The 20 Best Things to Do in Healdsburg, CA

Nestled in the heart of Sonoma County's wine country, Healdsburg is a picturesque town that perfectly blends small-town charm with world-class experiences. As you stroll through the historic Healdsburg Plaza, you'll find yourself surrounded by tasting rooms, boutique shops, and acclaimed restaurants that set the stage for an unforgettable visit.

Healdsburg's prime location makes it an ideal destination for wine enthusiasts, foodies, and nature lovers alike. With its proximity to renowned wine regions like Dry Creek Valley, Russian River Valley, and Alexander Valley, you're never far from a exceptional glass of wine. But Healdsburg offers much more than just wine tasting. From kayaking on the Russian River to exploring local art galleries, there's something for every type of traveler.

Whether you're planning a romantic getaway, a family vacation, or a solo adventure, Healdsburg promises a perfect blend of relaxation and excitement. Let's dive into the 20 best things to do in this Sonoma County gem.

Sip and Savor at Gracianna Winery

Start your Healdsburg adventure with a visit to Gracianna Winery, known for its award-winning Pinot Noir and stunning vineyard views. As you approach the tasting room, you'll be greeted by rows of meticulously tended vines stretching towards the horizon. The friendly staff will guide you through a tasting of their exceptional wines, sharing stories about the winery's history and winemaking process.

Don't miss the chance to try their flagship Pinot Noir, which perfectly captures the essence of Russian River Valley terroir. For a truly memorable experience, book a private tasting on their outdoor patio, where you can sip wine while taking in the breathtaking vineyard views.

Key Information:

• Location: 6914 Westside Rd, Healdsburg, CA 95448
• Hours: Open daily, 11am-5pm
• Admission: Tastings from $25

Why Visit: Experience award-winning wines in a stunning vineyard setting.

Insider Tip: Join their wine club for access to limited production wines and exclusive events.

Explore Dry Creek Vineyard

As one of the first post-Prohibition wineries in Dry Creek Valley, Dry Creek Vineyard offers a rich history alongside its exceptional wines. As you enter the property, you'll be struck by the charming New England-style buildings surrounded by lush vineyards. The winery's commitment to sustainable practices is evident in every aspect of their operation.

During your tasting, be sure to try their Fumé Blanc, a wine style that the founder, David Stare, introduced to California. The knowledgeable staff will walk you through each wine, explaining the unique characteristics imparted by the Dry Creek Valley terroir.

Key Information:

• Location: 3770 Lambert Bridge Rd, Healdsburg, CA 95448
• Hours: Open daily, 10:30am-4:30pm
• Admission: Tastings from $30

Why Visit: Experience a piece of Sonoma wine history while enjoying exceptional wines.

Insider Tip: Book the "Meritage Blending" experience to create your own custom wine blend.

Take in the Views at Gary Farrell Winery

Perched atop a hill overlooking the Russian River Valley, Gary Farrell Winery offers some of the most breathtaking views in Healdsburg. As you wind your way up to the winery, anticipation builds for both the wines and the vistas that await. The modern, airy tasting room features floor-to-ceiling windows that showcase the stunning landscape.

Gary Farrell is renowned for its Pinot Noir and Chardonnay, sourced from some of the most prestigious vineyards in the Russian River Valley. The "Inspiration Tasting" is a must-try, offering a curated selection of single-vineyard wines paired with local artisanal cheeses.

Key Information:

• Location: 10701 Westside Rd, Healdsburg, CA 95448
• Hours: Open daily by appointment
• Admission: Tastings from $35

Why Visit: Enjoy world-class wines while taking in panoramic views of the Russian River Valley.

Insider Tip: Request a seat on the terrace for your tasting to fully appreciate the stunning views.

Kayak the Russian River

For a change of pace from wine tasting, head to the Russian River for a refreshing kayaking adventure. As you paddle along the gentle current, you'll be surrounded by towering redwoods and lush riverbanks teeming with wildlife. The cool water and dappled sunlight create a serene atmosphere perfect for relaxation or family fun.

