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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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 -
Fremont, California
Mission Peak via Hidden Valley Trail
4.26.16 mi / 2116 ft gainBreathtaking views of the Bay Area are your reward for making this climb to the top of Mission Peak. It’s a 3-mile trek to the top of the peak and then back down the same way. This is a moderate hike that provides a nice workout – so be prepared. Park at the Stanford Avenue entrance gate. There ...Read more -
Pescadero, United StatesRelax 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 -
San Francisco, California
San Francisco Crosstown Trail
5.016.71 mi / 1975 ft gainThe San Francisco Crosstown Trail runs point-to-point from Candlestick Point to Land End. The SF Crosstown Trail officially opened in 2014. It connects park trails to neighborhoods and communities. In it's in entirety it's almost 17 miles long with 5 Sections available for those looking to bre...Read more -
Los Gatos, California
Hike Los Gatos Trail to Jones Trail Loop
3.8 mi / 511 ft gainThis trail winds its way along the Los Gatos Creek and ends at the Lexington Reservoir before looping back to the start. It is 3.8 miles and makes for a great way to get exercise and relax in nature. You can hear the creek as you hike, and can even go down to it. There is a lot of green foliage t...Read more -
Daly City, CaliforniaSan 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 -
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
4.01.24 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
4.08.65 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
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 -
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
Swing at Billy Goat Hill
3.5Billy 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
