Outbound Collective logo

Pleasanton, California

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

Top Cycling Spots in and near Pleasanton

  • 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. ...
    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
  • San Francisco, California

    Bike the Golden Gate to Sausalito

    4.7
    Riding your bike across the Golden Gate Bridge to Sausalito, and then enjoying some drinks on the back deck at Sam's, is a great way to spend a nice day. The views along the way are simply breathtaking. After your ride and a day of fun in Sausalito, you can return to San Francisco by ferry. It's ...
    Read more
  • San Francisco, California

    Ride Paradise Loop

    4.3
    Riding this loop has long been a popular option for San Franciscan riders looking to escape the busy city streets. This 38-mile ride with 1,600 feet of elevation, is suitable for all personalities of rider: the fast paced racer or the person just out to relax and cruise.A great place to start thi...
    Read more
  • Mill Valley, California

    Headlands Ride to Point Bonita Lighthouse

    4.3
    The Headlands are a quick ride over the Golden Gate. On the ride, you'll see wildflowers, rugged coastline, and the Point Bonita Lighthouse. Once you cross the bridge, take Conzelman Rd up ~700 feet to Hawk Hill. From here, continue on to the lighthouse. On the return trip, head back on Conzelman...
    Read more
  • Mill Valley, California

    Summit of Mt. Tamalpais Loop

    5.0
    1.15 mi / 394 ft gain
    Mt. Tam is a large park with plenty of amazing viewpoints, but the East routes and the East Peak are best for sunsets. Once you're at the top, it's an amazing spot to view a large number of Marin trails, which can help you can get a head start on planning your next adventure. At 2,570 feet, this ...
    Read more
  • Mill Valley, California

    Camp at Bootjack Campground in Mount Tamalpais State Park

    4.0
    Bootjack Campground is located within California's Mount Tamalpais State Park. There are a couple of campsites within the park, but if you are driving on the Panoramic Highway from Mill Valley, this will be the first campground you pass.  The fee is $25 fee to camp, but they have bathrooms and ru...
    Read more
  • Fairfield, California

    Bike the Gordon Valley to Wooden Valley Scramble

    5.0
    13.5 mi / 498 ft gain
    This is a 13.5 mile loop route in Fairfield, California. The route has a total ascent of 498 feet and has a maximum elevation of 369 feet.Begin your ride at the corner of Oliver Road and Mankas Corner Road. Along Mankas Corner Road you'll pass the Napa Grass Farmer community farm and Il Fiorello ...
    Read more
  • Santa Cruz County, California

    Camp at Henry Cowell Redwoods Campground

    4.8
    / 665 ft gain
    Nestled in the Santa Cruz Mountains, Henry Cowell Redwoods State Park is a great weekend option for Bay Area residents. With approximately 30 miles of hiking trails, the incredible Garden of Eden swimming hole, and proximity to Santa Cruz - this campground is not to be missed! On sunny days, view...
    Read more
  • Vacaville, California

    Bike the Cantelow Climb

    5.0
    19.68 mi / 1119 ft gain
    Begin your ride from Lagoon Valley Park in Vacaville, California. There is a parking lot here if you drive to the start of your ride (the park entrance fee is $3 per vehicle per day). Head out of the parking lot and turn right onto Rivera Road where you'll cross over Hwy 80. The road becomes Cher...
    Read more
  • Capitola, California

    Camp at New Brighton Campground

    / 0 ft gain
    This Capitola camping spot is the place to be if you're looking to do a variety of activities in a variety of landscapes. You can swim, fish, or explore the nearby forest of Monterey Pine and coastal Oak. In the evening, walk into Capitola for live music and great fish tacos.  The S.S. Palo Alto,...
    Read more
  • Vacaville, California

    Bike the Lake Berryessa Loop

    55.82 mi / 1007 ft gain
    Begin your ride in Vacaville, California out of Alamo Creek Park (street parking is available and free). Head north on Alamo Drive and veer left onto Foothill Drive, then left (South) onto Pleasants Valley Road. After two miles, veer left onto Cherry Glen Road. Stay to the right when you reach th...
    Read more