Gone With the Windy

Watch a sunset at Windy Hill Open Space Preserve in Portola Valley

02.10.2021
Man standing at Windy Hill and watching a fiery sunset at Windy Hill Preserve

You don’t have to trek far to enjoy a hiker’s high on the Peninsula’s Windy Hill Preserve. Its panoramic attraction—Windy Hill—is easily accessed via the 0.7-mile Anniversary Trail. And it’s magnificent at sunset.

When you reach the summit, spin to the 360-degree views. Windy Hill’s location, smack between the Pacific and Silicon Valley, makes it an ideal spot on a clear evening. You can watch the sun ignite everything from the ocean to Mount Diablo. 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!

Woman watching a sunset atop Windy Hill at Windy Hill Preserve on the Peninsula

TIP: For those who want a longer hike, followed by sunset viewing at Windy Hill, this 6.2 mile loop hike hits some high notes with views, with forest enjoyment too.

On Skyline Blvd. (Hwy. 35), drive about 2 miles south of Hwy. 84 (La Honda Rd.). The parking area and Anniversary Trail are on the east side of the road. Note: Prepare for potentially gusty conditions by bringing extra layers. Dog-friendly!

Trending Stories NorCal

View all Stories
  1. Sponsored

    Warm Up to Winter in Reno Tahoe

    2026 is just getting started, but there’s one place already rising to the top as the best for adventure and relaxation: Reno Tahoe. The awe—and ahhhs—begin as soon as you arrive. G

    View
  2. Mike Zakowski (aka Mike the Baker) standing in front of his wood-fire oven at the Sonoma Valley Farmers' Market

    NEW! Walkin' and Talkin': Break Bread, Go On a Panoramic Hike

    What’s a world-traveling, medal-winning baker’s favorite local hike? Weekend Sherpa co-founder Brad Day caught up with Mike Zakowski (aka Mike the Baker) at Sonoma’s Friday farmers' market, where his wood-fired loaves draw loyal crowds. Between bites of fresh-baked bread, they talk baking, travel, and why Sonoma's Overlook Trail is one of his favorite quick, panoramic hikes.

    View

  3. Big Burdell!

    If you’re gonna go big on a hike, make it at Marin County’s biggest open space preserve, Mount Burdell. And go to the summit. You’ll be sharing the trail with grazing cows, seasonal poppies, and beautiful birds on this 5-mile (round-trip) adventure.

    View

  4. H is for Hawk Hill

    After a nearly year-long closure, Hawk Hill in the legendary Marin Headlands recently emerged with a glow-up. Thank the hearty TLC from the National Park Service. This Golden Gate National Recreation Area gem now has a new trail along with revamped spaces for taking in timeless, grand views.

    View

Trending Stories SoCal

View all Stories
  1. People on ice learning to curl at Hollywood Curling

    You Go, Curl!

    Hollywood Curling’s Learn to Curl classes make the perfect setting for newcomers. Take the ice, and friendly curling instructors will teach you the basics.

    View

  2. Eat, Sleep, Beach, Repeat

    For an ultra-relaxing getaway where you can sit back and soak in some nature and nurture, head to Mendocino and follow this eat, beach, sleep, repeat itinerary (you won't regret it!) ...

    View

  3. This Skunk Doesn’t Stink!

    All aboard for a ride through history—and through air scented with redwood, dewy ferns, forest-fresh breeze, and a bonus snack and beverage bar, fire pit, and short hike. The World-Famous Skunk Train delivers in every category: scenery, greenery, and towering redwoods.

    View
  4. A woman standing at the pond's edge at Ernest B Debs Regional Park in Los Angeles. Trees are making reflections on the pond.

    Urban Oasis Loop

    Home to the city’s Audubon Center, Ernest E. Debs' 282-acre park features a robust network of hiking trails and surprising wildlife diversity. More than 140 bird species have been spotted here. Birdwatcher or not, this 2.5-mile route makes for a gorgeous outing.

    View