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Pleasanton, California

Looking for the best chillin 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 Chillin Spots in and near Pleasanton

  • Stinson Beach, California

    Rock Climbing Mickey's Beach

    3.5
    Mickey's Beach is a great spot for experienced climbers to challenge themselves. The west face of the main rock is home to some local favorites like Sex Porpoises (12c), named for the apparently promiscuous local marine life. There are only a couple routes rated as 5.10s, the rest are mostly 5.12...
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  • Felton, California

    Redwood Grove Loop

    4.0
    0.93 mi / 144 ft gain
    Henry Cowell Redwoods State Park is located just a few miles north of the city of Santa Cruz, along Highway 9. The park is home to an array of hiking and biking trails, but the crown jewel of the park is the Redwood Grove Loop Trail, which is only a 1/4 mile in from the park's entrance. Many peo...
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  • Pescadero, California

    Pick Berries at Swanton's Berry Farm

    Take a spectacularly scenic drive or bike ride out to this quaint coastal berry farm. Look out onto the shimmering ocean while you pick the ripest and sweetest berries yourself. Head inside their shop to enjoy pre-made jams, pies, chocolate covered strawberries, and so much more. While you're ins...
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  • Stinson Beach, California

    Cruising Pacific Coast Highway in Northern California

    4.8
    Start your drive on US Highway 1 aka Pacific Coast Highway just North of San Francisco. The drive will take about 1 -2 days so plan on overnighting somewhere. Hotels are scarce in the unpopulated areas but there all lots of Cabin rentals throughout and several campgrounds around. Just make sure y...
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  • Stinson Beach, California

    Bouldering & BBQ at Stinson

    4.5
    Stinson offers up a great beach day with a few activities for everyone to enjoy. If you head toward the south end of the beach, you'll come across a few boulder problems, including the 2 most popular: Are You Experienced and The Old Man. Are You Experienced is the smaller of these 2 boulders, but...
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  • Stinson Beach, California

    Relax at Stinson Beach

    4.3
    Stinson beach is a popular destination for Bay Area residents and tourists alike.  Located just 20 miles north of San Francisco, it is a 30-40 min drive away from the Golden Gate Bridge (it's a one-lane windy road once you're on HWY 1).  It is also a popular stop when hiking the nearby Mount Tama...
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  • Davenport, California

    Hike around Greyhound Beach and Climb Greyhound Rock

    0.7 mi / 0 ft gain
    The trailhead is at the Greyhound Rock State Marine Conservation Area which is directly off Highway 1. There is a large paved parking lot with a good amount of trees so finding a shady parking spot isn't that difficult (if that's important to you). The parking lot is located on the beach cliffs ...
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  • Santa Cruz, California

    Hike the Rincon Fire Trail

    5.0
    1 mi / 300 ft gain
    The Rincon Fire Trail Starts at a small dirt parking lot next to CA-9 and traverses down the mountain to the San Lorenzo River Connecting with the Pipeline Trail. The trail can be a simple one of a mile out and back or up to 5 miles depending on your preference. The elevation will change by about...
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  • Novato, California

    Buck Gulch Falls Trail

    5.0
    1.26 mi / 203 ft gain
    Buck Gulch Falls (also known as Fairway Falls) is an easy, scenic hike that takes you through a beautiful forest on your way to a 15-foot waterfall. This little neighborhood treasure is tucked away in Novato, CA at the end of Fairway Drive and there is ample parking near the trailhead.  If you v...
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  • Petaluma, California

    Upland Game Bird Hunting/ Clay Shooting

    I’m sure all you hunters and are well aware that there are few, if any, hunting opportunities in San Francisco or Marin County. However, many of you don’t know that an epic hunting club exists just an hour North of San Francisco. At the Black Point Game Bird Club, you can hunt ring-necked pheasan...
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  • Galt, California

    Hike the Cosumnes River Walk Trail

    3.1 mi / 16 ft gain
    This trail is a short, easy, accessible and beautiful trail for a nice afternoon walk (or photoshoot).   I recommend the River Walk Trail (~3 miles).  It is flat and easy to walk.  There are multiple loops so you can turn back at any time. There are small bridges, access to the water, meadows, e...
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  • Davenport, California

    Beach Picnic at Shark Fin Cove

    4.3
    Shark Fin Cove is a large rock formation in an inlet off Highway 1 in Northern California. It is located 1 mile south of Davenport and 10 miles north of Santa Cruz. There is a sizable parking lot located on the side of Highway 1 to park in. Walk down the path left of the parking lot and cross the...
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  • Santa Cruz, California

    A Beach Bonfire in Santa Cruz at Twin Lakes SB

    This one-mile stretch of beach is the perfect option for those looking for a peaceful Santa Cruz experience, but without the crowds. The beach features soft sand, playful surf, an awesome view of Walton Lighthouse, and a handful of fire pits to choose from. It's a great spot to spend the entire d...
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  • Santa Cruz, California

    Bonfire at Seabright State Beach

    5.0
    This is a wide, beautiful beach that's an amazing spot to spend the day and enjoy a bonfire at night. Seabright is probably the most popular spot in Santa Cruz for a bonfire, due to its convenient proximity to the Beach Boardwalk. But luckily, this beach is tucked in between the San Lorenzo River...
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  • Santa Cruz, California

    Explore Panther Beach

    4.5
    Panther Beach's white sand, clear water, and interesting rock formations make it one of the most stunning beaches along this stretch of CA1. But this is a hidden gem for a reason - there are no signs along CA1 for Panther Beach. You need to keep you eyes peeled for cars parked along the side of t...
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  • San Geronimo, California

    Roys Redwood Preserve Loop

    5.0
    2.37 mi / 430 ft gain
    Roy's Redwoods Preserve is an easily missed pocket of Redwoods off Nicasio Valley Road in Marin County. Don't miss it: heading North on Sir Francis Drake Blvd turn right onto Nicasio Valley Rd--the gate for this little park is about a half mile up on the right. From the main entrance you enter a ...
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