Outbound Collective logo

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

  • Berkeley, California

    Bouldering at Indian Rock

    4.8
    Indian Rock is one of the most popular outdoor bouldering spots in Berkeley. With over 80 problems, there's plenty of routes for beginners to the most advanced climbers. After parking in the surrounding neighborhood, it's an easy walk into the park. Aside from enjoying the challenge of new routes...
    Read more
  • Lafayette, California

    Lafayette Reservoir via Nature Area Rim Trail

    5.0
    5 mi / 758 ft gain
    Lafayette Reservoir is perfect for canoeing, mountain biking, trail running, and hiking. The Reservoir trail system is also used for nature walks and birding. The loop has several high points that have amazing views. The trails become very muddy after wet weather - so tread with caution.  Th...
    Read more
  • Livermore, California

    Hike to Murietta Falls

    4.0
    12 mi / 4175 ft gain
    Get ready for one of the toughest, lung busting hikes in the east bay with over 6-miles and 4,000ft of climbing in one direction. When you make it to the hike, it's also important to realize that without recent rain, there many not actually be a waterfall. With that said, you're still getting in ...
    Read more
  • Berkeley, California

    Lake Anza in Tilden Park

    5.0
    Lake Anza makes for a great warm weather swimming hole. The parking area is close to the beach along with the trail, which will take you around the lake. The beach gets plenty of sun and is fairly wind protected, which makes for a relaxing day. Bring some picnic food out to the lake and snag your...
    Read more
  • Livermore, California

    Del Valle Regional Park

    4.0
    Looking for a quick summer escape filled with stand up paddling, canoeing, fishing, hiking, and picnics? Look no further than Del Valle Regional Park. Consistently considered one of the best campgrounds in the Bay Area, the centerpiece of Del Valle is a 5-mile long lake that allows swimming, fish...
    Read more
  • Livermore, California

    Paddle Lake Del Valle

    4.0
    Lake Del Valle is a reservoir located in Livermore, California. The lake has boat motor boats, pedal boats, patio boats, canoes, and row boats available for rent. There is a dock and rental  house in the marina.The lake is also a popular destination for picnics, barbecues, and camping. Parking fi...
    Read more
  • Berkeley, California

    Seaview and Big Springs Loop

    4.5
    4.28 mi / 1007 ft gain
    The trail is dog and horse friendly, and many trail loops make Tilden Regional Park fun for families and those of any skill level. The Seaview and Big Springs Trail loop is typically used by avid hikers, trail runners, or mountain bikers. The first half of the trail is exposed to the sun and rock...
    Read more
  • Santa Cruz, California

    Photograph the UC Santa Cruz Arboretum

    5.0
    No matter the time you'll decide to visit the UC Santa Cruz Arboretum, you'll have thousands of interesting plants and birds to see and watch. The Arboretum is located on the west side of UCSC campus, between the main campus entrance and the west entrance. Parking is 5$ for adults and 2$ for chil...
    Read more
  • Los Gatos, California

    Mountain Bike Soquel Demonstration Forest

    11 mi / 2070 ft gain
    As with many trail systems there are multiple routes and loops available at Sequel Demonstration forest of varying lengths and difficulty. The 3 main trails are all accessed via the same parking area on highland way. The most popular trail is the all skill levels "Flow" trail, followed by two sho...
    Read more
  • Santa Cruz, California

    Surf Four Mile Beach

    4.0
    Four Mile is a reef/point break that is a couple of miles north of town. This spot usually picks up more swell than in town so it is a popular spot for many locals to surf. When the swell picks up, it offers long rights towards the beach. The current can be strong when there is a lot of swell in ...
    Read more
  • Berkeley, California

    Wildcat Peak via Nimitz Way

    4.7
    4.16 mi / 459 ft gain
    Tilden Park is a beautiful recreational area with scenic hiking trails, a swimming lake, small animal farm, a steam train and botanical gardens. The versatility of this park makes it very family and kid friendly, and those who are looking for a moderate hike within the park have almost forty mile...
    Read more
  • Orinda, California

    Wildcat Peak Loop

    4.0
    5.89 mi / 1050 ft gain
    From Inspiration Point, head toward Nimitz gate. Once you pass through the gate, keep an eye out for Curran Trailhead; this is the trail you'll be starting on. After about 1/8 of a mile, you'll reach a junction with the Meadows Canyon Trail. Turn right onto this trail to continue the loop. This p...
    Read more
  • Walnut Creek, California

    Sugarloaf Open Space Loop

    1.91 mi / 243 ft gain
    Sugarloaf Open Space Loop is an almost 2-mile loop for hiking, running and walking. This trail is relatively easy and takes under one hour to hike. This loop is dog friendly. 
    Read more
  • Kensington, California

    Tilden Little Farm

    4.0
    First make sure to stop at the store and stock up on fresh lettuce and celery for the animals. Your kids (or just the kid in you) will love to feed them! Note that they're only allowed to eat lettuce and celery, so don't try to feed them your own snacks or get creative. ;) If you want to make it...
    Read more
  • Mill Valley, California

    Tennessee Beach via Tennessee Valley Trail

    4.6
    3.64 mi
    The Tennessee Valley trail is leisurely 3.6 mile roundtrip hike that turns around at Tennessee Valley Cove. Along the way, you’ll hike past shrublands, wetlands, and a lake before you get to a cool little secluded beach that many people picnic at. This is probably the easiest to access, and most...
    Read more
  • Mill Valley, California

    Coyote Ridge Loop

    5.0
    6.15 mi / 1001 ft gain
    Starting just before the Tennessee Valley parking lot, head out from the Miwok Trailhead. This Mill Valley hike offers incredible views of the San Francisco Bay, the Pacific Ocean (fog permitting of course!), and on occasion, wildlife. Unfortunately, this trail is not dog-friendly.  Keep in mind...
    Read more