Outbound Collective logo
  • United States
  • California
  • 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

    • Pescadero, United States

      Relax at Costanoa Lodge

      3.0
      Looking for a quick escape from the city, but sleeping on the ground isn’t really your thing? Look no further than Costanoa Lodge in Pescadero, an upscale "glamping" experience just an hour south of San Francisco with tons of hiking options. This is a really fun option for anyone who enjoys being...
      Read more
    • Moss Beach, California

      Pillar Point Bluff Loop

      4.7
      1.84 mi / 154 ft gain
      Sitting on a 140 acre bluff top, the Pillar Point Bluffs are a simple, easy hike with breathtaking views throughout. The bluffs are 22 miles from San Francisco – a 30 minute drive depending on the traffic. There is a small 10 car or so parking lot off of Airport Blvd, but there are two additional...
      Read more
    • Los Gatos, California

      Hike Los Gatos Trail to Jones Trail Loop

      3.8 mi / 511 ft gain
      This trail winds its way along the Los Gatos Creek and ends at the Lexington Reservoir before looping back to the start. It is 3.8 miles and makes for a great way to get exercise and relax in nature. You can hear the creek as you hike, and can even go down to it. There is a lot of green foliage t...
      Read more
    • Moss Beach, California

      Cypress Tree Tunnels at Moss Beach

      4.5
      0.79 mi / 105 ft gain
      The Cypress Tree Tunnels are a quick jaunt from San Francisco (22 miles) and make for a great half-day trip. Getting here depends on traffic, but 30 minutes from the center of the city is doable. Parking is relatively easy. You can either park at the south end of the area at the Cypress Cove entr...
      Read more
    • Moss Beach, California

      Fitzgerald Marine Reserve

      5.0
      0.89 mi / 46 ft gain
      Located beside a residential neighborhood, Fitzgerald Marine Reserve offers a rare glimpse of life in the northern California intertidal zones. There are parking spaces and restrooms available, as well as ranger-led guided tours. Be sure to check the tide charts and go during low tide (preferab...
      Read more
    • Fremont, California

      Lake Elizabeth Loop

      3.0
      2.1 mi / 69 ft gain
      Lake Elizabeth is located in central Fremont.  It offers a nice break from the city streets and can be enjoyed by walkers, joggers, and bikers alike.  It is a park for all ages.   Other attractions include volleyball nets, multiple playgrounds, and aqua adventure park, geese, and peddle boats. ...
      Read more
    • Pacifica, California

      Montara Mountain Trail

      5.0
      6.77 mi / 1900 ft gain
      Montara Mountain Trail is a loop trail that takes you through a forest out to ocean views at the top of Montara Mountain. This hike located near Pacifica, California. and can be accessed from Highway 1 as well. If you're looking to do a similar loop hike from the coast, consider Montara Mountain ...
      Read more
    • 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...
      Read more
    • Half Moon Bay, California

      McNee Ranch to Planet of the Apes

      4.88 mi / 1427 ft gain
      McNee Ranch to Planet of the Apes is a 4.8 mile trail located near Montara State Beach that offers ocean views when it is not too cloudy.  You can get amazing views when you hike up above the clouds.  This hike follows one of the main trails up the mountain, but there are many smaller trails to e...
      Read more
    • Half Moon Bay, California

      Gray Whale Cove Loop

      5.0
      1.22 mi / 518 ft gain
      Starting at the parking lot adjacent to Gray Whale Cove State Beach, proceed to the start sign indicating "Grey Whale Cove Trail". GWCT is a fun brisk hike with slight elevation gain that should be easy enough to take a small group or even children to. Take note of the tight spaces you may encou...
      Read more
    • Half Moon Bay, California

      Gray Whale Cove Trail

      4.5
      2.23 mi / 367 ft gain
      Gray whale cove trail is a splendid, short, and easy hike for the entire family with beautiful ocean views. The starting point is conveniently located near a parking lot that accesses Montara State Beach. From the south end of the parking lot, follow the trail up through the coastal scrub. Within...
      Read more
    • Half Moon Bay, California

      Montara Mountain North & Middle Peaks Loop

      4.3
      7.22 mi / 1929 ft gain
      NOTE: as of 2019, North Peak has been fenced off around the installation of a radio tower and weather station. Additionally, the summit has been found to be a habitat for the endangered San Bruno elfin butterfly. The Gray Whale Cove State Beach is a popular seaside trail that’s just 20 minutes s...
      Read more
    • 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 ...
      Read more
    • Half Moon Bay, California

      Devil's Slide Bunker

      4.3
      The Devil's Slide Bunker is perched out on a point the defiantly juts out into the ocean. The Bunker is covered in constantly changing graffiti, which provides a stunning contrast to the gorgeous seaside. Hop on Highway 1 South. Just south of Pacifica there is a tunnel. Once you go through the t...
      Read more
    • Davenport, California

      Kitesurf Waddell Beach

      4.0
      Just north of Santa Cruz at the far west end of Big Basin State Park, Waddell Beach offers one of California's top spots for kiteboarding.  Each spring and summer, you'll find consistent northwesterly afternoon sea breezes.  With the added bonus of consistent waves from wind and ground swell, Wad...
      Read more
    • San Bruno, California

      Sweeney Ridge via Sneath Lane

      4.5
      3.88 mi / 646 ft gain
      Starting from the parking lot on Sneath Lane Trail, you’ll head through the gate and continue on the path up Sweeney Ridge. This is a 5.7 mile out-and-back trek. There is a 600 ft. elevation gain, which comes mainly in the first 1.5 miles of the trail. Your legs and lungs may hurt a bit, but if t...
      Read more