Windy Hill is aptly named for its beautiful, grass-covered hilltops which can be seen from many areas of the Peninsula. This 1,335-acre preserve was one of POST’s first major projects. Windy Hill’s summit boasts of beautiful panoramic views – including the views of the Pacific Ocean and the Bay.

On clear days, hikers can see all the way to San Francisco, Mt. Diablo, and even Mt. Tamalpais. On this hike at Windy Hill, POST Ambassadors will share a bit about the conservation efforts that took place to protect this beautiful preserve. Then, hikers will explore the Anniversary Trail (1 mile) and have the option to complete 3 miles by continuing a distance down the Lost Trail, and then heading back to the Parking Area.

This hike is categorized as easy to moderate with little to no elevation change and mostly flat terrain. We recommend sturdy walking shoes and plenty of water!

This event is part of POST’s community event series. These events are open to the general public as well as POST donors, and we hope you will join us! We also curate a separate series of private events for our donor community. Learn more about how you can support POST here:

Parking Directions

This hike is accessible and enjoyable all year-round! The parking lot closest to the trailhead is located off of Skyline Boulevard (Highway 35). Please note that there is more than one parking location.

Be sure to register for a ticket so you’ll receive our informational pre-hike e-mail.


About the Organizers

Peninsula Open Space Trust protects open space on the Peninsula and in the South Bay for the benefit of all. Since 1977, POST has protected over 76,000 acres of open space, farmland, and parkland.


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