Woodside, California

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

Top Chillin Spots in and near Woodside

  • San Francisco, California

    Twin Peaks

    4.6
    Most locals have heard of Twin Peaks, so if you hop in an Uber or Taxi you should be just fine. If not or you are driving yourself, head for Twin Peaks Boulevard, then just follow it to the top. Voila! When you're there, be sure to catch a sunset, as it is absolutely breath-taking, If you are lu...
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  • San Francisco, California

    Seward Street Slides

    4.2
    Tucked away in a small neighborhood park in Eureka Valley is a set of really fun, slippery, and surprisingly steep concrete slides. They were originally designed by a 14 year old kid over 30 years ago, and we all owe him a big hat tip. People use a variety of sliding materials (saucers, food tray...
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  • San Jose, California

    Senador Mine & Guadalupe Loop

    4.3
    4.83 mi / 863 ft gain
    The trails are well maintained and offer good visibility. The trail can be muddy after it rains, and does not have much shade (so bring extra water in the summer).  Dogs are allowed on this trail but must be kept on leash. Keep your eyes peeled for wildlife - this trail is frequently used for bi...
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  • San Francisco, California

    Sunset Reservoir

    0.69 mi / 62.99 ft gain
    Hidden in the Sunset District, the Sunset Reservoir is more than just piece of city infrastructure — its surrounding paths make for a convenient urban stroll with peaceful views, a solar rooftop, and surprising vistas of San Francisco. Trail & Walk Details Many local walkers estimate the fu...
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  • Oakland, California

    Dunn Loop

    5.0
    3.08 mi / 758 ft gain
    The Redwood Regional Dunn Loop is just outside of Oakland, and can be reached from anywhere in the Bay Area for a fun day or half-day trip. The trail is open year-round. In the spring, wildflowers are abundant. The trail has a great mix of sun and shade. Dogs are allowed, but must be kept on leash. 
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  • San Francisco, California

    Conservatory of Flowers

    4.7
    Spend a day exploring Golden Gate Park by jogging, cycling, or leisurely strolling.  There are so many fantastic stops in the park including a variety of lakes, playgrounds, a golf course, the California Academy of Science, the Conservatory of Flowers, and much much more!  It is definitely worth ...
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  • San Francisco, California

    Ina Coolbrith Park

    5.0
    This tucked away neighborhood gem is less than a square block in size, but offers some of the best views of San Francisco. After a quick, but steep, 5 minute walk, you'll be rewarded with incredible views of: the city skyline, Coit Tower, Alcatraz, and the Bay Bridge. There are a few benches avai...
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  • San Francisco, California

    Beach Bonfire at Ocean Beach

    4.3
    Yes, it's often cold in the city. So, what's the best way to warm up? Bring some blankets, a jacket or two, and come out to Ocean Beach to enjoy a bonfire, a sunset, and some quality time with friends. The fire pits are between Fulton and Lincoln. On a sunny day, get there early if you want to ge...
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  • San Francisco, California

    Sutro Baths Ruins

    4.5
    0.46 mi / 115 ft gain
    Whether you simply look down on the ruins from the [conveniently located] parking lot above, or choose to walk down the stairs and explore, you will be greeted with stunning views of the Baths, and the Pacific Ocean stretching infinitely beyond. The highlight of any trip to the Sutro Baths is ...
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  • San Francisco, California

    The Wave Organ

    The Wave Organ is an acoustic sculpture located on a jetty in the Marina district of San Francisco. Designed by Peter Richards and built in collaboration with sculptor George Gonzalez, this unique attraction was completed in 1986. It utilizes the natural movement of the waves to create a variety ...
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  • Felton, California

    Tree Climb Mount Hermon

    5.0
    Climbing an aerial obstacle course through the redwoods of Mount Hermon is a great way to experience the thrill of climbing and being in the trees.  See what it's like to scurry through the trees like a squirrel.  This unique vantage point offers amazing views of the redwoods. There are many aeri...
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  • San Francisco, California

    Marshall's Beach

    4.8
    If you're looking for one of the best views of the Golden Gate Bridge, Marshall's Beach gives you just that without the tourist crowds of Baker Beach. This small and hidden beach offers a narrow stretch of sand for those looking to throw a frisbee around or just hang out with friends. As it's tu...
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  • San Francisco, California

    Picnic Beneath the Golden Gate

    4.7
    If the weather forecast looks promising, you could do a lot worse than planning a picnic at the West Bluff Picnic Area in the Presidio. This area is south of Crissy Field (closer to the bridge) and before you get to Fort Point - situated perfectly to give you an amazing view of the Golden Gate, A...
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  • San Francisco, California

    Golden Gate Bridge to Sausalito

    4.7
    1.74 mi / 141 ft gain
    Riding your bike or walking across the Golden Gate Bridge to Sausalito, and then enjoying some drinks overlooking the bay, 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. ...
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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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  • Davenport, California

    Old Davenport Pier

    5.0
    The ruins of Davenport Pier are located on Davenport Pier Beach, just north of Davenport on Highway 1, which is about 11 miles north of Santa Cruz. The pier was never completed and the support system for it was left on the beach, the first pillar arch has had a chain swing added to it and can be ...
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