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
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
Hike the Quicksilver Trail
4.35.1 mi / 915 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 bir...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 -
San Francisco, California
16th Avenue Tiled Steps
4.60.09 mi / 79 ft gainThe 16th Avenue Tiled Steps also known as the Moraga steps are an impressive community achievement, and an equally killer workout. Take an easy lap up the stairs to check out the amazing art, take in the views from the top, then get down to business. You'll be glad you made the trek over to this ...Read more -
San Francisco, California
Twin Peaks and Mt. Sutro Loop
4.26 miAre you thinking, hit up two of the bigger peaks in SF, what a great idea? Well, you thought right! The first mile and a half is uphill as you charge to the top of Twin Peaks. This 6% grade leads to a 460 ft elevation gain. The good news is, if it's not foggy, the views of the bay are stunning, e...Read more -
San Francisco, California
Hidden Garden Steps
4.30.1 mi / 39 ft gainThese tiles steps are ironically iconic, as they are called the "Hidden" Garden Steps. They are one of 3 tiled staircases that San Francisco is famous for. The others are the 16th Ave Tiled Steps and the Lincoln Park Steps. Tip: When calling an uber, try to get dropped off at the top of the ste...Read more -
San Francisco, California
Alamo Park Square Park
4.6If you’re ever in San Francisco, you’ll definitely want to spend a bit of time in Alamo Square gazing at these stellar examples of San Francisco history. This is a beautiful and popular green space, where you have uninterrupted views of the iconic Painted Ladies. The Painted Ladies are row of...Read more -
Oakland, California
Hike Redwood Regional Park via the Dunn Loop
5.03.6 mi / 606 ft gainThe Redwood Regional Dunn Loop is just outside of Oakland, and can be reached from anywhere in the Bay Area for a fun day or half-day trip. The trail is open year-round. In the spring, wildflowers are abundant. The trail has a great mix of sun and shade. Dogs are allowed, but must be kept on leash.Read more -
San Francisco, California
Visit the Conservatory of Flowers
4.7Spend a day exploring Golden Gate Park by jogging, cycling, or leisurely strolling. There are so many fantastic stops in the park including a variety of lakes, playgrounds, a golf course, the California Academy of Science, the Conservatory of Flowers, and much much more! It is definitely worth ...Read more -
San Francisco, California
Stow Lake And Strawberry Hill
4.92.09 mi / 253 ft gainStrawberry Hill is one of the hidden gems of Golden Gate Park. It is named after the once abundant strawberry fields that inhabited the island. The hill, which reaches up to 430ft, is located in the middle of Stow Lake and has 2 foot bridges for access. This is a great place to run if you're look...Read more -
Oakland, California
Run the Circumnavigation of Redwood Regional Park's Ultimate Trail Loop
5.07.5 mi / 1600 ft gainIt’s difficult to have a car in San Francisco, but oh-so worth it when it comes to weekend getaways, especially with all the Bay Area has to offer. This is a super accessible trail system just 30 minutes outside of the city that makes for a fun, easy trail run or hike.Redwood Regional Park, part ...Read more -
San Francisco, CaliforniaStow Lake
5.0Not too many people know that you can rent a rowboat at Stow Lake in Golden Gate Park, but you can. And you should! This is one of my favorite ways to spend a few hours on a beautiful day in San Francisco. Grab your loved one, your favorite bottle of wine, some snacks, and hop in a rowboat. You’...Read more -
San Francisco, CaliforniaGolden Gate Angling & Casting Club
5.0The golden gate casting pools are a hidden gem in the park located on the other side of JFK from the Buffalo Paddock. Here you can practice your fly casting basics or pick up new forms casting (i.e. spey or double haul). The Golden Gate Angling and Casting Club has a clubhouse at the pond where s...Read more -
San Francisco, California
Catch a Sunrise at Ina Coolbrith Park
5.0This tucked away neighborhood gem is less than a square block in size, but offers some of the best views of San Francisco. After a quick, but steep, 5 minute walk, you'll be rewarded with incredible views of: the city skyline, Coit Tower, Alcatraz, and the Bay Bridge. There are a few benches avai...Read more
