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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 Altos, California

    Hike the Monte Bello Open Space Preserve Loop

    4.5
    2.9 mi / 600 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...
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  • Los Altos, California

    Hike to Black Mountain and Stevens Creek Canyon

    4.0
    6 mi / 950 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, foreste...
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  • 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...
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  • Redwood City, California

    Hike Russian Ridge

    4.5
    4 mi
    Russian Ridge offers a great place to jump on the trail and in the right season, see some of the best wildflowers blooming. On top of that, you get access to amazing views from the ridge. Once you hit your parking space, add a little extra warm up before jumping on the trail to make this 3.7-mil...
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  • Foster City, California

    Paddle the Foster City Lagoon

    The Foster City Lagoon is one of the most calm waters to paddle on.  This is a great spot for beginners to learn how to paddleboard for the first time. The lagoon gets very still and makes it the perfect spot for reflection photos.  On sunny days, there are many kayakers, SUP, small boats, and ev...
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  • Half Moon Bay, California

    Watch the Sunset at Martin's Beach

    4.5
    Martin's Beach is a beach about 7 miles south of Half Moon Bay. It features a large, very cool looking rock formation right off the coast. This beach is accessible via Martin's Beach Road, which is a small turn off on your right when southbound on Highway 1, though sometimes the road is only open...
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  • La Honda, California

    Mountain Bike Skyline Ridge Preserve

    4.0
    3.5 mi / 313 ft gain
    There are a bunch of beginner to intermediate mountain biking trails at Skyline Ridge Open Space Preserve (click here for a trail map).  There are some beginner mountain biking classes that come here to learn. You can find specific trails that match your ability at MTB Project.   There is a Chris...
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  • 3160 North Shoreline Boulevard, California

    SUP Shoreline Lake

    3.0
    Shoreline Lake features a big lake, many hiking and biking trails, and lot of picnic areas in Mountain View, CA. Kayaks, SUP, and various boats can be rented from the boat house. This is a great place to enjoy the water no matter what season it is. There are large grassy areas for kids to run and...
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  • Half Moon Bay, California

    Goat Yoga at Lemos Farm

    5.0
    This is a great way to destress and have fun!  Goat yoga is like normal yoga, but with goats.  Goats tend to like higher ground and flat surfaces.  So, when you are in table top position, they are highly likely to jump onto your back!  These goats are still young, and so do not weigh as much as f...
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  • La Honda, California

    Sam McDonald Park Loop

    5.0
    12.19 mi / 2192 ft gain
    The Pescadero Creek Park Complex is a great place to escape for a day or overnight hike in the heart of the Bay Area. You will need to get a permit to stay overnight - these can be attained on a first-come, first-serve basis from the ranger station. Most of the campsites here are also available f...
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  • San Mateo County, California

    Run Sawyer Camp Trail

    5.0
    12 mi / 300 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 easy....
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  • La Honda, California

    Hike the Brook Trail Loop

    7.1 mi / 1500 ft gain
    The Brook Trail Loop is a beautiful hike, starting off in Sam McDonald County Park and later entering into Pescadero Creek County Park. This adventure can be done in any season, with the trails almost entirely shaded for even the hottest summer days. Starting off from the Heritage Grove trailhead...
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  • Cowell Ranch Beach Access, California

    Picnic at Cowell Ranch Beach

    5.0
    Hike half a mile to this beautiful, secluded beach.  There are high cliffs with a steep staircase down to the beach.  The beach has wonderful rock formations on one side.  It is a great place to watch the sunset or bring a picnic.  A great place for a beach day if you are looking for something le...
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  • Half Moon Bay, California

    Bike the Cowell-Purisima Coastal Trail

    4.0
    This trail begins at the Cowell State Beach parking lot and is only open on the weekends. From the lot, take the short Cowell Ranch Access trail to a scenic overlook. There are steps down to the secluded pocket beach just above the main trail. The trail playfully meanders along the cliffside with...
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  • Half Moon Bay, California

    Hike the Cowell-Purisma Trail

    5.0
    7 mi / 400 ft gain
    This is a popular trail that has beach access to Cowell Ranch Beach.  Along the trail, there is a steep staircase that goes down to the beach.  The trail also features fields, a bridge, and beautiful views of California's rugged coastline.  This trail is paved in some parts, and can also be biked...
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  • Half Moon Bay, California

    Half Moon Bay Coastal Trail

    3.64 mi / 322 ft gain
    Half Moon Bay Coastal Trail is an out-and-back trail where you may see local wildlife located near Half Moon Bay, California.
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