Slow Things Down in Sonoma

Hike the Overlook Trail in Sonoma and Enjoy the Historic Plaza

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 enjoyed this backyard park, which offers expansive panoramas of Sonoma Valley and its cascading green hills and vineyards.

There’s no need to drive to the 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 winter, the oaks stand out, and the afternoon sun—sitting low—soothes the hillsides with its golden warmth. In spring, these same hills are decorated with buttercups, mule ears, sky lupine, and royal larkspur. On hot days, oak-shaded benches make for 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 the Plaza.

BONUS: If you go on a Friday, be sure to visit the Sonoma Valley Certified Farmers’ Market (9am to 12:30pm, every Friday), located at Depot Park, just a few short blocks from downtown Sonoma’s historic plaza. The trailhead for the Overlook Trail is just one block north, so you can pick up provisions to take with you on your hike. Or visit the market post-hike for some fresh and hearty refueling. Check it out, and stop by The Bejkr for artisan bread made with fresh-from-Sonoma ingredients.

To reach the trailhead from the Sonoma Plaza, head north on First Street 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. Waterfall Hunter

    If you ask a local in Reno about one of the best hiking trails in town, odds are high they’ll point you to Hunter Creek Falls. It’s a year-round favorite, but it absolutely shines in spring, when desert peach wildflowers make a splash—and so does the marquee waterfall.

    View
  2. Cheers to Chimney

    If you’re looking for all that Point Reyes has to offer in spring, Chimney Rock is the place to be. The 1.75-mile (round-trip) hike to Chimney may be short, but it packs a visual punch, quadrupling the viewing thrills during spring.

    View
  3. Sponsored

    Take the Exit to the Best of the San Francisco Peninsula

    The San Francisco Peninsula is proof that some of Northern California’s greatest surprises are hiding just off Highway 101. All you have to do is take the exit.

    View
  4. Hello, Sur!

    Big Sur is home to numerous fantastic beaches and coves, so which one do you choose? Go for the beach that's quintessential Big Sur (and dog-friendly!). Pfeiffer Beach in Pfeiffer Big Sur State Park. Its signature lilac-colored sand is waiting for your feet!

    View

Trending Stories SoCal

View all Stories
  1. Garland in Bloom

    Carmel Valley is known for its quaint wineries and scenic hiking trails. Enjoy both on this 3.75-mile loop through Garland Ranch Regional Park.

    View
  2. A woman stands amid an array of yellow and purple flowers at Descanso Gardens in Los Angeles

    Petal Paradise

    Tulips, lilacs, and daffodils—flower power is in full bloom at Descanso Gardens in La Cañada Flintridge. Sprawling across 150 acres surrounded by mountains, the gardens are putting on their best show right now.

    View
  3. Bike the Coastal Trail to Pillar Point Harbor in Half Moon Bay

    Ride and Seek

    Oceanside breezes, beautiful beaches, a car-free pathway for biking, and beer at the end: You’re on a roll! The San Mateo Coast was made for beach hopping and beer tasting … and it all goes down smooth as part of an 8-mile out-and-back bike ride.

    View
  4. Tamtastic Sunset

    Sure, the East Peak of Mount Tam is absolutely spectacular at sunset, but some magic-hour enthusiasts are onto a fresh perspective in getting a little more personal space for their panoramic viewings.

    View