Windy Hill Open Space Preserve is a open space preserve in San Mateo County, California, encompassing 1414 acres. It features a diverse landscape of open grassland ridges and forests of redwood, fir, and oak, including old-growth Douglas-Fir trees. The preserve is known for its distinctive, breezy, grass-covered hilltop and varied terrains, which provide opportunities for several sports like hiking, road cycling, mountain biking, touring cycling, and more. This area offers a range of outdoor experiences, from valley floors to windswept…
105
Routes
4.8
(121)
Average rating
2508
People visited

4.9
(30)
323
hikers
10.3km
03:10
390m
380m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

5.0
(1)
4
hikers
5.52km
01:24
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

4
hikers
4.60km
01:15
70m
70m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

3.55km
00:57
50m
40m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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4.7
(9)
331
riders
50.1km
02:58
930m
930m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

123
riders
24.6km
01:56
640m
640m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

84
riders
60.2km
03:20
1,210m
1,210m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

5.0
(3)
62
riders
58.2km
02:45
740m
740m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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4.5
(2)
67
runners
16.7km
02:13
490m
490m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

35
runners
10.2km
01:15
200m
200m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(1)
11
runners
7.65km
01:00
200m
200m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

9
runners
11.8km
01:32
290m
290m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5.0
(4)
38
riders
38.9km
04:33
1,080m
1,080m
Hard mountain bike ride. Very good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike.

21
riders
Moderate mountain bike ride. Good fitness required. Suitable for all skill levels.

25
riders
17.8km
02:44
550m
550m
Hard mountain bike ride. Good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike.

5.0
(1)
25
riders
40.2km
05:10
1,280m
1,280m
Hard mountain bike ride. Very good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike.
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61
riders
28.6km
02:02
550m
550m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

28
riders
25.0km
01:57
650m
650m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

24
riders
31.6km
02:13
640m
640m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

22
riders
11.9km
01:24
420m
420m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5.0
(1)
5
riders
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5
riders
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

11
riders
48.0km
03:34
1,170m
1,170m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4
riders
48.2km
03:59
1,300m
1,300m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Windy Hill Open Space Preserve offers a variety of outdoor activities including Hiking, Road cycling, Mountain biking, Touring cycling, Jogging, and Gravel biking. The preserve features approximately 11 routes, with an average rating of 4.67 stars from more than 2,400 ratings.
Windy Hill Open Space Preserve provides approximately 12 to 14 miles of multi-use trails for hikers, ranging from gradual ascents to more strenuous loops. Popular routes include the Razorback to Spring Ridge Loop, which is about 9.5 miles (15.3 km) with a 1,300 ft (396 m) elevation gain. More information is available in the Hiking in Windy Hill Open Space Preserve guide.
Yes, road cyclists can find scenic routes with significant elevation changes in and around Windy Hill Open Space Preserve. These routes offer opportunities to combine rides with other areas in the Santa Cruz Mountains. For detailed options, consult the Road Cycling Routes in Windy Hill Open Space Preserve guide.
Windy Hill Open Space Preserve offers approximately 12 miles (19.3 km) of designated multi-use trails suitable for mountain biking. Some trails, such as Betsy Crowder, Razorback, Lost, and Hamms Gulch Trails, are closed to bicycles year-round. Specific routes can be found in the MTB Trails in Windy Hill Open Space Preserve guide.
Yes, Windy Hill Open Space Preserve offers trails suitable for families. These routes typically feature easier terrain and shorter distances. For specific recommendations, refer to the Family-friendly hikes in Windy Hill Open Space Preserve guide.
Windy Hill Open Space Preserve permits dogs on designated trails. Regulations regarding leashes and specific trail access may apply. Information on dog-friendly options is available in the Dog-friendly hikes in Windy Hill Open Space Preserve guide.
Accessible parking is available at two main locations within Windy Hill Open Space Preserve. Visitors can park at the lower portion on Portola Road or at the upper Spring Ridge parking area on Skyline Boulevard (Highway 35).
The preserve is known for its distinctive, breezy, grass-covered hilltop and the 1,905-foot (581 m) summit. From the summit and upper areas, visitors can see across Stanford University to the San Francisco Bay, Mount Tamalpais, Mount Diablo, Downtown San Francisco, and the Pacific Ocean. It also features old-growth Douglas-Fir trees.
Windy Hill Open Space Preserve is a popular destination on komoot, with more than 46,000 visitors having explored its routes. The preserve's 11 routes have received an average rating of 4.67 out of 5 stars from over 2,400 ratings.
Komoot offers several guides for Windy Hill Open Space Preserve, including Hiking in Windy Hill Open Space Preserve, Family-friendly hikes, Easy hikes, and Road Cycling Routes. Guides for mountain biking and dog-friendly hikes are also available.
The official website for Windy Hill Open Space Preserve is openspace.org/preserves/windy-hill. For general inquiries, the contact phone number is +1-650-691-1200.

