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  • Portola Valley
  • Portola Valley, California

    Portola Valley in California is a top destination for outdoor adventures. The Windy Hill Open Space Preserve offers the best trails for hiking. Its scenic beauty includes grasslands, forests, and a stunning view of the entire San Francisco Peninsula. The Spring Ridge Trail, a moderate 7.2-mile loop, is a must-visit. It offers a panoramic view of the Santa Cruz Mountains and the Pacific Ocean. For a more challenging hike, the Razorback Ridge Trail is a steep 2.6-mile trek with views of Portola Valley and the surrounding hills. It's perfect for those looking for a physical challenge amid beautiful natural surroundings. Near Portola Valley, the Coal Creek Open Space Preserve offers more trails, creeks, and wildlife sightings. These are just a few examples of the best trails and outdoor activities available in and near Portola Valley.

    Top Spots in and near Portola Valley

    • 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

      Twin Peaks and Mt. Sutro Loop

      4.2
      6 mi
      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

      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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    • Oakland, California

      Hike Redwood Regional Park via the Dunn Loop

      5.0
      3.6 mi / 606 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

      Alamo Park Square Park

      4.6
      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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    • Santa Cruz, California

      Photograph the UC Santa Cruz Arboretum

      5.0
      No matter the time you'll decide to visit the UC Santa Cruz Arboretum, you'll have thousands of interesting plants and birds to see and watch. The Arboretum is located on the west side of UCSC campus, between the main campus entrance and the west entrance. Parking is 5$ for adults and 2$ for chil...
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    • Oakland, California

      Run the Circumnavigation of Redwood Regional Park's Ultimate Trail Loop

      5.0
      7.5 mi / 1600 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, part ...
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    • San Francisco, California

      Visit the 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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    • Santa Cruz, California

      Surf Four Mile Beach

      4.0
      Four Mile is a reef/point break that is a couple of miles north of town. This spot usually picks up more swell than in town so it is a popular spot for many locals to surf. When the swell picks up, it offers long rights towards the beach. The current can be strong when there is a lot of swell in ...
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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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    • Los Gatos, California

      Mountain Bike Soquel Demonstration Forest

      11 mi / 2070 ft gain
      As with many trail systems there are multiple routes and loops available at Sequel Demonstration forest of varying lengths and difficulty. The 3 main trails are all accessed via the same parking area on highland way. The most popular trail is the all skill levels "Flow" trail, followed by two sho...
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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

      Catch a Sunrise at 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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    • Santa Cruz, California

      Hike Natural Bridges to Lighthouse Field

      3.5
      4.8 mi / 121 ft gain
      This is a paved trail that can be used for hiking, jogging, or walking.  It offers over 2 miles of beautiful California coast.  Walk through flowers, see the jagged cliffs, and of course the lighthouse at the end!  This walk can be done from either direction.  Start at Natural Bridges and head We...
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    • San Francisco, California

      Run the Coit Tower Stairs

      3.8
      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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