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. Field of Light at Sensorio in Paso Robles

    Light This Way

    Hidden in the bucolic hills of Paso Robles lies one of the greatest light shows on earth. The lighted art exhibition, Sensorio, is as if the rainbow magic of the aurora borealis was plucked from the sky and planted in the fields.

    View
  2. Bucks Up!

    Come on in, the water is beautiful. Whether you like swimming, kayaking, stand-up paddling, or heading out on a bigger boat, Bucks Lake is a high mountain haven that’s easy to access, blissfully uncrowded, and surrounded by sandy beaches, picnic areas, pines, and aspens.

    View
  3. Surfboards and tents for shade are set up on the beach at Cull Canyon Regional Recreation Area in the Swim Lagoon Area

    Switchbacks and Swimming Holes

    Hike hard, play hard! This 7-mile out-and-back in Cull Canyon Regional Recreation Area is a great workout with payoff vistas and a relaxing post-hike picnic and dip in the water.

    View
  4. Roaring Good Time

    There’s nothing quite like the majestic beauty of California’s redwood forests. Now, imagine experiencing those towering giants aboard a historic 19th-century steam train. Roaring Camp Railroads in Felton is home to some of the oldest and most authentically preserved narrow-gauge steam engines in America.

    View

Trending Stories SoCal

View all Stories
  1. Two kayakers on Upper Klamath Basin on tour with Sky Lakes Wilderness Adventures

    Zen & the Art of Kayaking

    It’s the most meditative and relaxing experience you’ll ever have on a kayak. Yes, you read that right, a Zen experience on a kayak. It all happens in beautiful Klamath County when you head out on a guided tour with Sky Lakes Wilderness Adventures.

    View
  2. A Rose in the Pines

    A crackling fire, a bottle of wine, a bubbling Jacuzzi tub with a waterfall … now the big question: Marvin Gaye tunes or not? In the morning (ahem) it's breakfast in bed and a leis

    View
  3. Alex Villicana, Villicana Winery and Re:Find Distillery

    Locals' Feature: Alex Villicana

    Tech booms, AI revolutions, okay that’s all fine, but you wanna know what else is really cool? Being a pioneer in a world-famous industry that—in Paso Robles—remains solidly down to earth. When Alex Villicana established Villicana Winery in 1993, he clearly had grape expectations...

    View
  4. Two people fly fishing on the Truckee River with guides from Reno Fly Shop

    Zen and the Art of Fly Fishing

    Learning to fly fish is one of the most fun and beautiful ways to connect with nature, family, friends, and yourself. It’s also a great way to truly experience the magic of a place. Make that place Reno Tahoe, where a fly fishing adventure with Reno Fly Shop is like being planted in a plein air painting of dreamy outdoors.

    View