Several local outfitters offer kayak rentals and guided tours, catering to all skill levels. Keep an eye out for river otters, ospreys, and even the occasional bald eagle as you navigate the meandering waterway.

Key Information:

• Location: Various access points along the Russian River
• Hours: Daylight hours, best in summer months
• Admission: Kayak rentals typically range from $50-$100 per day

Why Visit: Experience the natural beauty of Sonoma County from a unique perspective.

Insider Tip: Pack a waterproof bag with snacks and drinks for a scenic riverside picnic during your journey.

Hike Healdsburg Ridge Open Space Preserve

Escape the hustle and bustle with a hike through Healdsburg Ridge Open Space Preserve. This 155-acre natural area offers a network of trails that wind through oak woodlands, chaparral, and grasslands. As you climb to higher elevations, you'll be rewarded with sweeping views of the Russian River Valley and the Mayacamas Mountains.

The preserve is home to a diverse array of plant and animal life. Keep your eyes peeled for wildflowers in spring, and listen for the call of red-tailed hawks soaring overhead. The All The Oak Trail is a local favorite, offering a moderate 3-mile loop with plenty of scenic vistas.

Key Information:

• Location: 734 Bridle Path, Healdsburg, CA 95448
• Hours: Open daily from sunrise to sunset
• Admission: Free

Why Visit: Enjoy panoramic views and diverse ecosystems just minutes from downtown Healdsburg.

Insider Tip: Visit early morning or late afternoon for the best lighting for photos and to avoid the midday heat.

Indulge at SingleThread Farm-Restaurant-Inn

For an unforgettable culinary experience, book a table at the three-Michelin-starred SingleThread. This farm-restaurant-inn epitomizes Healdsburg's farm-to-table ethos, with much of the produce coming from their own nearby farm. As you enter the serene dining room, you're immediately struck by the attention to detail in every aspect of the experience.

The 11-course tasting menu changes frequently to showcase the best seasonal ingredients. Each dish is a work of art, presented on handcrafted ceramics that complement the flavors and textures. The knowledgeable staff guides you through each course, explaining the inspiration and techniques behind every bite.

Key Information:

• Location: 131 North St, Healdsburg, CA 95448
• Hours: Dinner served Tuesday-Sunday, reservations required
• Admission: Tasting menu from $425 per person

Why Visit: Experience world-class, hyper-seasonal cuisine in an intimate setting.

Insider Tip: If you can't snag a dinner reservation, try for a more casual breakfast or lunch at their coffee shop.

Shop and Stroll Healdsburg Plaza

The heart of downtown Healdsburg, this charming plaza is surrounded by boutique shops, art galleries, and inviting cafes. Take a leisurely stroll around the square, popping into stores that catch your eye. You'll find everything from locally made artisanal goods to high-end clothing and home decor.

Don't miss SHED, a modern grange that showcases the best of Sonoma County's food and wine culture. Browse their curated selection of cookbooks, artisanal foods, and kitchen tools. When you need a break, grab a coffee and pastry from one of the plaza's many cafes and find a bench to people-watch.

Key Information:

• Location: Healdsburg Ave & Matheson St, Healdsburg, CA 95448
• Hours: Plaza open 24/7, shop hours vary
• Admission: Free

Why Visit: Experience the charm of small-town America with a sophisticated twist.

Insider Tip: Visit on Saturday mornings for the bustling Healdsburg Farmers' Market, where you can sample local produce and artisanal foods.

Discover Art at Paul Mahder Gallery

Step into the largest art gallery north of San Francisco at Paul Mahder Gallery. Housed in a renovated industrial building, the gallery's soaring ceilings and expansive walls provide the perfect backdrop for a diverse array of contemporary art. As you wander through the space, you'll encounter works by both established and emerging artists from around the world.

The gallery hosts rotating exhibitions, ensuring there's always something new to see. Take your time exploring the different rooms, each offering a unique perspective on contemporary art. The knowledgeable staff is always on hand to provide insights into the works on display.

Key Information:

• Location: 222 Healdsburg Ave, Healdsburg, CA 95448
• Hours: Open daily 10am-6pm
• Admission: Free

Why Visit: Immerse yourself in world-class contemporary art in a stunning gallery space.

