Windy Hill Open Space Preserve
Portola Valley, San Mateo County, CA
- Size
- 1,286 acres Source
About Windy Hill Open Space Preserve
Windy Hill Open Space Preserve is named for its breezy, grass-covered summit, a landmark visible from much of the Peninsula, and covers about 1,400 acres of open ridges and redwood, fir, and oak forest above Portola Valley. Midpen bought the upper portion in 1980 with major help from the Peninsula Open Space Trust and added the lower portion, including Spring Ridge, in 1987.
From Skyline Boulevard, the 0.6-mile Anniversary Trail links the two upper parking areas with detours to the summit and the Herb Grench overlook, giving a 360-degree view of the bay and the Pacific; it can be made into a one-mile loop. Down in Portola Valley, a 1.6-mile loop with about 200 feet of climbing crosses oak woodland and spring wildflower meadows to Sausal Pond, where you may see egrets, herons, wood ducks, and western pond turtles; leashed dogs may use this loop. A 7.2-mile loop on the Spring Ridge, Lost, and Hamm's Gulch trails takes in everything, from the pond to the summit. Windy Hill is also a northeast-facing hang gliding and paragliding site, with permits managed by the Wings of Rogallo club, and picnic tables sit by the Spring Ridge parking area.
Dogs are allowed on leash on designated trails, and bikes and horses on designated trails. The lower lot on Portola Road (47 spaces) fills quickly and roadside parking is strictly enforced; overflow parking is at the Portola Valley Town Center, 0.4 miles north. Several small roadside lots line Skyline Boulevard.
Based on Windy Hill Open Space Preserve official information, checked Oct 15, 2026.
Know before you go
Windy Hill Open Space Preserve covers 1,286 acres in Portola Valley, San Mateo County. Closing follows the sun here: sunset at Windy Hill Open Space Preserve is around 4:52 p.m. in mid-December, 7:15 p.m. in mid-March, 8:30 p.m. in mid-June, and 7:18 p.m. in mid-September. 9 named trails add up to about 13 miles inside the park; the longest is Spring Ridge Trail at 2.8 miles, and Razorback Ridge Trail has the most up and down (about 1,537 feet). Mapped trails range from 540 to 2,031 feet in elevation. OpenStreetMap shows 6 parking areas, plus 2 restrooms and 1 drinking fountain.
Facilities
- Drinking Water
- Picnic Area
- Restrooms
- Tennis Courts
Facility details: OpenStreetMap, official park information
Windy Hill Open Space Preserve at a glance
- PParking · 6
- WCRestrooms · 2
- WDrinking water · 1
- Named trails · 9
© OpenStreetMap · CPAD · About this map
Trails
| Trail | Mapped length | Elevation | Surface & uses |
|---|---|---|---|
| Spring Ridge Trail | 2.8 mi | 1,235 ft up & down540–1,822 ft | BikesHorses |
| Razorback Ridge Trail | 2.7 mi | 1,537 ft up & down811–2,031 ft | No bikesHorsesNo dogs |
| Hamms Gulch Trail | 2.7 mi | 1,347 ft up & down654–1,800 ft | UnpavedNo bikesHorsesBikes |
| Lost Trail | 2.4 mi | 934 ft up & down1,619–1,855 ft | No bikesHorsesNo dogsUnpaved |
| Anniversary Trail | 1.1 mi | 265 ft up & down1,780–1,921 ft | BikesHorsesNo bikesUnpaved |
| Betsy Crowder Trail | 0.6 mi | 215 ft up & down559–784 ft | UnpavedNo bikes |
| Meadow Trail | 0.5 mi | 205 ft up & down704–934 ft | BikesHorses |
| Lower Meadow Trail | 0.1 mi | 50 ft up & down625–687 ft | BikesHorses |
| Sequoias Trail | 0.1 mi | 16 ft up & down669–696 ft | No bikesHorses |
Compared with nearby parks
Among the 24 other parks in this guide within 10 miles, Windy Hill Open Space Preserve is number 6 of 25 by size at 1,286 acres. 7 nearby parks have more mapped trail mileage than its 13 miles.
Closest places for what Windy Hill Open Space Preserve doesn't list:
- Playground: Huddart Park (6.1 mi)
- Camping: Monte Bello Open Space Preserve (6 mi)
Rules & reservations
Official park page- Dogs
Leash 6 feet or shorter; dogs are not allowed in any Midpen water areas (district rules). Source
Open a half-hour before sunrise until a half-hour after sunset.
Map & directions
Nearby parks
Straight-line distanceContinue exploring
San Mateo County parks Tennis CourtsSources & verification
Last verified: Oct 15, 2026- California Protected Areas Database (CPAD) 2026aname, county, agency, access, acres
- Midpen preserve pageofficial_url, hours, hours_note, dogs, facilities.restrooms, description
- Midpen visitor FAQ (no entry or parking fees)fees
- Midpen dog access rulesdogs
- OpenStreetMap facilities and trailsfacilities.drinking-water, facilities.picnic-area, facilities.tennis-court, trails
- U.S. Census Bureau place boundariescity
- OpenStreetMap: parking, restrooms, water, trailheads, trail lines, and bus stopsvisit
- Terrain Tiles elevation (USGS 3DEP), sampled every 20 m along OpenStreetMap trail linestrails.elevation
- Official park page (summarized in our words)narrative
- Official park page (introduction excerpt)intro