Woodside, California

With its stunning natural beauty and wide range of activities, Woodside, California is a great destination for those looking to explore the outdoors. Hiking, biking, fishing, kayaking, and more can be enjoyed in the area's many parks and trails, such as the Purisima Creek Trail, the Skyline-to-the-Sea Trail, and the Redwood Gulch Trail. For those looking to uncover the area's history, there are several historic sites including the Filoli Estate, the Woodside Store, and the Woodside Glens. Additionally, visitors can tour the area's wineries and breweries, such as the Woodside Vineyards and the Skyline Ridge Winery. With so much to explore, Woodside, California is a true outdoor paradise.

Top Spots in and near Woodside

  • Los Gatos, California

    Saratoga Gap & Ridge Trail Loop

    4.6
    4.73 mi / 1070 ft gain
    The Saratoga Gap Trail is relatively lightly trafficked trail that is good year round, although waterfalls peak in late winter and spring. Overall, this 4.7 mile partial loop hike is moderate, with about 1000 feet in elevation change. Trailhead elevation is about 3090 feet. The featured hike desc...
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  • Pescadero, California

    Canyon Rim Route

    5.0
    8.94 mi / 2070 ft gain
    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...
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  • Pescadero, California

    Año Nuevo and Goat Trail Loop

    4.0
    3.76 mi / 761 ft gain
    This steep and winding trail takes you to the top of a ridge where you can see the Pacific coastline and the redwoods piercing through the forest canopy. To do this trail connect the Ano Nuevo Trail, Olmo Fire Road, Goat Trail and the Six Bridges Trail. If you don't have all day to do the Canyon ...
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  • Pescadero, California

    Bean Hollow State Beach

    5.0
    There are a bunch of places to photograph this beach if you head north on the trail that runs along the beach. There is parking at the beach but it can fill up quickly! The only warning you need is about the tide. Make sure you are watching it the entire time because it can creep up on you and ...
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  • Half Moon Bay, California

    McNee Ranch to Planet of the Apes

    4.88 mi / 1427 ft gain
    McNee Ranch to Planet of the Apes is a 4.8 mile trail located near Montara State Beach that offers ocean views when it is not too cloudy.  You can get amazing views when you hike up above the clouds.  This hike follows one of the main trails up the mountain, but there are many smaller trails to e...
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  • Half Moon Bay, California

    Gray Whale Cove Loop

    5.0
    1.22 mi / 518 ft gain
    Starting at the parking lot adjacent to Gray Whale Cove State Beach, proceed to the start sign indicating "Grey Whale Cove Trail". GWCT is a fun brisk hike with slight elevation gain that should be easy enough to take a small group or even children to. Take note of the tight spaces you may encou...
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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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  • Sanborn County Park, California

    Sanborn and San Andreas Trail Loop

    4.0
    3.88 mi / 1798 ft gain
    This is a moderately rated 4-mile loop trail that winds through the redwoods west of Saratoga.  It features a dirt trail with tall trees and a creek.  The hike is very tranquil and there is lot s of greenery.  There are big rocks in the creek that can you can sit on.  People often meditate here a...
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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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  • Half Moon Bay, California

    Devil's Slide Bunker

    4.3
    The Devil's Slide Bunker is perched out on a point the defiantly juts out into the ocean. The Bunker is covered in constantly changing graffiti, which provides a stunning contrast to the gorgeous seaside. Hop on Highway 1 South. Just south of Pacifica there is a tunnel. Once you go through the 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 the Old Growth Redwoods Trail

    4.5
    0.5 mi
    Quick half-mile stroll through the old growth Redwoods that will show you the nature of the ever-living redwood tree.Redwoods are capable of withstanding storms, floods, fire, droughts, and even termites. These legendary trees can live for over 2,000 years and possess incredible strength, vigor, ...
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  • Boulder Creek, California

    Berry Creek Falls Loop (Closed)

    4.8
    10 mi / 2310 ft gain
    Unfortunately, this trail is closed due to a past fire. See CA.Gov for updates on trails in Big Basin.  Nestled in California's oldest state park, the popular Berry Creek Falls Loop hike begins at the Big Basin park headquarters. If you're up for 11 miles, a thousand feet of elevation gain throu...
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  • Boulder Creek, California

    Hike the Ocean View Summit Loop

    4.0
    6 mi / 600 ft gain
    This hike begins at the Big Basin park headquarters. If you're up for 6 miles through giant redwoods and along serene creeks, and with an ocean view, then this is the hike for you. Ocean view summit loop starts on the Gazos Creek Road bridge, next turn right on to the Middle Ridge Fire Road, whic...
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  • Boulder Creek, California

    Camp at Big Basin Redwoods State Park

    4.0
    0.5 mi
    Big Basin is currently closed including the campgrounds. Please visit the Parks.ca.gov site for updated details.  An hour away from the thrumming city of San Jose, ancient immense trees live in a forest full of vibrant ferns and rushing waterfalls. Big Basin Redwoods State Park encompasses 10,00...
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