Woodside is a region situated on the eastern slopes of the Santa Cruz Mountains on the San Francisco Peninsula. It features a diverse landscape of redwood forests, open ridgelines, and scenic valleys. This varied terrain provides opportunities for several sports like jogging, road cycling, touring cycling, hiking, and more.
Outdoor enthusiasts visiting Woodside can explore more than 100 routes across various disciplines. More than 79,000 visitors have shared their experiences, resulting in an average rating…
101
Routes
4.3
(217)
Average rating
4477
People visited

4.6
(23)
333
riders
74.6km
04:17
280m
280m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.6
(47)
251
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.6
(25)
280
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

4.8
(8)
134
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?

4.4
(8)
386
runners
16.3km
01:42
80m
80m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.7
(6)
330
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

3.0
(1)
198
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.0
(3)
175
runners
8.81km
00:55
50m
50m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?

4.7
(10)
175
riders
32.6km
01:37
120m
120m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

4.0
(2)
111
riders
92.1km
04:15
1,010m
1,010m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

3.0
(1)
72
riders
20.8km
00:54
150m
150m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

42
riders
135km
06:08
1,420m
1,420m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?

3.5
(2)
95
hikers
9.21km
02:26
80m
80m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

4.8
(4)
64
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

77
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

25
hikers
7.62km
02:00
60m
60m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?

4.6
(14)
26
riders
50.5km
03:03
330m
330m
Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary.

20
riders
85.1km
04:33
400m
400m
Moderate mountain bike ride. Good fitness required. Suitable for all skill levels.

5.0
(2)
6
riders
56.6km
04:14
750m
750m
Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary.

5.0
(3)
13
riders
28.5km
01:28
80m
80m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?

4.5
(2)
46
riders
60.4km
03:56
710m
710m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.3
(7)
70
riders
56.7km
03:11
560m
560m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.5
(6)
46
riders
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

25
riders
103km
07:16
1,260m
1,260m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Woodside offers diverse outdoor activities including jogging, road cycling, touring cycling, hiking, gravel biking, and mountain biking. The region features over 100 routes with an average rating of 4.38 stars from more than 79,000 visitors.
Huddart Park provides interconnected trails ideal for trail running on shaded dirt paths, offering options for longer loops and steady elevation. Wunderlich County Park also features opportunities for jogging and trail running amidst its natural beauty. More routes are available in the Running Trails around Woodside guide.
Skyline Boulevard and Kings Mountain Road are key routes for road cyclists, known for long, steady climbs and scenic views. Other popular routes include the "Pescadero Creek Road loop" and "Old La Honda Road – Stevens Creek Reservoir loop." Discover more in the Road Cycling Routes around Woodside guide.
Scenic roads like Portola Road, Highway 84 (La Honda Road), and Cañada Road wind through redwood forests, open pastures, and ridgelines. Cañada Road also has segments closed to vehicle traffic on weekends, creating car-free zones for biking and walking. Explore more options in the Cycling around Woodside guide.
Woodside is home to numerous parks with well-maintained trails. These include Wunderlich County Park, Huddart Park, Edgewood Park & Natural Preserve, El Corte de Madera Creek Trail, Purisima Open Space, and Teague Hill Open Space Preserve.
Huddart Park offers trails suitable for casual strolls under towering redwoods and oaks, which can be suitable for families. Edgewood Park & Natural Preserve also provides a variety of trails for all levels. For specific options, consult the Family-friendly hikes around Woodside guide.
El Corte de Madera Creek Trail features unique Tafoni Sandstone formations and an over 1,800-year-old redwood tree nicknamed Methuselah. Teague Hill Open Space Preserve offers panoramic views of the Peninsula and Pacific Ocean.
Huddart Park provides trails for casual strolls through native woodland scenery. Edgewood Park & Natural Preserve offers a variety of trails for all levels. The Easy hikes around Woodside guide lists suitable routes.
Woodside's outdoor routes have been explored by more than 79,000 visitors on komoot. The routes collectively hold an average rating of 4.38 out of 5 stars, indicating high user satisfaction.
Yes, Cañada Road has segments that are closed to vehicle traffic on weekends. This creates car-free zones ideal for biking and walking alongside the Crystal Springs Reservoir. More options are in the Traffic-free bike rides around Woodside guide.
The official website for the Town of Woodside, California, is www.woodsideca.gov. This site provides general information about the town.

