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Oakland, California

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

Top Hiking Spots in and near Oakland

  • Half Moon Bay, California

    Hike Along the Half Moon Bay Coastal Trail

    4.6
    5 mi / 104 ft gain
    Start at the visitor center along Kelly Avenue. Take note that the day parking fee is $10 in 2016 for each vehicle. You will then be able to enjoy both the Coastside Trail and Francis Beach (plus other beaches) with access to the amenities such as coin-operated showers and a semi-private beach.Th...
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  • Half Moon Bay, California

    Purisima Creek Trail and Craig Britton Trail Loop

    4.0
    6.95 mi / 1411 ft gain
    This hike is perfect for any time of year, always staying cool because it is near the coast, and there are multiple creeks that flow year-round. Even on foggy days, the fog condenses on trees to make it seem like it is "raining." Be warned that this hike has a lot of elevation change and is stre...
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  • Stinson Beach, California

    Dipsea Trail to Steep Ravine Trail Loop from Stinson

    5.0
    5.99 mi / 1568 ft gain
    Dipsea Trail to Steep Ravine Trail Loop from Stinson is a loop trail that takes you by a waterfall located near Stinson Beach, California.
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  • Stinson Beach, California

    Matt Davis-Steep Ravine Loop

    4.7
    6.62 mi / 1726 ft gain
    This loop is made up of three of the most popular Marin trails and for good reason. These trails offer not only expansive ocean views, but a variety of topography and environments. This 6+ mile loop offers up waterfalls, dense forests, redwoods, and open grasslands overlooking the pacific. Starti...
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  • Stinson Beach, California

    Matt Davis-Coastal Trail Loop

    4.7
    6 mi / 2231 ft gain
    This hike is an alternative to the famous Matt Davis to Steep Ravine Loop. The hike starts at Stinson Beach, just behind the fire Station. I recommend parking at the Beach parking lot. The Matt Davis trail is one of the best constructed trails I have ever seen. After 2.2 miles, turn left on the ...
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  • 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...
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  • Fremont, California

    Mission Peak via Hidden Valley Trail

    4.2
    6.16 mi / 2116 ft gain
    Breathtaking views of the Bay Area are your reward for making this climb to the top of Mission Peak. It’s a 3-mile trek to the top of the peak and then back down the same way. This is a moderate hike that provides a nice workout – so be prepared. Park at the Stanford Avenue entrance gate. There ...
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  • San Rafael, California

    Terra Linda Sleepy Hollow Ridge Trail

    5.0
    5.85 mi / 1089 ft gain
    This San Rafael neighborhood trail is quite popular, but there is plenty of room for everyone and the parking is easy. After you park at the trailhead, you walk (or bike) up a relatively short and steep path that takes you to the beginning of the trail.  This hike takes you along a scenic ridge ...
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  • Stinson Beach, California

    Cataract Falls

    4.2
    2.81 mi / 1184 ft gain
    The Bay Area is home to many beautiful waterfalls, but Cataract Falls located about an hour north of San Francisco is one of the most stunning. Be sure to head out on this hike after a recent rain. Cataract Falls is a picturesque waterfall located in the Mt. Tamalpais Watershed near Stinson Be...
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  • Redwood City, California

    Hike or Bike the Old Growth Redwood Loop at El Corte de Madera

    4.4
    8.8 mi / 1900 ft gain
    This hike starts at the middle parking lot of the El Corte de Madera Open Space Preserve. The middle lot is located roughly a mile south on Skyline Boulevard from the Skeggs Point Vista. From the parking lot, take the Methuselah Trail for 0.3 miles until you reach the Timberview Trail. Take this ...
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  • Fairfax, California

    Carson Falls

    4.0
    3.75 mi / 863 ft gain
    Are you tired of crowds on your hikes? First, shame on you for getting up so late and moving so slowly. Did you really need Philz before you got on the trail? Ok, now that you’ve been thoroughly chastised, let’s start planning a hike to the less-frequented Carson Falls. Like any of the falls in ...
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  • Redwood City, California

    Hike the Methuselah and El Corte De Madera Creek Loop

    6.2 mi / 1800 ft gain
    This loop hike will provide people with the opportunity to experience the tranquility of the lower canyons of the preserve, which tend to be more isolated than the heavier-trafficked trails that are closer to the main highway. Be warned that this hike is fairly strenuous because of the large amou...
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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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  • Palo Alto, California

    Hike the Arastradero Preserve Loop

    3.0
    4.5 mi / 600 ft gain
    Getting There: From Hwy 280, take the Page Mill Road exit and head West on Page Mill Road, away from Downtown Palo Alto (if you're taking 101, exit on Oregon Expressway). Then turn right on Arastradero Road. There will be a small sign indicating the dirt parking lot on the eastern side of the str...
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  • San Jose, California

    Catch a Sunset at Alviso Marina County Park

    3.0
    9 mi / 72 ft gain
    This tranquil 20.6 acre park is open year round from 8am to sunset. It’s the gateway to the Don Edwards San Francisco Bay National Wildlife Refuge. It is filled with boardwalks, trails, and all kinds of wildlife. I went here with the sole intent of catching a pretty sunset after a long week.  I g...
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  • 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...
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