Insider Tip: Check their website for opening receptions, which often feature talks by the artists themselves.

Relax at Lake Sonoma

Just a short drive from downtown Healdsburg, Lake Sonoma offers a perfect escape into nature. As you approach the lake, you'll be struck by the beauty of the clear blue water surrounded by rolling hills. Whether you're looking for a day of boating, fishing, or simply relaxing on the shore, Lake Sonoma has something for everyone.

Rent a pontoon boat for a lazy day on the water, or bring your fishing gear to try your luck at catching bass or trout. The lake is also surrounded by miles of hiking and equestrian trails, offering stunning views of the surrounding Dry Creek Valley.

Key Information:

• Location: 3333 Skaggs Springs Rd, Geyserville, CA 95441
• Hours: Open daily, sunrise to sunset
• Admission: Free for day use, fees for boat launching and camping

Why Visit: Enjoy a variety of outdoor activities with stunning views of Sonoma County.

Insider Tip: Pack a picnic and head to the Overlook day-use area for panoramic views of the lake and surrounding hills.

Learn Local History at Healdsburg Museum

Dive into the rich history of Healdsburg and Sonoma County at the Healdsburg Museum and Historical Society. Housed in a beautifully restored Carnegie Library, the museum offers a fascinating glimpse into the area's past. As you enter, you're greeted by friendly volunteers eager to share their knowledge of local history.

The museum's exhibits cover a wide range of topics, from the Native American tribes who first inhabited the area to the development of the wine industry. Don't miss the display on Healdsburg's agricultural heritage, which includes antique farm equipment and historical photographs.

Key Information:

• Location: 221 Matheson St, Healdsburg, CA 95448
• Hours: Open Wednesday-Sunday 11am-4pm
• Admission: Free

Why Visit: Gain a deeper appreciation for Healdsburg's rich cultural heritage.

Insider Tip: Ask about their walking tour brochures, which guide you through the historic downtown area.

Taste Olive Oil at DaVero Farms & Winery

For a unique twist on the typical wine tasting experience, visit DaVero Farms & Winery. This biodynamic farm not only produces excellent wines but also award-winning olive oils. As you approach the rustic tasting room, you'll be surrounded by olive groves and vineyards, setting the stage for a true farm-to-table experience.

Start with an olive oil tasting, where you'll learn about different varieties and production methods. Then, move on to their Italian-style wines, which pair perfectly with the oils. Don't miss the chance to meet the farm animals, including friendly pigs and sheep that help maintain the property's ecosystem.

Key Information:

• Location: 766 Westside Rd, Healdsburg, CA 95448
• Hours: Open Thursday-Monday 11am-5pm, by appointment
• Admission: Tastings from $40

Why Visit: Experience a unique combination of olive oil and wine tasting in a beautiful farm setting.

Insider Tip: Try their estate-made balsamic vinegar - it's a local favorite and makes a great souvenir.

Bike Through Wine Country

Experience the beauty of Healdsburg's wine country on two wheels with a bike tour. As you pedal along quiet country roads, you'll be surrounded by rolling hills covered in vineyards and dotted with picturesque wineries. The gentle terrain and temperate climate make for ideal cycling conditions.

Several local companies offer guided tours or bike rentals if you prefer to explore on your own. A popular route is the Dry Creek Valley loop, which takes you past numerous wineries and offers plenty of opportunities for tastings and photo stops.

Key Information:

• Location: Various rental shops in downtown Healdsburg
• Hours: Daylight hours, best in spring and fall
• Admission: Bike rentals typically range from $40-$80 per day, guided tours from $150

Why Visit: Combine exercise with wine tasting while taking in the scenic beauty of Sonoma County.

Insider Tip: Pack a light jacket - mornings can be cool, even on sunny days.

Attend a Show at Raven Performing Arts Theater

For a taste of local culture, catch a performance at the Raven Performing Arts Theater. This intimate venue in the heart of downtown Healdsburg showcases a variety of productions, from plays and musicals to concerts and comedy shows. As you enter the historic building, you'll feel the excitement of a night out at the theater.

