Windyhill is a region nestled within the Santa Cruz Mountains, characterized by its diverse landscape. The area features open grassland ridges, dense oak woodlands, and forests of redwood, fir, and oak, with elevations spanning over 1,000 feet. This varied terrain makes Windyhill suitable for several sports like road cycling and jogging.
Windyhill offers numerous routes for outdoor activities, with more than 200 visitors having shared their experiences, resulting in an average rating of 3.0 outβ¦
24
Routes
3
(1)
Average rating
168
People visited

3.0
(1)
10
riders
46.4km
02:13
490m
490m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

10
riders
46.6km
01:56
320m
320m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

28
riders
63.3km
02:49
520m
520m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

10
riders
62.3km
02:36
380m
380m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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9
runners
5.59km
00:35
20m
20m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

7
runners
4.97km
00:31
30m
30m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

3
runners
6.34km
00:40
50m
50m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4
runners
14.3km
01:33
210m
210m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Windyhill is a destination for outdoor activities such as road cycling and jogging. The preserve offers a variety of routes and trails suitable for different skill levels. More than 200 visitors have shared their experiences on komoot, with an average rating of 3.0 out of 5 stars.
Windyhill is located in the Santa Cruz Mountains within San Mateo County, California. It is easily accessible from Skyline Boulevard (State Route 35), which runs along the ridge of the Santa Cruz Mountains.
Windyhill offers a variety of road cycling routes, ranging from easy to challenging. Popular options include loops with significant elevation gains, such as the 'Old La Honda Road β Manzanita Way loop.' This route can involve an elevation gain of over 2,000 feet (640 meters) over 20 miles (32.4 kilometers). For more options, explore the Road Cycling Routes around Windyhill guide.
Yes, Windyhill features challenging road bike trails. The Spring Ridge Trail, for example, is open to bikes and offers a demanding climb with some sections exceeding an 18% grade. Cyclists are required to wear helmets and observe a 15 mph speed limit, reducing to 5 mph when passing others.
Windyhill provides approximately 14 miles (22 kilometers) of multi-use trails suitable for jogging and running. The Windy Hill Loop is a 7.2-mile (11.6-kilometer) path that traverses various habitats and passes Sausal Pond. The Anniversary Trail is a shorter 0.6-mile (1-kilometer) option offering panoramic views. Find more details in the Running Trails around Windyhill guide.
Windyhill features a diverse landscape including open grassland ridges, dense oak woodlands, and forests of redwood, fir, and oak. The preserve also includes Sausal Pond, which is home to various wildlife such as egrets, blue herons, wood ducks, and western pond turtles.
From the 1,905-foot (581-meter) summit of Windy Hill, panoramic 360-degree views are available on clear days. These views extend across the San Francisco Bay, Stanford University, Mount Tamalpais, Mount Diablo, and the Pacific Ocean.
Windyhill's diverse ecosystems support various wildlife. Common sightings include California mule deer, coyotes, and a variety of bird species. Sausal Pond is a notable spot for observing egrets, blue herons, wood ducks, dragonflies, and the western pond turtle.
Yes, komoot offers guides to help plan activities in Windyhill. Available guides include Road Cycling Routes around Windyhill and Running Trails around Windyhill. These guides provide detailed information on routes and trails in the region.
Windyhill Open Space Preserve spans 1,414 acres. Its elevation varies by over 1,000 feet, contributing to a mosaic of ecological areas from open grasslands to dense forests.
Windyhill Open Space Preserve is managed by the Midpeninsula Regional Open Space District. For more information, their official website is www.openspace.org, and they can be reached by phone at 650-691-1200.

