Simply Sunsational!

Hike Sonoma Valley's Overlook Trail at Sunset

Sometimes the best things are right under your nose—or in this case, right off Sonoma’s historic plaza. Enjoy a 2.5-mile (round-trip) sunset hike on Sonoma’s Overlook Trail. Locals have long been enjoying this backyard park that offers an expansive panorama of Sonoma Valley and its cascading green hills and vineyards.

There’s no need to drive to this trailhead (though you certainly can): The hike starts and ends just a few blocks off Sonoma’s town square. The trail gently ascends through blue oaks, manzanitas, and madrones. In the spring, it’s decorated with buttercups, mule ears, sky lupine, and royal larkspur. On hot days, oak-shaded benches make a nice break spot.

You’ll wind your way up Schocken Hill, with views of Mount Tamalpais, San Pablo Bay, and even San Francisco on a clear day. Sunset-watching here is sublime from the stone bench marking the top of the hill. Finish the loop and take the five-minute stroll back to Sonoma Square.

BONUS FIRE PIT & WINE: After your late-day hike, get down to the plaza for some fireside chatting and pinots at Roche Winery (open until 7:30 p.m.). Their garden patio also has food pop-ups. Or head to dinner at any of the surrounding restaurants.

TIP: Every Tuesday from May through September, Sonoma Valley's historic plaza is home to a lively locals' favorite Farmers' Market beginning at 5 p.m. Bring your own picnic (wine is allowed) and pick up fresh locally sourced fruits and vegetables, plus artisan goods. There are food trucks too!

To reach the trailhead from the square, head north on First St. West. Find the staging area just beyond the Veterans Memorial Building on the right side of the street. Follow the signs for the Overlook Trail’s Upper Loop Trail. There’s a small parking lot at the trailhead. No dogs.

Trending Stories NorCal

View all Stories
  1. Keough's Hot Springs

    Soaking Up History

    When you slide into the soothing water of Keough’s Hot Springs, you’re bathing in a piece of Owens Valley history.

    View
  2. woman hiking Buck Gulch Falls Novato

    Buck Wild!

    Tucked back beyond the residential ranch-style homes and golf courses of Novato in the North Bay is a wild and wondrous 30-foot waterfall that springs to life in the rainy season. Buck Gulch Falls in Novato’s Ignacio Valley Preserve is in peak flow right now, and it’s a short and Middle-earthy hike to reach it.

    View
  3. Grover Hot Springs

    State Park Soaker

    Set in an alpine meadow at 6,000 feet and surrounded by the 10,000-foot granite peaks of the Sierra, Grover Hot Springs State Park—just outside the town of Markleeville—has its very own hot springs.

    View
  4. Redding Ironman Whiskeytown lake
    Sponsored

    New Year, New Goal: IRONMAN 70.3 Northern California

    2026 is off and running! And swimming. And biking. Don't get left behind! Commit to one of the upcoming year’s most exciting endurance events—IRONMAN 70.3 Northern California in Redding.

    View

Trending Stories SoCal

View all Stories
  1. A woman stands at Dante's View in Death Valley, looking out to Telescope Peak and Manly Lake, Badwater Basin below.

    Sunset Hike at Dante's View

    It’s one of the world’s best places to watch a sunset. Dante’s View is a 5,476-foot vantage of the whole southern basin of Death Valley from the top of the Black Mountains. Right now there's a banner and bonus view of a rare lake formation that appears only after big rains.

    View
  2. Hot, Wet, and Wild!

    At Wild Willy’s Hot Springs, you can soak up a primeval landscape that’s amazingly close to Mammoth Lakes and Highway 395—it just feels a few geological epochs away.

    View
  3. Woman swimming in Carson Hotsprings natural thermal pool

    Hot Springs, Naturally

    Thermal spring waters are famous for their curative, relaxing elements, and Reno Tahoe is filled with them! Sink into these amazing thermal respites for a wellness super soak.

    View
  4. Hikers sitting on a large rock slab next to Three Sisters Falls in Cleveland National Forest Southern California near Julian

    Three Sisters

    Good things come in threes at this hike to a lovely trio-tiered waterfall in Cleveland National Forest. The 4.25-mile out-and-back hike rambles among rolling hills, with rocky mountain views as switchbacks take you down to a lush canyon and the falls.

    View