Gone With the Windy

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

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. Perles Beach Angel Island San Francisco Bay

    Secret Beach

    A hidden beach and a killer view? Those are hard to come by, but that’s exactly what you’ll get at Perles Beach on Angel Island. Bike or hike to this beautiful pocket cove.

    View
  2. Cinematic Sonoma

    Longer days. Golden light. Wildflowers in bloom. It’s the perfect moment to plan your spring escape to Sonoma for the Sonoma International Film Festival, March 25–29. No fuss. No sprawl. Just films, friends, fresh air, and that unmistakable Sonoma glow.

    View
  3. Hike Pescadero Marsh Natural Preserve

    Mellow in the Marsh

    Beach, birds, ice plant popping purple flowers: That’s a hiking slam dunk! Hike about 2 miles at Pescadero Marsh Natural Preserve using their easy to navigate (well-signed) Sequoia Audubon Trail.

    View
  4. A man is looking through his binoculars at sunrise at the Bayland Nature Preserve in Palo Alto

    Baylands Bird & Art Loop

    Combine an outdoor art walk and wildlife sightings at the Baylands Nature Preserve in Palo Alto. This 5-mile loop through Byxbee Park and the Emily Renzel Wetlands features striking installations by artists Peter Richards and Michael Oppenheimer—where the landscape itself becomes part of the canvas.

    View

Trending Stories SoCal

View all Stories
  1. Tree Town

    Home to an estimated 21,000 trees and 100 acres of parkland, South Pasadena has earned its nickname: the City of Trees. This 2.5-mile neighborhood walk lets you experience its leafy canopy up close, winding through charming streets and three of the city’s beloved parks.

    View
  2. A Better Way to Baldwin

    The Baldwin Hills Scenic Overlook in Culver City is one of West L.A.’s most popular hiking spots, but most visitors miss the bigger picture. This 3.5-mile out-and-back along a section of the Park to Playa Trail offers a fuller experience of this gorgeous nature park with sweeping urban views and a few artistic surprises along the way.

    View
  3. 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
  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