The Raven is known for its mix of professional productions and community theater, giving you a chance to see both established performers and local talent. The cozy atmosphere ensures there's not a bad seat in the house.

Key Information:

• Location: 115 North St, Healdsburg, CA 95448
• Hours: Varies by performance
• Admission: Ticket prices vary by show

Why Visit: Support local arts and enjoy a night of entertainment in a charming, historic theater.

Insider Tip: Check their website for special events like the popular "Late Night at the Raven" series.

Explore Fitch Mountain

For breathtaking views of Healdsburg and beyond, head to Fitch Mountain. This recently opened public preserve offers a challenging hike to the summit, rewarding you with panoramic vistas of the Russian River Valley and surrounding wine country. As you ascend the trail, you'll pass through diverse ecosystems, from oak woodlands to chaparral.

The main trail to the summit is about 2.5 miles round trip and moderately steep in places. Along the way, keep an eye out for native wildflowers and birds. The summit offers a 360-degree view that's particularly stunning at sunset.

Key Information:

• Location: 845 Chanticleer Way, Healdsburg, CA 95448
• Hours: Open daily from sunrise to sunset
• Admission: Free

Why Visit: Experience stunning panoramic views and diverse ecosystems just minutes from downtown.

Insider Tip: Bring plenty of water and wear sturdy shoes - the trail can be challenging in spots.

Visit the Hand Fan Museum

For a unique cultural experience, stop by the Hand Fan Museum, the only museum in the United States dedicated to hand fans. As you enter this small but fascinating museum, you'll be transported into a world of delicate artistry and historical significance. The collection spans centuries and cultures, showcasing fans from around the globe.

The knowledgeable curator offers guided tours, revealing the hidden language of fans and their role in social history. You'll see fans made from a variety of materials, from delicate lace to intricately carved ivory, each with its own story to tell.

Key Information:

• Location: 327 Healdsburg Ave, Healdsburg, CA 95448
• Hours: Open Wednesday-Sunday, 11am-4pm
• Admission: Free (donations appreciated)

Why Visit: Discover a unique slice of cultural history in this one-of-a-kind museum.

Insider Tip: Ask about their rotating exhibits, which often feature contemporary fan artists.

Savor Farm-to-Table Cuisine at Barndiva

Housed in a beautifully restored barn, Barndiva epitomizes Healdsburg's farm-to-table ethos. As you step into the rustic-chic dining room or charming garden patio, you're immediately struck by the warm, inviting atmosphere. The menu changes seasonally to showcase the best local ingredients, many sourced from the restaurant's own farm.

Don't miss their craft cocktails, which often feature house-made infusions and syrups. For dinner, the "Chef's Tasting Menu" offers a culinary journey through the flavors of Sonoma County. The knowledgeable staff can help with wine pairings to complement each course.

Key Information:

• Location: 231 Center St, Healdsburg, CA 95448
• Hours: Open Wednesday-Sunday for lunch and dinner
• Admission: Entrees from $30, Tasting Menu from $95

Why Visit: Experience the best of Sonoma County's culinary scene in a stunning setting.

Insider Tip: If you're visiting in summer, request a table in the garden for a magical al fresco dining experience.

Explore the Sonoma County Herb Exchange

For a truly unique Healdsburg experience, visit the Sonoma County Herb Exchange. This local herb nursery offers an impressive array of rare and medicinal plants. As you wander through the gardens, you'll be surrounded by the fragrant scents of herbs from around the world.

The knowledgeable staff can guide you through their collection, offering insights into the uses and cultivation of various herbs. They often host workshops on topics like herbal medicine and sustainable gardening, providing a deeper understanding of the plant world.

Key Information:

• Location: 3641 Wester Rd, Healdsburg, CA 95448
• Hours: Open Tuesday-Saturday, 9am-5pm
• Admission: Free to browse

Why Visit: Discover rare herbs and learn about sustainable gardening practices.

Insider Tip: Check their website for upcoming workshops - they're a great way to deepen your herbal knowledge.

