Woodside, California
With its stunning natural beauty and wide range of activities, Woodside, California is a great destination for those looking to explore the outdoors. Hiking, biking, fishing, kayaking, and more can be enjoyed in the area's many parks and trails, such as the Purisima Creek Trail, the Skyline-to-the-Sea Trail, and the Redwood Gulch Trail. For those looking to uncover the area's history, there are several historic sites including the Filoli Estate, the Woodside Store, and the Woodside Glens. Additionally, visitors can tour the area's wineries and breweries, such as the Woodside Vineyards and the Skyline Ridge Winery. With so much to explore, Woodside, California is a true outdoor paradise.
Top Spots in and near Woodside
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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 -
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 -
Castro Valley, California
Lake Chabot Regional Park Loop
4.38.65 mi / 1263 ft gainLooking for a fun day on a lake, but don't want to drive too far? We recommend heading out to the East Bay where you can combine a nice hike with an afternoon of fishing. This moderately challenging hike remains scenic throughout the 8.5 mile trek around the lake, and offers many opportunities fo...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 -
Pescadero, California
Pick Berries at Swanton's Berry Farm
4.0Take 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 -
Davenport, California
Kitesurf Waddell Beach
4.0Just north of Santa Cruz at the far west end of Big Basin State Park, Waddell Beach offers one of California's top spots for kiteboarding. Each spring and summer, you'll find consistent northwesterly afternoon sea breezes. With the added bonus of consistent waves from wind and ground swell, Wad...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 -
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
Fort Funston Trail
4.71.81 mi / 253 ft gainFort Funston is an SF gem I discovered when looking for a dog friendly hike near the city. Located west of Lake Merced, you'll find a gorgeous Northern California beach oasis where you and your dog can run wild and free :). Parking is located at the top of the park where you'll descend a steep se...Read more -
Sunol, California
Little Yosemite via Ohlone Road
5.02.17 mi / 207 ft gainLittle Yosemite via Ohlone Road is an out-and-back trail that is good for all skill levels located near Sunol, California. The trail follows Alamdeda Creek along a wide gravel road with hills offering up better views of the creek at times. Keep in mind this trail is very exposed and can get hot...Read more -
Sunol, California
Little Yosemite via Canyon View Trail
3.93.01 mi / 705 ft gainPlease note this is a fragile ecosystem and watershed. There is NO swimming allowed in Alameda Creek and trespassing is prohibited on Water Department lands that are not accessible to the public. You can learn more about the restrictions and the area at ebparks.org. After entering the kiosk you...Read more -
Sunol, California
Hike the Pleasanton Ridge Trail
4.36.4 mi / 1443 ft gainPleasanton Ridge Trail is a 6.4 mile loop. The loop is shared by dog walkers, trail runners, hikers, mountain bikers and horseback riders. From the ridge your viewpoints will include Mount Diablo and the San Francisco Bay. This hike from the Foothills Staging Area is an excellent introduction ...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 -
San Francisco, CaliforniaMount Davidson
4.51.03 mi / 299 ft gainMount Davidson Park is located in the southwestern part of the city nestled between Diamond Heights and Portola Dr. The climb isn't too difficult, but to reach the top of the 928ft summit, you should wear close-toed shoes and be ready for some loose gravel or mud if it's been raining. The hike is...Read more
