Hike the Windy Hill Loop
San Francisco › Windy Hill Open Space Preserve
Added by Ty Rauber
Climb up the Santa Cruz Mountains for a great workout near Portola Valley with fog-permitting, views of the Pacific. Dogs are allowed on-leash.
This 7.2-mile loop starts by heading out of the parking lot and onto the Spring Ridge Trail. Head Southeast On Spring Ridge Trail until you connect with Hamms Gulch Trail. When you jump on Hamms Gulch, head southwest for ~3.4 miles as you circle the far end of the OSP. At this point, you will connect with the Lost Trail. Head west on the Lost Trail until it connects with the Anniversary Trail, which will lead you back to Spring Ridge Trail. Once you're back on Spring Ridge, follow it until you hit your car.
The great thing about this hike is the abundance of wildflowers when in season. Out of season, it's a great place to get a longer hike in. Parts of this trail are shared use, so keep an eye for equestrians and bikers.
Also, keep in mind that the wind can really get going on Spring Ridge Trail ("Windy Hill"), so you may want to consider dressing with some warm, lightweight layers.
- Trail shoes
- Athletic clothing
- Light jacket
- Doggie bags
Please respect the places you find on The Outbound.
Always practice Leave No Trace ethics on your adventures. Be aware of local regulations and don't damage these amazing places for the sake of a photograph. Learn More
Are we missing something?Suggest an edit
ReviewsLeave a Review
More Adventures Nearby
Hike the Juniper Canyon, High Peaks, Tunnel Trail Loop in Pinnacles NP
San Francisco / Chaparral Trailhead Parking
Pinnacles National Park is located just over two hours outside of San Francisco (depending on the traffic).
Backpack to Coast Camp in Point Reyes via Palomarin Trailhead
San Francisco / Palomarin Trailhead
Spanning from just north of the small town of Bolinas (about an hour north of San Francisco) across Inverness ridge and to the top of Tomales Point, Point Reyes National Seashore is as stunning park .