Woodside is a region in San Mateo County, California, characterized by its diverse landscape of redwood forests, open ridgelines, and scenic valleys below Skyline Boulevard. This area features extensive trail networks and quiet roads, making it suitable for several sports like hiking, touring cycling, mountain biking, road cycling, and more. The natural features of the Santa Cruz Mountains provide varied terrain for outdoor pursuits.
Woodside offers numerous routes across several sports like hiking, touring cycling,…
61
Routes
4.6
(35)
Average rating
580
People visited

2
hikers
2.56km
00:39
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

1.62km
00:26
20m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

8.46km
02:09
20m
10m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

29.7km
07:29
50m
40m
Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.
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4.7
(3)
33
riders
52.5km
03:26
90m
90m
Moderate bike ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

2.0
(1)
1
riders
30.3km
02:07
70m
70m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.3
(3)
65
riders
61.4km
04:55
130m
130m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(1)
16
riders
45.7km
03:58
80m
80m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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23
riders
14.2km
01:02
80m
80m
Moderate mountain bike ride. Great for any fitness level. Advanced riding skills necessary.

5.0
(1)
4
riders
9.92km
00:36
100m
100m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

1
riders
17.6km
01:20
10m
10m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

20
riders
10.6km
00:48
70m
70m
Moderate mountain bike ride. Great for any fitness level. Advanced riding skills necessary.
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5.0
(2)
62
riders
63.9km
02:44
250m
250m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

6
riders
34.1km
01:28
160m
160m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

6
riders
83.0km
03:39
630m
630m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

8
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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42
riders
70.4km
03:43
140m
140m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

12
riders
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

13
riders
Easy gravel ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

7
riders
Easy gravel ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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15
runners
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

14
runners
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

11
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

8
runners
7.81km
00:49
50m
50m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Woodside offers a diverse range of outdoor activities including Hiking, Touring cycling, Mountain biking, Road cycling, Jogging, and Gravel biking. The region features extensive trail networks and scenic roads through redwood forests and open ridgelines.
Popular hiking destinations include Wunderlich Park, Huddart Park, and Edgewood Park and Natural Preserve. These parks offer varied terrain from wooded hillsides to redwood groves and open ridges. For more details, consult the Hiking around Woodside guide.
Yes, Woodside offers trails suitable for various skill levels, including easier options. Huddart Park provides shaded dirt paths, and Edgewood Park features moderate loops. The Easy hikes around Woodside guide can help identify suitable routes.
Dedicated mountain biking trails are available in areas such as El Corte de Madera Creek Trail and Teague Hill Open Space Preserve. The Whittemore Gulch Trail is known for its singletrack through lush forests. Explore more options in the MTB Trails around Woodside guide.
Road cyclists can enjoy challenging climbs and scenic views along Skyline Boulevard and Kings Mountain Road. Other routes like Portola Road, Highway 84 (La Honda Road), and Cañada Road offer diverse scenery. The Road Cycling Routes around Woodside guide provides detailed information.
Woodside features diverse ecosystems, including redwood groves, oak woodlands, and wildflower-covered slopes. Notable natural features include the Santa Cruz Mountains, Crystal Springs Reservoir, and ancient redwood trees, some over 1,800 years old.
Specific park regulations vary regarding dogs on trails. Some parks, like Wunderlich Park, allow dogs on leash on certain trails. It is advisable to check individual park rules before visiting.
Outdoor routes in Woodside have an average rating of 4.73 out of 5 stars on komoot, based on over 150 ratings. More than 1,300 visitors have explored the region's offerings.
Komoot offers several guides for Woodside, including Hiking around Woodside, Easy hikes around Woodside, Cycling around Woodside, MTB Trails around Woodside, Road Cycling Routes around Woodside, Running Trails around Woodside, and Gravel biking around Woodside.
The official website for the Town of Woodside, CA, is woodsidetown.org. For general inquiries, the town's phone number is 650-851-6790.
Yes, Huddart Park offers shaded dirt paths through forested slopes and creek crossings, with trails like Crystal Springs Trail, Dean Trail, and Richards Road Trail suitable for trail running. The Running Trails around Woodside guide provides more options.
Woodside has a strong equestrian culture, with many properties featuring stables and direct access to an extensive network of publicly accessible horse trails. These integrated trail systems are often shared by equestrians and hikers in parks like Wunderlich.

