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Woodside, California

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

Top Running Spots in and near Woodside

  • Los Gatos, California

    Lost Mine Trail Run

    Communes, dairy, and gold. These words are not often associated with trail running, but out on Monte Bello Ridge and Black Mountain which rise high above Silicon Valley, you might just hear them uttered.From the parking area in Skyline Open Space we start our run by crossing Skyline Boulevard and...
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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 Jose, California

    Catch a Sunset at Alviso Marina County Park

    3.0
    9 mi / 72 ft gain
    This tranquil 20.6 acre park is open year round from 8am to sunset. It’s the gateway to the Don Edwards San Francisco Bay National Wildlife Refuge. It is filled with boardwalks, trails, and all kinds of wildlife. I went here with the sole intent of catching a pretty sunset after a long week.  I g...
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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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  • Pacifica, California

    Montara Mountain Trail

    5.0
    6.77 mi / 1900 ft gain
    Montara Mountain Trail is a loop trail that takes you through a forest out to ocean views at the top of Montara Mountain. This hike located near Pacifica, California. and can be accessed from Highway 1 as well. If you're looking to do a similar loop hike from the coast, consider Montara Mountain ...
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  • Pescadero, California

    Hike the Canyon Rim Route in Butano State Park

    5.0
    11.7 mi
    Located deep within the Santa Cruz Mountains, Butano State Park boasts a large redwood canyon with many miles of hiking trails as well as campsites. This state park is one of the quietest and least visited parks on the peninsula making a perfect place to escape the hustle of the Bay Area Butano S...
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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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  • San Bruno, California

    Sweeney Ridge via Sneath Lane

    4.5
    3.88 mi / 646 ft gain
    Starting from the parking lot on Sneath Lane Trail, you’ll head through the gate and continue on the path up Sweeney Ridge. This is a 5.7 mile out-and-back trek. There is a 600 ft. elevation gain, which comes mainly in the first 1.5 miles of the trail. Your legs and lungs may hurt a bit, but if t...
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  • Fremont, California

    Lake Elizabeth Loop

    3.0
    2.1 mi / 69 ft gain
    Lake Elizabeth is located in central Fremont.  It offers a nice break from the city streets and can be enjoyed by walkers, joggers, and bikers alike.  It is a park for all ages.   Other attractions include volleyball nets, multiple playgrounds, and aqua adventure park, geese, and peddle boats. ...
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  • Boulder Creek, California

    Hike to Sempervirens Falls

    4.0
    2.1 mi / 100 ft gain
    The hike to Sempervirens Falls is an easy 2.1 mile out-and-back hike on the Sequoia Trail. You'll travel through the redwood forest and some of the campgrounds located in Big Basin State Park. The hike is pleasant but on occasion, you'll be too close to the road to feel like you're deep in the wi...
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  • Pacifica, California

    Mori Point Loop

    4.8
    2.54 mi / 276 ft gain
    Start at the parking lots close to the pier, where bathrooms are also available. Walk along the pier to watch the sunset as it begins. Next, walk along Sharp Park Beach to discover the plethora of wild flowers and friendly locals always ready to guide you on your walk. Take the stairs up to the...
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  • Pacifica, California

    Milagra Overlook Trail

    5.0
    2.51 mi / 558 ft gain
    Found this hike with some friends after spending some time googling in my car when we were in the area looking for a quick hike with a view!   Dog friendly Free parking (but quite limited) Ocean views Known to have gorgeous wildflower blooms (we were not there during this)Porta-potty type toilet...
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  • San Francisco, California

    Bayview Hill Loop

    4.0
    1.24 mi / 184 ft gain
    Bayview Hill Loop is a loop trail that starts with a paved uphill climb and views of the bay facing toward the East Bay located in the Bayview neighborhood of San Francisco, California.
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  • San Francisco, California

    Lake Merced Loop

    4.7
    4.53 mi / 180 ft gain
    Lake Merced Loop is a loop trail in the southwestern part of San Francisco. This trail is used for running and walking. You'll see plenty of people getting exercise or taking their dog for a stroll. There are also benches and tables around the loop. The lake itself is fresh water and is used for...
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  • San Francisco, California

    Fort Funston Trail

    4.7
    1.81 mi / 253 ft gain
    Fort 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...
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