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San Diego, California

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

Top Chillin Spots in and near San Diego

  • Encinitas, California

    Coastal Roots Farm

    5.0
    Coastal Roots Farm in Encinitas, California provides high quality, freshly picked organic produce with a pay-what-you-can pricing model. If you can afford to, pay their asking price, especially when you consider in return they allow people in need to buy for less than normal market prices. Best p...
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  • Encinitas, California

    Stonesteps Beach

    Stonesteps Beach is incredibly scenic during every season. In the winter this beach is usually fairly rocky, and in the spring/summer the sand returns.  If you're looking to hang out on this beach just be sure to set up your towel or chair a good ways away from the cliffside as there is a lot of...
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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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  • Encinitas, California

    Photograph Surfers at Beacons Beach

    5.0
    Pack for a day of fun, and don’t forget your camera! Getting there is easy. You can plug “beacons beach” or Leucadia State Beach right into your gps. You’ll find it right off of Neptune Street, where you can park in the parking lot on top of the sea bluff. Walk down the windy beach trail and you ...
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  • Escondido, California

    Lake Hodges Overlook

    4.6
    6.73 mi / 1407 ft gain
    Elfin Forest is one of the most beautiful and unique trails in all of San Diego, CA. The parking is free as well as the overflow parking area. There is an Interpretive Center located in the staging area where you can speak to park rangers, learn about the wildlife and trail locations. The parking...
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  • Encinitas, California

    Grandview Beach

    5.0
    3 mi
    Grandview Beach is a great spot for surfing when conditions line up (see Surfline). it's also an ideal spot to kick back and relax (bring your whole fam, dogs too).  If you're looking for a little fitness, you can start at either Grandview Beach and head south along the beach to the San Elijo la...
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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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  • Escondido, California

    Camp at Dixon Lake

    2.1 mi / 295 ft gain
    Dixon Lake is Escondido's best kept secret! A man-made reservoir located right next to Daley Ranch, Dixon Lake offers overnight camping, boat rentals, fishing, and hiking, along with picnic areas, a kids park, and more.  The campground is open year-round and is located next to the lake with a lof...
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  • Oceanside, California

    Catch a Sunset at Oceanside Pier

    4.8
    Both sides of the pier are awesome to shoot but depending on the time of the year/sun position one might be better than the other. Super mellow beach to chill out at and watch the sunset. You can get some awesome reflections in the tide. Keep an eye on your gear as there can be sketchy crackheads...
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  • Oceanside, California

    Bike or Skate the Strand

    4.0
    1 mi / 0 ft gain
    Oceanside's iconic Strand is a 1 mile long ocean-front road that is perfect for cycling, walking, and running. At various points it is one way or pedestrian only, and is a must-do for any visitors to Oceanside.From the north The Strand begins at Breakwater Way and heads south underneath The Ocean...
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  • Oceanside, California

    Stand Up Paddleboard the Oceanside Harbor

    The Oceanside Harbor is a great place to paddle board with easy parking and access to restaurants, and all protected from the wave and swells of the ocean. Often times there are sea lions, pelicans, and other marine life swimming among the hundreds of beautiful sailboats. Paddleboards are availab...
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  • Oceanside, California

    Kayak the Oceanside Harbor

    Sea kayaking from the Oceanside Harbor public kayak launch is one of the best ways to experience the Oceanside coast and the Pacific Ocean. There is ample parking along North Harbor Drive with the public kayak launch well-marked on the street. You can paddle around the harbor or you can go out pa...
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  • Palomar Mountain, California

    Hike to Palomar Observatory from the Palomar Observatory Campground

    5.0
    4.4 mi / 718 ft gain
    Situated in the Palomar Mountains of Cleveland National Forest, Palomar Observatory Campground offers many amenities for enjoyable camping and exploring the area.  A portion of the campsites loop has been cleared of trees with level cement pads to allow campers to set up their own telescopes.  Dr...
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  • San Diego County, California

    Hike Garnet Peak Trail

    3.0
    2.6 mi / 500 ft gain
    While there are a few trail options, the designated Garnet Peak Trail begins off of Sunrise Highway at Mile Marker 27.8. There is a small pull-off on the east side of the road with a sign denoting the trail. An Adventure Pass is required for parking in this area of Cleveland National Forest.The f...
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  • Campo, California

    Photograph the Mexican Border on the PCT Southern Terminus

    4.5
    From San Diego head East on Hwy 8 for roughly 60 miles to Buckman Springs Road (Exit 51). Take a right on Buckman Springs road an drive South for 10 miles. Turn right on CA-94 W (Campo Rd) and drive for 1.5 miles. After crossing the railroad tracks turn left on Forrest Gate Road. Take this road f...
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  • San Clemente, California

    Beach Day at San Onofre

    5.0
    This spot is no secret but it’s by far one of the best beaches California has to offer and has been regarded since the 1950s as a friendly surfing sanctuary. The beach is divided into three surf spots (named from North to South), known as “The Point,” “Old Man’s,” and “Dogpatch.” To access the be...
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