San Mateo, California
Looking for the best chillin in San Mateo? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around San Mateo. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Chillin Spots in and near San Mateo
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Foster City, California
Paddle the Foster City Lagoon
5.0The 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 -
San Mateo, California
Sugarloaf Mountain
5.01.64 mi / 417 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 ...Read more -
Half Moon Bay, California
Half Moon Bay Coastal Trail
4.65.51 mi / 220 ft gainStart at the visitor center along Kelly Avenue. Take note that the day parking fee is $10 in 2024 for each vehicle. You will then be able to enjoy both the Coastside Trail and Francis Beach (plus other beaches) with access to the amenities such as coin-operated showers and a semi-private beach. ...Read more -
Redwood City, California
Old Growth Redwood Loop
4.45.68 mi / 1480 ft gainThis hike starts at the parking lot of the El Corte de Madera Open Space Preserve. The 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 trail for anot...Read more -
Pacifica, California
Surf at Pacifica State Beach
4.5If you're looking for a place to surf and Ocean Beach isn't quite your speed or Santa Cruz is too far, head to Pacifica, specifically Linda Mar. Linda Mar is usually more wind protected and user-friendly than ocean beach. Break out your longboard or hybrid board and head to this beach. There is e...Read more -
Half Moon Bay, California
Catch the Sunset at Maverick's Beach
5.01 miMaverick's beach is most well-known for the Maverick surf competition and the gnarly waves which surface here in the winter months. For the rest of the year, the beach is still a site to see. With huge waves crashing ¼ mile off shore and bluffs towering 100 feet above you, it’s a picturesque plac...Read more -
Half Moon Bay, California
Devil's Slide Bunker
4.3The Devil's Slide Bunker is perched out on a point the defiantly juts out into the ocean. The Bunker is covered in constantly changing graffiti, which provides a stunning contrast to the gorgeous seaside. Hop on Highway 1 South. Just south of Pacifica there is a tunnel. Once you go through the t...Read more -
Cowell Ranch Beach Access, California
Cowell Ranch Beach
5.01.14 mi / 39 ft gainHike 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
Cowell-Purisima Coastal Trail
4.56.8 mi / 528 ft gainThis 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 -
Pacifica, California
Picnic at Sharp Park Beach
4.0A medium size beach with darker sand with big rocks and a paved path for walkers and joggers. The beach is a great place to bring a picnic and watch the sunset. It is located next to Pacifica Pier, which is popular for fishing.Read more -
Moss Beach, California
Cypress Tree Tunnels at Moss Beach
4.50.79 mi / 105 ft gainThe Cypress Tree Tunnels are a quick jaunt from San Francisco (22 miles) and make for a great half-day trip. Getting here depends on traffic, but 30 minutes from the center of the city is doable. Parking is relatively easy. You can either park at the south end of the area at the Cypress Cove entr...Read more -
Pacifica, California
Fish at Pacifica Pier
5.0This is a great place for fishing or just taking a walk to watch the sunset. It's a great place to walk or jog, or even bring a pup! There are lot of people fishing throughout the pier. A short walk away is Sharp Park Beach, where you can relax and bring a picnic to watch the sunset.Read more -
Moss Beach, California
Fitzgerald Marine Reserve
5.00.89 mi / 46 ft gainLocated beside a residential neighborhood, Fitzgerald Marine Reserve offers a rare glimpse of life in the northern California intertidal zones. There are parking spaces and restrooms available, as well as ranger-led guided tours. Be sure to check the tide charts and go during low tide (preferab...Read more -
Daly City, California
Mussel Rock Loop
4.01.95 mi / 322 ft gainMussel rock, a three-story, 50 million year old rock that has been carried some 500 miles northwest from Southern California, is where the San Andreas fault meets the Pacific Ocean. It's also an excellent spot to drink some wine and catch a sunset. From San Francisco, take Highway 1 south towar...Read more -
Stanford, California
Kite Hill
4.0Kite Hill is nothing more than what the name describes. A simple ascent less than 100 feet in elevation. But that 100 feet is all you need to feel like you discovered a little escape from the buzz below. To get there, you can park directly at the base of Kite Hill along Peter Coutts Rd and simpl...Read more -
Half Moon Bay, California
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