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Lakeside, California

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

Top Chillin Spots in and near Lakeside

  • Santee, California

    Cowles Mountain via Big Rock Trail

    4.0
    4.86 mi / 1207 ft gain
    Starting somewhat near sea-level, Cowles Mountain via the Big Rock Trail climbs about 1000 ft in elevation.  This trail is about 5 miles total, out and back.  Arrive at Big Rock park which has good parking.  At the park you will walk to the left of the tennis courts past the limits (the fence) of...
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  • Santee, California

    Cowles Mountain via Big Rock Road

    4.5
    4.32 mi / 1109 ft gain
    Start by plugging 8125 Arlette St, Santee, CA into your GPS. This takes you to Big Rock Park, a convenient parking spot for the Cowles Hike. From here you want to walk through the park, and around the right side of the tennis court. This will take you to the fenced entrance to the hike. Head sout...
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  • La Mesa, California

    Catch a Sunset at Lake Murray

    Lake Murray Reservoir provides drinking water to parts of San Diego, and thus is a no swimming lake. This is one of the reasons it is such a great place to photograph! If you are shooting the sunset, use this app to check the time the sun sets, and get to the lake at least 30 minutes prior to set...
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  • Ramona, California

    Mount Woodson's East Approach

    3.0
    3.96 mi / 1385 ft gain
    Mount Woodson is a well-known hiking trail in San Diego County. It is known for its breathtaking views and the famous potato chip rock. The Trail on the east side of the Mountain is fairly steep but is about half the distance of the trail on the west side of the mountain. To get to the trail on ...
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  • Poway, California

    Relax at Lake Poway

    4.0
    It costs $5 to enter the park and they are open 6am to sunset everyday. There is plenty of parking and this park is huge! This place has so many outdoor recreational activities such as fishing, hiking, running, archery, feeding ducks, or just having a picnic. With so many possibilities in this on...
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  • San Diego, California

    Explore Chambers Hidden Dam and Waterfall

    3.2
    0.5 mi
    Once you get off on Poway road, turn right onto Sabre Springs Parkway. Take your immediate left onto Creekbridge Road and park right there on the hill. Walk straight down towards the black gate and go down the hill. Turn right on the trail and walk down 1/4 mile to the dam, and another 500 yards ...
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  • San Diego, California

    Los Penasquitos Canyon Loop

    3.3
    6.77 mi / 131 ft gain
    Los Penasquitos Canyon Loop After about a five minute hike on the trail you will start to enter into Los Penasquitos Canyon. Every section of the trail is different, one minute you are walking next to a stream with trees arching over the trail and another minute you are walking through an open f...
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  • Jamul, California

    Hike the Hollenbeck Canyon Trail

    4.6 mi / 626 ft gain
    The trail is wide and well maintained. The first mile of the trail is well shaded by oak trees. You'll see stunning rocky peaks and rolling green hills as the trail continues. There are three creek crossings to be aware of. Cleveland National Forest is dog friendly, but bring a leash! Hunting is ...
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  • San Diego, California

    Balboa Park Loop

    4.6
    4.34 mi / 226 ft gain
    The Balboa Park Trail offers the chance to see wildlife and is open year-round. The trail is shared by runners, families, hikers, and bikers. Dogs are able to use the trail but must be kept on leash. There is a dog park you will pass by. 
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  • San Diego, California

    Climb the Famous California Balboa Bell Tower

    5.0
    This tour allows you to climb up the iconic landmark of Balboa Park. It has never been open to the public to climb until January 2014. An easy seven floor climb brings you to a beautiful viewing deck. From the top of the tower you'll be able to see the glimpses of the San Diego Zoo, the Cuyamaca ...
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  • San Diego, California

    Spruce Street Suspension Bridge

    4.0
    Located at the intersection of Spruce Street and First Avenue this spot is hard to miss! There is no parking lot, but there is plenty of street parking nearby!! This suspension bridge is one of those hidden gems in San Diego. Located within Banker's Hill, this bridge brings peace and serenity. It...
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  • San Diego, California

    Old Town San Diego State Historical Park

    4.5
    1 mi
    From where Father Junipero Serra established the first of 21 California Missions in 1769, this area was the first permanent European settlement in the San Diego region. Today, past and present meet in a preserved historical park located near Downtown San Diego. You can explore life as it was in ...
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  • San Diego, California

    Bonfire at Fiesta Island

    4.7
    This island offers scenic views of of mission bay and if you're lucky, you can catch fireworks from Sea World. The bonfire rings are stationed around the island, so make sure you get there early to stake yours out, especially if you're headed there on the weekend. Dogs are allowed off leash at th...
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  • Coronado, California

    Explore Bayview Park

    5.0
    Even though I am quite familiar with this spot, I doubt that most San Diegans have sat in the benches at this little park to take in the sunset, sunrise, or spectacular views of downtown San Diego. I'm absolutely positive that most out-of-towners have no idea that this little gem exists. I want t...
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  • San Diego, California

    Surfing at Black's Beach via the Main Gate

    5.0
    1 mi / 650 ft gain
    With arguably some of San Diego’s best waves, Black’s Beach can be found in the vicinity of the University of California San Diego campus, at the southern end of Torrey Pines State Beach and north of La Jolla Shores. Stately eight-figure mansions now line the bluffs where pastures and the Black f...
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  • San Diego, California

    Swing on the La Jolla Tree Swings

    3.0
    From Torrey Pines Rd, turn left onto La Jolla Shores Drive. After about 1/4 of a mile down start to look for parking preferably near UCSD Coastal Apartments. Once parked walk along the UCSD apartments until you see Discovery way. Make a left at Discovery where you will then cross the street. You ...
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