Outbound Collective logo

Pleasanton, California

Pleasanton, California is home to some of the best outdoor activities and attractions. From scenic trails to outdoor adventures, there's something for everyone. Must-visit attractions include the Pleasanton Ridge Regional Park, Shadow Cliffs Regional Recreation Area, and the Pleasanton Golf Center. For the best trails and activities, head to the Pleasanton Ridge Regional Park for a hike or bike ride. Shadow Cliffs Regional Recreation Area is great for fishing, swimming, and picnicking. Pleasanton Golf Center is a great spot for golfers of all levels. Whether you're looking for a peaceful day outdoors or an exciting experience, Pleasanton has it all.

Top Spots in and near Pleasanton

  • Los Altos, California

    Park Day at Foothills Park

    1.7
    Disclaimer: Foothills Park requires proof of residence in Palo Alto or being accompanied by a resident of the city. Learn more here.Foothills Park is 2.7 miles west of 280 after exiting Page Mill. After exiting you take a short scenic drive up the hill and come to the park entrance on your right...
    Read more
  • Belmont, California

    Hike San Mateo's Sugarloaf Mountain

    5.0
    1.5 mi / 500 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 bo...
    Read more
  • Martinez, California

    Muir Farm And Mount Wanda: John Muir Nature Trail

    2.59 mi / 512 ft gain
    Muir Farm And Mount Wanda: John Muir Nature Trail is a loop trail located near Martinez, California.
    Read more
  • Berkeley, California

    Bouldering at Indian Rock

    4.8
    Indian Rock is one of the most popular outdoor bouldering spots in Berkeley. With over 80 problems, there's plenty of routes for beginners to the most advanced climbers. After parking in the surrounding neighborhood, it's an easy walk into the park. Aside from enjoying the challenge of new routes...
    Read more
  • Kensington, California

    Tilden Little Farm

    4.0
    First make sure to stop at the store and stock up on fresh lettuce and celery for the animals. Your kids (or just the kid in you) will love to feed them! Note that they're only allowed to eat lettuce and celery, so don't try to feed them your own snacks or get creative. ;) If you want to make it...
    Read more
  • Woodside, California

    Hike through Wunderlich County Park

    5.0
    4.5 mi / 1400 ft gain
    Located in the iconic Silicon Valley town of Woodside, Wunderlich County Park offers a number of hiking trails as well as some horseback riding trails through the wilderness.  Once in the parking lot, you will see a number of stables, riding ring, as well as a beautiful historic stable that was o...
    Read more
  • Redwood City, California

    Hike the Crystal Springs Trail Loop

    5.6 mi / 1300 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 tra...
    Read more
  • Portola Valley, California

    Hike the Windy Hill Loop

    4.3
    7.2 mi / 1400 ft gain
    This 7.2-mile loop starts by heading out of the parking lot and onto the Spring Ridge Trail. Head Southeast On Spring Ridge Trail until you connect with Hamms Gulch Trail. When you jump on Hamms Gulch, head southwest for ~3.4 miles as you circle the far end of the OSP. At this point, you will con...
    Read more
  • San Francisco, California

    San Francisco Crosstown Trail

    5.0
    16.71 mi / 1975 ft gain
    The San Francisco Crosstown Trail runs point-to-point from Candlestick Point to Land End. The SF Crosstown Trail officially opened in 2014.  It connects park trails to neighborhoods and communities.  In it's in entirety it's almost 17 miles long with 5 Sections available for those looking to bre...
    Read more
  • Saratoga, California

    Hike the Seven Springs Trail Loop

    2.8 mi / 500 ft gain
    The Seven Springs loop is only one great option of several in the preserve. Starting from the Prospect Rd parking lot the loop is 2.8 miles of rolling hills in and out of the shade. Most of the trail is at least 2 person width so easy to walk with a friend or furry companion. There have been larg...
    Read more
  • 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....
    Read more
  • 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...
    Read more
  • 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...
    Read more
  • 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.
    Read more
  • San Francisco, California

    Paddle at Crane Cove

    5.0
    Crane Cove is a beautiful waterfront park with access for paddle boards and kayaks.  This area is protected from the wind (it will be less choppy here than in the middle of the bay). If you decide to paddle up to mission bay or down towards Islais Creek you'll most likely face more currents and w...
    Read more
  • Portola Valley, California

    Sunrise Hike at Windy Hill

    5.0
    There are a few options to this hike. Usually I would recommend parking in the lot on Portola Road, but because the preserve doesn't open until 30 minutes before sunrise, it's best to park up on Skyline Boulevard (Highway 35). There are two places to park up on Skyline, but the main parking lot i...
    Read more