San Mateo, California
Top Spots in and near San Mateo
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Daly City, California
San Bruno Mountain
4.03.63 mi / 781 ft gainSan Bruno Mountain is a fun, mellow hike that climbs easily on a well-graded path to the ridge line, and then drops back to the trailhead. Along the way, the trail runs along a creek, ascends through chaparral, and provides excellent views of downtown San Francisco, the East Bay hills, and the Sa...Read more -
San Francisco, California
Bayview Hill Loop
4.51.24 mi / 184 ft gainBayview Hill Loop is a loop trail that starts with a paved uphill climb and views of the bay facing toward the East Bay located in the Bayview neighborhood of San Francisco, California.Read more -
San Francisco, California
McLaren Park: Philosopher's Way Loop
5.02.25 mi / 315 ft gainBeyond McLaren's family friendly playgrounds and picnic areas, there are miles of trail to explore. The Philosopher's trail is a well-marked loop (notice the stone markings along the trail with arrows etched into them). There are several parking lots available where you can jump onto the loop. No...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
Stanford Dish Loop
4.43.67 mi / 472 ft gainIf you live in the Palo Alto area and are looking for a place to hike or run, The Dish is a close, and great way to get that exercise. Located right on the corner of Stanford Ave and Junipero Serra, you'll see that small gated entrance right when you drive on by. As far as parking goes, you're le...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 -
Portola Valley, California
Windy Hill Loop
4.37.48 mi / 1578 ft gainThis 7.2-mile loop starts by heading out of the parking lot and onto the Spring Ridge Trail. Head Southeast On Spring Ridge Trail until you connect with Hamms Gulch Trail. When you jump on Hamms Gulch, head southwest for ~3.4 miles as you circle the far end of the OSP. At this point, you will con...Read more -
Portola Valley, California
Windy Hill via Anniversary Trail Loop
0.89 mi / 164 ft gainTo get a good viewing point for the sunrise, take a quick on the Anniversary Trail up to Windy Hill. This is a real bang-for-your-buck adventure as the trail isn't too long and you get to see a spectacular sunrise combined with great views of both the Bay Area and out towards the ocean. Note tha...Read more -
Portola Valley, California
Windy Hill: Spring Ridge, Anniversary Loop
5.06.18 mi / 1421 ft gainThere are a few options to hiking Windy Hill Open Space Preserve. Usually I would recommend parking in the lot on Portola Road, but because the preserve doesn't open until 30 minutes before sunrise, it's best to park up on Skyline Boulevard (Highway 35). There are two places to park up on Skyline...Read more -
San Francisco, California
Bernal Heights Park
4.70.95 mi / 128 ft gainBernal Heights Park is an excellent week night adventure for those who need an escape from the city. Sit atop this small, grassy peak in peace and look out over the San Francisco skyline. Park on the street bordering the park and follow a pathway that leads up to the top. You will be instantly g...Read more -
Palo Alto, California
Arastradero Preserve: Juan Batista & Meadowlark Loop
3.04.65 mi / 597 ft gainGetting There: From Hwy 280, take the Page Mill Road exit and head West on Page Mill Road, away from Downtown Palo Alto (if you're taking 101, exit on Oregon Expressway). Then turn right on Arastradero Road. There will be a small sign indicating the dirt parking lot on the eastern side of the st...Read more -
San Francisco, California
Lake Merced Loop
4.74.53 mi / 180 ft gainLake Merced Loop is a loop trail in the southwestern part of San Francisco. This trail is used for running and walking. You'll see plenty of people getting exercise or taking their dog for a stroll. There are also benches and tables around the loop. The lake itself is fresh water and is used for...Read more -
San Francisco, California
Billy Goat Hill
4.0Billy Goat Hill Park is located in the Glen Park neighborhood of San Francisco. The park has street parking at the top of the park on Beacon Street or at the base of the park on Ladley Street. Getting to the swing is only a short walk up or down the stairs that run through the middle of the park....Read more -
San Francisco, California
Bouldering at Glen Canyon Park
5.0Want to get out of the climbing gym, and do some bouldering in the city? Head to Glen Canyon park! After you park the car, take a short hike on a shade-covered path to the boulders. This climbing spot has history dating back to the 1930s when people first started scaling these boulders. This is a...Read more -
San Francisco, California
Glen Canyon Park Trail
5.01.76 mi / 394 ft gainGlen Canyon Park Trail is a loop most commonly used for running or hiking in the southwestern side of San Francisco, California. Parking for the loop is street parking, so be sure to take any valuables out of the car with you. Note: There are restrooms available at the Glen Canyon Recreation Ce...Read more