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San Diego County, California

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

Top Chillin Spots in and near San Diego County

  • Ramona, California

    Hiking Mount Woodson's East Approach

    3.0
    4 mi
    Mount Woodson is a well know hiking trail in San Diego County. It is know for its breath taking 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 t...
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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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  • San Diego, California

    Explore the Point Loma Tide Pools

    4.5
    Begin by making your way towards the Point Loma Naval Base. Continue along that road as far as it goes and you will come to the Cabrillo National Monument. Upon entering the park you will have to pay a fee to get down to the tide pools. It is $5 per car or $3 per person if you choose to walk 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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  • 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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  • 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 Sunset Cliffs Open Ceiling Cave

    0.5 mi
    Starting from you parking spot on the street you will see it right away. Then look to the right in the small bay--to the right of it you'll see a small place to climb down. There is no rope so be careful when scaling it. Walk south until you hit the reef wall and walk along it until you get aroun...
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  • San Diego, California

    Catch a Sunset at Sunset Cliffs

    4.7
    Sunset Cliffs Natural Park area is a 68-acre park on the western edge of Point Loma. The cliffs overlook the Pacific, creating a great spot to take in the sunset. If you head to the parking lot off of Sunset Cliffs, you can get a great view from Pappy's Point. Try to get there a bit before the su...
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  • San Diego, California

    Picnic at Sunset Cliffs in San Diego

    5.0
    San Diego has so much outdoor adventure to offer! After exploring and playing all day head over to Ocean Beach to catch the sunset with a packed picnic at Sunset Cliffs. The cliffs are pretty vast, but filled with lots of spectators. It can be a bit trafficy getting in and out around sunset so gi...
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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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  • 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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  • San Diego, California

    Photographing Scripp's Pier

    4.9
    Parking is easy, there are tons of random street you can park on just a little walk away. Be sure to arrive on scene at least an hour before sunset. Make sure to look up the sunset time and the weather forecast. Clouds will make for the most dramatic images with the most color from the sunset. Ex...
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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

    Watch the Sunset at Windansea Beach

    5.0
    One of San Diego's hidden gems. This beach offers an incredible and beautiful view any time of the day. My favorite time to go to this beach is during the sunset. There is a set of stairs just north of the parking lot that leads down to the cliffs where you can sit, hang out, and relax. It's also...
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  • San Diego, California

    Hike to Black's Beach via the Ho Chi Minh Trail

    4.3
    1 mi / 400 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

    Explore La Jolla Cove

    4.8
    La Jolla Cove is one of the most photographed beaches in San Diego, located on the coast just south of Torrey Pines Natural Reserve. La Jolla Cove is also one of the best spots in San Diego for snorkeling and scuba diving. This calm cove is ecologically protected with many animals making their ho...
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