Woodside, California

With its stunning natural beauty and wide range of activities, Woodside, California is a great destination for those looking to explore the outdoors. Hiking, biking, fishing, kayaking, and more can be enjoyed in the area's many parks and trails, such as the Purisima Creek Trail, the Skyline-to-the-Sea Trail, and the Redwood Gulch Trail. For those looking to uncover the area's history, there are several historic sites including the Filoli Estate, the Woodside Store, and the Woodside Glens. Additionally, visitors can tour the area's wineries and breweries, such as the Woodside Vineyards and the Skyline Ridge Winery. With so much to explore, Woodside, California is a true outdoor paradise.

Top Spots in and near Woodside

  • San Francisco, California

    Twin Peaks and Mt. Sutro Loop

    4.2
    5.26 mi / 1145 ft gain
    Are you thinking, hit up two of the bigger peaks in SF, what a great idea? Well, you thought right! The first mile and a half is uphill as you charge to the top of Twin Peaks. This 6% grade leads to a 460 ft elevation gain. The good news is, if it's not foggy, the views of the bay are stunning, e...
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  • San Francisco, California

    16th Avenue Tiled Steps

    4.6
    0.09 mi / 79 ft gain
    The 16th Avenue Tiled Steps also known as the Moraga steps are an impressive community achievement, and an equally killer workout. Take an easy lap up the stairs to check out the amazing art, take in the views from the top, then get down to business. You'll be glad you made the trek over to this ...
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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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  • San Francisco, California

    Hidden Garden Steps

    4.3
    0.1 mi / 39 ft gain
    These tiles steps are ironically iconic, as they are called the "Hidden" Garden Steps.  They are one of 3 tiled staircases that San Francisco is famous for. The others are the 16th Ave Tiled Steps and the Lincoln Park Steps. Tip: When calling an uber, try to get dropped off at the top of the ste...
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  • San Francisco, California

    Alamo Park Square Park

    4.7
    If you’re ever in San Francisco, you’ll definitely want to spend a bit of time in Alamo Square gazing at these stellar examples of San Francisco history.   This is a beautiful and popular green space, where you have uninterrupted views of the iconic Painted Ladies.  The Painted Ladies are row of...
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  • San Francisco, California

    Golden Gate Park Loop

    6.32 mi / 482 ft gain
    Golden Gate Park Loop is a loop trail that takes you past some of the best sights of the park located in the heart of San Francisco, California. Starting in the Inner Sunset, you'll head out on the loop passing Stow Lake and continuing over Crossover drive into the Outer Richmond and Outer Sunset...
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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

    Stow Lake And Strawberry Hill

    4.9
    2.09 mi / 253 ft gain
    Strawberry Hill is one of the hidden gems of Golden Gate Park. It is named after the once abundant strawberry fields that inhabited the island. The hill, which reaches up to 430ft, is located in the middle of Stow Lake and has 2 foot bridges for access. This is a great place to run if you're look...
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  • Oakland, California

    West Ridge and East Ridge Loop

    5.0
    8.04 mi / 1194 ft gain
    It’s difficult to have a car in San Francisco, but oh-so worth it when it comes to weekend getaways, especially with all the Bay Area has to offer. This is a super accessible trail system just 30 minutes outside of the city that makes for a fun, easy trail run or hike. Redwood Regional Park, par...
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  • San Francisco, California

    Stow Lake

    5.0
    Not too many people know that you can rent a rowboat at Stow Lake in Golden Gate Park, but you can. And you should! This is one of my favorite ways to spend a few hours on a beautiful day in San Francisco. Grab your loved one, your favorite bottle of wine, some snacks, and hop in a rowboat. You’...
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  • San Francisco, California

    Golden Gate Angling & Casting Club

    5.0
    The golden gate casting pools are a hidden gem in the park located on the other side of JFK from the Buffalo Paddock. Here you can practice your fly casting basics or pick up new forms casting (i.e. spey or double haul). The Golden Gate Angling and Casting Club has a clubhouse at the pond where s...
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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

    Coit Tower Stairs

    4.0
    0.49 mi / 200 ft gain
    There are 2 sets of stairs for Coit Tower on Sansome St. The first set is at Greenwich and the second is at Filbert. The Filbert steps are a little deeper per step and are mostly wood and concrete. The Greenwich steps are a little tougher because of the shallower, brick stairs as you get toward t...
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  • San Francisco, California

    Lover's Lane, Ecology, Mountain Lake Trail Loop

    4.6
    2.04 mi / 344 ft gain
    Tucked into a corner of the Golden Gate National Recreation Area is the Presidio, a beautiful little oasis of forests, beaches, and sweeping views that locals love. While the coastal trails get most of the attention here, the park covers 300 acres of prime real estate with lots of notable attract...
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  • San Francisco, California

    Lyon Street Steps

    4.5
    0.2 mi / 102 ft gain
    Rumor has it there are almost 300 stairs from top to bottom. This is a great place to get some exercise in if you're up for running or walking up the stairs. Do a few laps (roundtrip) and you'll be pretty happy with your workout. If you're really looking to get after it, throw in a few pushups an...
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