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La Mesa, California

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

Top Hiking Spots in and near La Mesa

  • Poway, California

    Hike around Goodan Ranch

    5.0
    3 mi
    Starting at the Sycamore Canyon Trail head, you will see the sign and gate that leads to Goodan Ranch. Head down the gravel road for 1.1 miles, until you reach a 3-way directional split. Heading straight for another .5 miles will take you directly to the ruins of the old Goodan house. Here you wi...
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  • Jamul, California

    Hiking Otay Mountain

    5.0
    15.3 mi / 2903 ft gain
    The trek begins on the Otay Mountain Truck Trail at Pio Pico Resort & Campground. You can either park and hike the entire trail, or drive up to a point a couple miles and park before the road becomes steep and rough. The distance on here is if you hiked the whole way. If you have a 4-wheel dr...
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  • Lakeside, California

    Hike the Oakoasis Open Space Preserve

    2.5 mi / 300 ft gain
    Starting at the trail-head, head down towards the oak-lined ravine marking the beginning of the hike. With trees already growing back from the 2003 fire, these sections of the trail are nice and shady, and quite relaxing. About 1 mile in you will start to see the San Vicente Reservoir to your lef...
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  • Lakeside, California

    Hike El Cajon Mountain

    4.5
    12 mi / 4100 ft gain
    This challenging trek is a great way to get in shape for that spring or summer trip to the Sierras. You may have heard others tell you how tough the hike is and they're not kidding. You'll be gaining 4100 feet over the 12 miles to the peak and back. If you have the time and the energy, you should...
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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

    Los Penasquitos Waterfall via Los Penasquitos Canyon Trailhead

    4.3
    4.15 mi / 115 ft gain
    The Los Penasquitos Preserve waterfall is a hidden gem of San Diego and a popular spot for locals within the area. The hike to the waterfall lies within a preserve of approximately 4,000 acres. There are many different trailheads that lead to the waterfall all offering a unique experience. I alwa...
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  • San Diego, California

    Explore Cabrillo National Monument

    4.5
    Cabrillo National Monument is named after Juan Rodriguez Cabrillo, the first European explorer to reach America's Wet Coast. There are many knowledgable rangers in the park who are eager to share interesting historical facts.  Activities in the park include hiking: the Bayside Trail offers 2 mile...
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  • San Diego, California

    Bayside Trail

    4.0
    1.99 mi / 397 ft gain
    The Bayside Trail features beautiful spring wild flowers and is accessible year-round. The trail is wide with a few rest stops and benches along the way. The trail is breezy, much cooler than many trails inland, featuring ocean views throughout the duration.  This monument commemorates the landi...
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  • Ramona, California

    Iron Mountain Peak Trail

    4.1
    5.67 mi / 1030 ft gain
    Iron Mountain is the longest wilderness trail in Poway, CA. The parking lot is free and provides bathroom and water fountain amenities. The distance from the parking area to the summit is approximately 3.2 miles. Beginning with a wide smooth trail, slowly transitioning into semi-technical incline...
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  • Poway, California

    Catch a Sunset at Twin Peaks Mountain

    2 mi
    Start by parking at Silverset Park. You will see the trail head for Twin Peaks just behind the park. Park outside of the park if you think you'll be staying past sunset, as the park gates close at dark! Once you spot the trail head, veer left to the path heading up towards the peaks. You will eve...
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  • San Diego, California

    Black Mountain via Nighthawk Trail

    5.0
    4.05 mi / 764 ft gain
    Starting at the trail head at the end of Oviedo way, you will see a power line on top of the small hill across from the rec center, which is the start of the South Point View Trail. Follow this trail about a mile until you see a sign for the 'Little Black Mountain Loop' . This is a 4.1 mile loop ...
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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

    Black's Beach via the Ho Chi Minh Trail

    4.3
    0.61 mi / 259 ft gain
    Finding the actual trail is 80% of the adventure. Once you turn down La Jolla Farms Road you will follow it for about 3/4 of a mile and there won't be anything too apparent that you are there, except a few cars parked along the street. Make sure to plug in the directions from the map so you know ...
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  • San Diego, California

    Black's Beach via the Gliderport

    4.3
    0.7 mi / 269 ft gain
    Park at the Torrey Pines Gliderport, which is conveniently empty before sunrise. The hike down to Black's Beach features a steep hike down a winding path of natural and manmade steps along the cliff face, but stay left and cruise the bluff for endless opportunities to observe, reflect and explor...
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