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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San Francisco, California
Paddle at Crane Cove
5.0Crane Cove is a beautiful waterfront park with access for paddle boards and kayaks. This area is protected from the wind (it will be less choppy here than in the middle of the bay). If you decide to paddle up to mission bay or down towards Islais Creek you'll most likely face more currents and w...Read more -
Davenport, California
Greyhound Beach and Greyhound Rock
0.26 mi / 128 ft gainThe trailhead is at the Greyhound Rock State Marine Conservation Area which is directly off Highway 1. There is a large paved parking lot with a good amount of trees so finding a shady parking spot isn't that difficult (if that's important to you). The parking lot is located on the beach cliffs ...Read more -
Pleasanton, California
Courdet Trail and Schuhart Trail
5.24 mi / 1122 ft gainThis is a 5+ mile out and back trail through the hills in the South Bay. The beginning of the hike has a steeper incline and then becomes more gradual later on. There is a beautiful views of the South Bay that are enjoyable in the day, but are fantastic in the evening. Some areas of the trail hav...Read more -
San Francisco, California
Dolores Park
4.1Mission Dolores Park spans two city blocks in San Francisco's Mission District, offering 16 acres of recreational space with stunning city skyline views. This historic park, established in 1905, serves as a cultural hub and outdoor gathering space for both locals and tourists. Location & A...Read more -
San Francisco, California
Twin Peaks
4.6Most locals have heard of Twin Peaks, so if you hop in an Uber or Taxi you should be just fine. If not or you are driving yourself, head for Twin Peaks Boulevard, then just follow it to the top. Voila! When you're there, be sure to catch a sunset, as it is absolutely breath-taking, If you are lu...Read more -
San Francisco, California
Seward Street Slides
4.2Tucked away in a small neighborhood park in Eureka Valley is a set of really fun, slippery, and surprisingly steep concrete slides. They were originally designed by a 14 year old kid over 30 years ago, and we all owe him a big hat tip. People use a variety of sliding materials (saucers, food tray...Read more -
San Jose, California
North Rim Trail to Eagle Rock
5.01.94 mi / 240 ft gainNorth Rim Trail to Eagle Rock is an out-and-back trail that takes you past scenic surroundings located near San Jose, California.Read more -
San Francisco, California
Tank Hill
4.30.14 mi / 49 ft gainLooking for a cool, under-the-radar spot that’s perfect for picnics, chilling out, and chasing the sunset? Look no further than Tank Hill. This little gem of a mini-park is 650 feet high and tucked away in Cole Valley. It’s so small that many maps of San Francisco don’t even include it. To get ...Read more -
San Francisco, California
Twin Peaks Loop
4.02.04 mi / 259 ft gainThere are a ton of ways to get here (and obviously that can affect the total distance) but this is starting from Clarendon. Follow along up Twin Peaks boulevard where you'll see the peaks upon your approach. Keep an eye out for traffic as there may be visitors driving toward and away from Twin Pe...Read more -
San Francisco, California
Vulcan Steps
5.00.18 mi / 79 ft gainVulcan Steps is an out-and-back trail that takes you past scenic surroundings located near San Francisco, California.Read more -
San Francisco, California
Corona Heights Park
5.00.65 mi / 115 ft gainCorona Heights Park is a park located north of the Castro and South of Buena Vista Park. The peak of the hill is windy, but it offers an unobstructed panoramic view of the city of San Francisco from downtown to Twin Peaks. It is perfect for taking panoramic pictures of San Francisco at night. Y...Read more -
San Francisco, California
Climb Beaver Street Wall
5.0Beaver Street Wall is one of the few places to climb in the San Francisco city limits. The 45 ft. tall wall is located in the Corona Heights neighborhood, just north west of Market St. The routes on the wall range from 5.8 to 5.12. The wall features a prominent crack up the center, which makes th...Read more -
San Jose, California
Senador Mine & Guadalupe Loop
4.34.83 mi / 863 ft gainThe trails are well maintained and offer good visibility. The trail can be muddy after it rains, and does not have much shade (so bring extra water in the summer). Dogs are allowed on this trail but must be kept on leash. Keep your eyes peeled for wildlife - this trail is frequently used for bi...Read more -
San Francisco, California
Mount Sutro Open Space Reserve Loop
4.42.14 mi / 617 ft gainThe Mount Sutro Open Space hike is one of those gems that's just hiding in plain site. Most people live in San Francisco for years without ever knowing this hike even exists - which is totally fine with us. This 2+ mile loop is an easy, quick way to get back in touch with nature after a long day....Read more -
San Francisco, California
Fairy Gates Trail
5.00.89 mi / 328 ft gainFairy Gates Trail is an out-and-back trail that takes you through a nice forest located near San Francisco, California.Read more -
San Francisco, California
Grand View Park ("Turtle Hill")
5.00.21 mi / 7 ft gainA recipe for happiness in the "cool grey city of love." To the seasoned San Franciscan there is no finer view in the Bay Area than that from San Francisco's front porch, Turtle Hill or "Grand View Park". If the North American continent / plate is a ship, then Grand View Park is the prow giving e...Read more
