Los Gatos, California
Looking for the best chillin in Los Gatos? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Los Gatos. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Chillin Spots in and near Los Gatos
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Santa Cruz, California
Explore Panther Beach
4.5Panther Beach's white sand, clear water, and interesting rock formations make it one of the most stunning beaches along this stretch of CA1. But this is a hidden gem for a reason - there are no signs along CA1 for Panther Beach. You need to keep you eyes peeled for cars parked along the side of t...Read more -
Santa Cruz, California
Surf at Natural Bridges State Beach
4.5Natural Bridges is off of West Cliff Drive to the north of popular Santa Cruz break, Steamer Lane. The break is a right point break, which breaks on a rocky shelf and reef. The break is best during sizable swells (NW, SW, and West) and a low tide. Be sure to check the wind, this break gets blown ...Read more -
Pescadero, California
Pick Berries at Swanton's Berry Farm
Take a spectacularly scenic drive or bike ride out to this quaint coastal berry farm. Look out onto the shimmering ocean while you pick the ripest and sweetest berries yourself. Head inside their shop to enjoy pre-made jams, pies, chocolate covered strawberries, and so much more. While you're ins...Read more -
Mount Hamilton, California
Stargaze at Lick Observatory
3.8Hop on Road 130 heading out of San Jose and follow the winding two lane road up, up, up to to the top of Mt. Hamilton and the Lick Observatory. There are lots of deer, wild turkey, and pigs in the area. If you are lucky you will get to see a herd of deer grazing in a meadow. But be careful that y...Read more -
Pescadero, California
Hike the Canyon Rim Route in Butano State Park
5.011.7 miLocated deep within the Santa Cruz Mountains, Butano State Park boasts a large redwood canyon with many miles of hiking trails as well as campsites. This state park is one of the quietest and least visited parks on the peninsula making a perfect place to escape the hustle of the Bay Area Butano S...Read more -
Pescadero, United States
Relax at Costanoa Lodge
3.0Looking for a quick escape from the city, but sleeping on the ground isn’t really your thing? Look no further than Costanoa Lodge in Pescadero, an upscale "glamping" experience just an hour south of San Francisco with tons of hiking options. This is a really fun option for anyone who enjoys being...Read more -
Redwood City, California
Hike or Bike the Old Growth Redwood Loop at El Corte de Madera
4.48.8 mi / 1900 ft gainThis hike starts at the middle parking lot of the El Corte de Madera Open Space Preserve. The middle 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 ...Read more -
Pescadero, California
Explore the Pidgeon Point Lighthouse
5.0Pidgeon Point Lighthouse is conveniently located just 50 miles south of San Francisco. Constructed in 1872 and standing at 115 feet, it is among the tallest lighthouse in America.Part of the state park system, it is surprisingly secluded. Numerous parking space were available in the lot with hand...Read more -
Pescadero, California
Exploring Big Sur to Pigeon Point
We started off in Big Sur and took as many pull-off viewpoints as possible between Big Sur and the final destination, Pigeon Point Lighthouse. The weather was foggy in some spots but would open up to reveal the vast Pacific Ocean and sun in others. The weather was mild for us but we're familiar w...Read more -
Pescadero, California
Catch a Sunset at Bean Hollow State Beach
5.0There are a bunch of places to photograph this beach if you head north on the trail that runs along the beach.There is parking at the beach but it can fill up quickly!The only warning you need is about the tide. Make sure you are watching it the entire time because it can creep up on you and will...Read more -
Half Moon Bay, California
Stroll along the Southern Beaches at San Gregorio State Beach
4.02.9 mi / 413 ft gainNot a trail per se, but approximately 3 miles (down and back) of beautiful beach to walk down. Lots of interesting caves, wild animals, and rock formations to discover. This is a popular location for sea kayakers. San Gregorio State Beach was originally founded to protect the estuary at the back ...Read more -
Half Moon Bay, California
Watch the Sunset at Martin's Beach
4.5Martin's Beach is a beach about 7 miles south of Half Moon Bay. It features a large, very cool looking rock formation right off the coast. This beach is accessible via Martin's Beach Road, which is a small turn off on your right when southbound on Highway 1, though sometimes the road is only open...Read more -
Foster City, California
Paddle the Foster City Lagoon
The Foster City Lagoon is one of the most calm waters to paddle on. This is a great spot for beginners to learn how to paddleboard for the first time. The lagoon gets very still and makes it the perfect spot for reflection photos. On sunny days, there are many kayakers, SUP, small boats, and ev...Read more -
Belmont, California
Hike San Mateo's Sugarloaf Mountain
5.01.5 mi / 500 ft gainSugarloaf is tucked away in Laurelwood Park which is located in a residential neighborhood right off of Hwy 92 in San Mateo, making this a great hiking & trail running option for Peninsula residents.I always park on Glendora Dr. and follow the paved path down towards the playground. At the bo...Read more -
Cowell Ranch Beach Access, California
Picnic at Cowell Ranch Beach
5.0Hike 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...Read more -
Half Moon Bay, California
Bike the Cowell-Purisima Coastal Trail
4.0This 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...Read more