01
Best overall pick
Pearson-Arastradero Preserve
Palo Alto Foothills Off Arastradero Road • Rolling Oak-Studded Open-Space Preserve • Everyday Local Favorite
A close-to-town network of mellow loops with lake views, grassy hills, and enough mileage options for anything from a quick stretch to a half-day wander.[1][3]
Arastradero is the place most Palo Alto hikers default to when they just want to park, pick a direction, and start moving, without overplanning.[1] The Juan Bautista de Anza, Meadowlark, and Arastradero Creek loops link together easily, letting you dial the effort up or down while taking in oak woodlands, seasonal wildflowers, and distant Bay views.[1] Expect shared use with bikes and equestrians, but the trails are wide, well signed, and ideal for casual hikes, family outings, or an after-work loop.[1]
03
Best big-view ridge hike
Windy Hill Open Space Preserve
Foothills Above Portola Valley • Ridgetop Open-Space Preserve • Best For Wide-Open Vistas
A classic Peninsula climb from grassy lower slopes to breezy ridge trails with sweeping views over the entire South Bay.[1][4]
Windy Hill is where hikers go when they want that satisfying summit feeling without driving all the way to the coast range high country.[1] Trails like Spring Ridge and Hamms Gulch can be combined into a loop that starts in shady forest and finishes on exposed ridgelines, with benches at the top for lingering over the skyline panoramas.[1][4] It can be blustery and hot on sunny days, so bring layers and water, but the reward in views makes it one of the most talked-about hikes near Palo Alto.[4]
04
Best mix of trails and activity
Rancho San Antonio Open Space Preserve
Los Altos Hills And Cupertino Foothills • Busy Multi-Use Preserve With Farm And Canyon Trails • Best For Varied Routes And Groups
A sprawling network of paths ranging from flat farm walks to stout climbs like the PG&E Trail, ideal when your group wants different levels of effort.[1][5]
Rancho San Antonio is a South Bay standby, and it is close enough to Palo Alto that many locals treat it as a regular training ground.[1] The lower trails to Deer Hollow Farm are gentle and family-friendly, while the PG&E and Wildcat Canyon routes offer serious elevation gain and big views for those looking to sweat.[1][5] Expect crowds on weekends and plan for popular parking lots, but the sheer number of intersecting trails makes it easy to find a loop that fits your time and fitness.[5]
05
Best shaded redwood climb
Wunderlich County Park
Woodside Along Highway 84 • Historic Estate Park With Redwood Canyons • Best For Cooler, Forested Hikes
A quieter, tree-covered option where long, steady climbs through redwoods and mixed forest offer a break from exposed grassland hiking.[1]
Just over the hill from Palo Alto, Wunderlich trades Bay views for deep shade and a more old-California feel, with barns and carriage roads from its estate days still visible near the trailhead.[1] The Alambique and Bear Gulch trails climb steadily toward Skyline Boulevard, giving you a sustained workout under towering redwoods and bay trees instead of baking in open sun.[1] It is a smart pick on warm days or when you want a peaceful, woodsy alternative to the more open preserves closer to town.[1]