Outbound Collective logo

Half Moon Bay, California

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

Top Hiking Spots in and near Half Moon Bay

  • Burlingame, California

    Hike the Ed Taylor Loop Trail in Mills Canyon

    4.0
    1.4 mi / 300 ft gain
    This hike can be done at any time of year. Hiking in winter and spring means that many varieties of wildflowers will be present, and the creek will have much more water. Summer and fall mean higher temperatures and drier conditions, but the hike is still a pleasant experience. Begin the hike at t...
    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
  • 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
  • Half Moon Bay, California

    Stroll along the Southern Beaches at San Gregorio State Beach

    4.0
    2.9 mi / 413 ft gain
    Not a trail per se, but approximately 3 miles (down and back) of beautiful beach to walk down. Lots of interesting caves, wild animals, and rock formations to discover. This is a popular location for sea kayakers. San Gregorio State Beach was originally founded to protect the estuary at the back ...
    Read more
  • 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...
    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
  • Pacifica, California

    Mori Point Loop

    4.8
    2.54 mi / 276 ft gain
    Start at the parking lots close to the pier, where bathrooms are also available. Walk along the pier to watch the sunset as it begins. Next, walk along Sharp Park Beach to discover the plethora of wild flowers and friendly locals always ready to guide you on your walk. Take the stairs up to the...
    Read more
  • Portola Valley, California

    Sunrise Hike at Windy Hill

    5.0
    There are a few options to this hike. Usually I would recommend parking in the lot on Portola Road, but because the preserve doesn't open until 30 minutes before sunrise, it's best to park up on Skyline Boulevard (Highway 35). There are two places to park up on Skyline, but the main parking lot i...
    Read more
  • Pacifica, California

    Milagra Overlook Trail

    5.0
    2.51 mi / 558 ft gain
    Found this hike with some friends after spending some time googling in my car when we were in the area looking for a quick hike with a view!   Dog friendly Free parking (but quite limited) Ocean views Known to have gorgeous wildflower blooms (we were not there during this)Porta-potty type toilet...
    Read more
  • 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...
    Read more
  • Daly City, California

    Mussel Rock Loop

    4.0
    1.95 mi / 322 ft gain
    Mussel rock, a three-story, 50 million year old rock that has been carried some 500 miles northwest from Southern California, is where the San Andreas fault meets the Pacific Ocean. It's also an excellent spot to drink some wine and catch a sunset. From San Francisco, take Highway 1 south towar...
    Read more
  • La Honda, California

    Sam McDonald Park Loop

    5.0
    12.19 mi / 2192 ft gain
    The Pescadero Creek Park Complex is a great place to escape for a day or overnight hike in the heart of the Bay Area. You will need to get a permit to stay overnight - these can be attained on a first-come, first-serve basis from the ranger station. Most of the campsites here are also available f...
    Read more
  • 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...
    Read more
  • Loma Mar, California

    Camp Under the Redwoods at Memorial Park

    With old growth redwoods and a creek swimming area, Memorial Park is a perfect escape from the hustle and bustle of the Bay Area. Memorial Park is only a few miles east of the town of Pescadero. To get here, you can either approach from Highway 1 and drive up Pescadero Creek Road or take Highway ...
    Read more