Attend the Healdsburg Water Carnival

If you're visiting in summer, don't miss the annual Healdsburg Water Carnival. This lively event celebrates the town's connection to the Russian River with a day of fun water-based activities. The highlight is the quirky boat parade, featuring homemade watercraft in all shapes and sizes.

Beyond the parade, you can enjoy live music, food vendors showcasing local cuisine, and family-friendly activities like kayak races and a rubber duck derby. It's a perfect way to experience Healdsburg's community spirit and have some old-fashioned fun.

Key Information:

• Location: Veterans Memorial Beach, Healdsburg
• Hours: Typically held on a Saturday in July, 11am-4pm
• Admission: Free

Why Visit: Experience a unique local tradition and enjoy a day of family-friendly fun.

Insider Tip: Bring a picnic blanket and stake out a spot early for the best view of the boat parade.

Discover the Mill District

As Healdsburg evolves, the up-and-coming Mill District is becoming a must-visit destination. This former industrial area is being transformed into a vibrant neighborhood with modern architecture, artisanal food producers, and craft breweries. As you explore, you'll see the perfect blend of Healdsburg's historic charm and contemporary style.

Don't miss Seismic Brewing Company, where you can sample craft beers in their sleek taproom. For a sweet treat, stop by Noah's Chocolate to taste their small-batch, ethically sourced chocolates.

Key Information:

• Location: Around the intersection of Healdsburg Ave and Mill St
• Hours: Varies by business
• Admission: Free to explore

Why Visit: Experience the newest side of Healdsburg and support local artisans.

Insider Tip: Check out the public art installations scattered throughout the district.

Relax at the Healdsburg Spa

After days of wine tasting and outdoor adventures, treat yourself to some relaxation at the Healdsburg Spa. Located in the Hotel Healdsburg, this serene oasis offers a range of treatments inspired by local ingredients. As you enter the spa, the calming atmosphere and aromatic scents immediately put you at ease.

Try the "Wine Country Recovery" massage, which uses antioxidant-rich grape seed oil, or the "Meyer Lemon Sage Clarifying Facial" featuring herbs grown in Sonoma County. After your treatment, unwind in the spa garden or take a dip in the pool.

Key Information:

• Location: 327 Healdsburg Ave, Healdsburg, CA 95448
• Hours: Open daily 9am-7pm
• Admission: Treatment prices vary, starting from around $150

Why Visit: Indulge in some well-deserved relaxation and pampering.

Insider Tip: Book your treatment in advance, especially during peak season, to ensure availability.

Structuring Your Healdsburg Trip for a 3-Day Itinerary

Now that we've explored the best things to do in Healdsburg, let's put it all together into a 3-day itinerary. This plan will help you make the most of your visit, balancing wine tasting with outdoor activities and cultural experiences.

Day 1: Downtown and Wine Tasting

Start your Healdsburg adventure by exploring the charming downtown area and indulging in some world-class wines.

• Morning: Begin with a stroll around Healdsburg Plaza, popping into shops and galleries. Grab breakfast at Costeaux French Bakery.
• Midday: Head to Dry Creek Vineyard for a tasting and picnic lunch in their beautiful gardens.
• Afternoon: Visit Gary Farrell Winery for a tasting with panoramic views of the Russian River Valley.
• Evening: Enjoy dinner at Barndiva, savoring their farm-to-table cuisine and craft cocktails.

Day 2: Outdoor Adventures

Take advantage of Healdsburg's natural beauty with a day of outdoor activities.

• Morning: Start early with a hike at Healdsburg Ridge Open Space Preserve.
• Midday: Rent kayaks and spend a few hours paddling on the Russian River.
• Afternoon: Explore Lake Sonoma, either by hiking the trails or renting a pontoon boat.
• Evening: Return to town for dinner at Campo Fina, known for their wood-fired pizzas and cozy patio.

Day 3: Culture and Relaxation

Round out your trip with a mix of cultural experiences and relaxation.

• Morning: Visit the Healdsburg Museum to learn about local history, then stop by the Hand Fan Museum.
• Midday: Enjoy lunch and olive oil tasting at DaVero Farms & Winery.
• Afternoon: Treat yourself to a spa treatment at the Healdsburg Spa.
• