Hike and Watch a Sunset at Windy Hill Preserve in the South Bay

Hiking Forecast: Windy

Hike and Watch a Sunset at Windy Hill Preserve in the South Bay

Woman hiking at Windy Hill Preserve

Autumn’s hues may not be in full swing but give it time and they'll be fully showing off thanks to the big-leaf maples at Windy Hill Preserve in the South Bay. We recommend a 6.2-mile loop that starts and finishes at one of the Skyline Boulevard staging areas (there are two staging areas within a mile of each other). The reason? You’ll end at the preserve’s namesake hill, where sunset views dazzle.

If you park at the second staging area (about a half mile farther south from the first staging area on Skyline Boulevard) you’ll begin your hike on the Anniversary Trail and wind half a mile up Windy Hill before connecting to the Spring Ridge Trail. If you park at the first staging area, you’ll be at Spring Ridge Trail and begin an immediate descent on a wide dirt trail where the grassy hills roll all the way out to impressive views of the Diablo mountain range.

The Meadow Trail connects hikers to Hamm’s Gulch Trail and the fabulous foliage of fallen leaves carpeting the earth in brown, amber, and green hues. Thank the big-leaf maples for the color-fall parade as you begin a steady but gradual 3.5-mile ascent through the fragrant forest. It’s a workout.

Woman hiking on the trail at Windy Hill Preserve

Time your hike to finish the loop about 45 minutes ahead of sunset. The grand finale is the apex of Windy Hill itself, hands down one of the Bay Area’s finest points for catching a sunset.

The western views of the Santa Cruz Mountains look dusted in gold, followed by the sky shifting colors from burnt orange to hot pink. Sunsational!

For this hike, and to catch sunset after, we recommend parking at the Skyline Blvd. (Hwy. 35) staging area (map). Start on the Anniversary Trail going north toward the summit. Make a clockwise loop connecting Spring Ridge Trail, Meadow Trail, Hamms Gulch Trail, and Lost Trail. Windy Hill lives up to its name, so dress accordingly! Dog-friendly!

Trending Stories NorCal

View all Stories
  1. Sequoia Re-opens Crystal Cave

    Step inside Sequoia & Kings Canyon National Park's hidden world by visiting the newly re-opened Crystal Cave—the only cave in the parks open to the public. Closed for four years, this rare marble karst cavern is welcoming visitors once again, but only through the summer season!

    View
  2. Afternoon on the Island

    What is it about tiny islands in the middle of lakes? There’s something that just draws you in. It’s even more fun when getting there is half the adventure because you have to reach it by canoe, kayak, paddleboat, or a ranger-guided boat tour!

    View
  3. Easiest Best Hike in the World

    Choose the easiest and most view-rewarding hike in Yosemite. Okay, we’ll go first: the combination of hiking to Sentinel Dome and Taft Point. Both of these lookouts are within a couple miles of each other on Glacier Point Road

    View
  4. Hiker in the forest at Mount Sutro in San Francisco

    San Francisco's Middle Earth

    No need to travel to New Zealand to visit Middle Earth. San Francisco’s Mount Sutro Open Space is practically Hobbiton—a hidden “shire” in the middle of the city. Okay, maybe not quite as magical, but still an incredible place to take a hike in city limits.

    View

Trending Stories SoCal

View all Stories
  1. Locals' Feature: Jim Litchfield, Owner of Reno Fly Shop

    If there's a river, you're likely to find Jim Litchfield there. As the owner of Reno Fly Shop, Nevada's premier fly fishing outfitter and shop, Jim's passion for rivers knows no bounds: he's fished in places near and far, including Alaska, Bolivia and Christmas Island. But home is beautiful Reno, where he has been running Reno Fly Shop and leading tailored river float and fly fishing adventures (including beginner-friendly options) for over a decade.

    View
  2. Volcanic Activity

    Northern California is home to one of the most unique ecosystems in the country: Lassen Volcanic National Park. The region features geothermal areas, including the largest dome volcano in the world, Lassen Peak. Hike to the top of this active volcano on a 5-mile out-and-back.  

    View
  3. Great Is an Understatement!

    Tucked against the Utah border in eastern Nevada, Great Basin is a hiking wonderland of 13,000-foot peaks, ancient forests, sub-alpine lakes, and marbled limestone caves.

    View
  4. Lake Nacimiento
    Sponsored

    Savor Summer in Paso Robles

    Ready for the “Great California Road Trip”? Keep it real and rolling in bucolic and beautiful Paso Robles. This down- to-earth destination has everything you need to enjoy the coolest experiences.

    View