San Leandro, California

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

Top Chillin Spots in and near San Leandro

  • Richmond, California

    Explore Point Pinole Shoreline

    4.5
    Point Pinole Regional Shoreline is a 2,315-acre parkland that juts out into the San Pablo Bay. Only a brief car ride from San Francisco, this is a great spot for a Sunday stroll, picnic or simply to find a quiet space.There are several short trails to choose from that wind through eucalyptus grov...
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  • Mill Valley, California

    WWII Ruins on Point Bonita

    4.3
    0.25 mi / 200 ft gain
    All throughout the Marin Headlands are WWII-era bunkers, batteries and ruins, including a complex on the hillside above the Point Bonita Lighthouse that provide amazing views of San Francisco, the Golden Gate, and the north coast. Drive out to the parking lot for the Point Bonita Lighthouse in t...
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  • Tiburon, California

    Bouldering at Ring Mountain

    0.5 mi / 400 ft gain
    Itching to climb outdoors near San Francisco?  With only a quick drive from the city, Ring Mountain is a beautiful nature preserve overlooking the city of San Francisco offering two main rock formations, Turtle Rock (Pictured) and Split Rock.  Split Rock is the slabby rock south of the parking ar...
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  • 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...
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  • San Jose, California

    Alviso Slough Loop

    3.0
    8.76 mi / 256 ft gain
    This tranquil 20.6 acre park is open year round from 8am to sunset. It’s the gateway to the Don Edwards San Francisco Bay National Wildlife Refuge. It is filled with boardwalks, trails, and all kinds of wildlife. I went here with the sole intent of catching a pretty sunset after a long week.  I g...
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  • Redwood City, California

    Old Growth Redwood Loop

    4.4
    5.68 mi / 1480 ft gain
    This hike starts at the parking lot of the El Corte de Madera Open Space Preserve. The lot is located roughly a mile south on Skyline Boulevard from the Skeggs Point Vista. From the parking lot, take the Methuselah Trail for 0.3 miles until you reach the Timberview Trail. Take this trail for anot...
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  • 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...
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  • 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...
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  • Half Moon Bay, California

    Half Moon Bay Coastal Trail

    4.6
    5.51 mi / 220 ft gain
    Start at the visitor center along Kelly Avenue. Take note that the day parking fee is $10 in 2024 for each vehicle. You will then be able to enjoy both the Coastside Trail and Francis Beach (plus other beaches) with access to the amenities such as coin-operated showers and a semi-private beach. ...
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  • Half Moon Bay, California

    Catch the Sunset at Maverick's Beach

    5.0
    1 mi
    Maverick's beach is most well-known for the Maverick surf competition and the gnarly waves which surface here in the winter months. For the rest of the year, the beach is still a site to see. With huge waves crashing ¼ mile off shore and bluffs towering 100 feet above you, it’s a picturesque plac...
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  • Muir Beach, California

    Bonfire at Muir Beach

    5.0
    Take in a scenic sunset and enjoy the warmth of a bonfire on the beach! Muir Beach changes the number of fire pits it has seasonally. May through November, the beach offers 6 fire pits, and in the colder months (December through April), there are 3 fire pits on the beach toward the south end of t...
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  • Los Altos, California

    Foothills Park: Boronda Lake

    3.0
    0.93 mi / 0 ft gain
    Situated in the hills above Palo Alto; Foothills Park is the perfect spot to spend the day outdoors. With hiking, fishing, picnic areas, wide open fields, and expansive views of the Bay Area, this hidden gem is a must visit. Foothills Park is 2.7 miles west of 280 after exiting Page Mill. After ...
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  • Vallejo, California

    Camp at Mare Island Shoreline Heritage Preserve

    4.0
    1 mi / 20 ft gain
    This old Naval Base is now home to, well, almost nothing. As a weekend volunteer trip, myself and about 50 others got a little dirty creating 3 new campsites for you and your friends!During the day, the island has hikers exploring everywhere, but the preserve closes upon sunset and it's just you ...
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  • Portola Valley, California

    Windy Hill: Spring Ridge, Anniversary Loop

    5.0
    6.18 mi / 1421 ft gain
    There are a few options to hiking Windy Hill Open Space Preserve. 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...
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  • Cowell Ranch Beach Access, California

    Cowell Ranch Beach

    5.0
    1.14 mi / 39 ft gain
    Hike half a mile to this beautiful, secluded beach.  There are high cliffs with a steep staircase down to the beach.  The beach has wonderful rock formations on one side.  It is a great place to watch the sunset or bring a picnic.  A great place for a beach day if you are looking for something le...
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  • Half Moon Bay, California

    Cowell-Purisima Coastal Trail

    4.5
    6.8 mi / 528 ft gain
    This trail begins at the Cowell State Beach parking lot and is only open on the weekends. From the lot, take the short Cowell Ranch Access trail to a scenic overlook. There are steps down to the secluded pocket beach just above the main trail. The trail playfully meanders along the cliffside with...
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