, California

    Helen Putnam Northern Loop

    4.5
    2.52 mi / 348 ft gain
    The Helen Putnam Northern Loop is a scenic hiking trail in Petaluma, California, offering a peaceful outdoor experience with breathtaking views and natural charm. This trail is perfect for hikers seeking a blend of gentle exercise and stunning landscapes. Trail Highlights: Length & Di...
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  • Petaluma, California

    Helen Putnam Inner Loop

    4.0
    1.44 mi / 236 ft gain
    The Helen Putnam Inner Loop is a scenic and relatively short hiking trail located in Petaluma, California. This loop offers a perfect mix of natural beauty and accessibility. This trail is ideal for hikers, families, and outdoor enthusiasts looking for a shorter adventure with stunning vistas. T...
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  • Petaluma, California

    Helen Putnam Regional Park Loop

    4.0
    4.87 mi / 673 ft gain
    A 216-acre park, Helen Putnam offers 9 trails that are relatively short but can be combined however you wish. Go 2 miles or 10 miles. Loop in and out, up or around. I take a different route every time I hike here. For a good 4.8-mile hike, begin at the southwest corner, where the parking lot and...
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  • Sunol, California

    Hike the Pleasanton Ridge Trail

    4.3
    6.4 mi / 1443 ft gain
    Pleasanton 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 ...
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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

    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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  • 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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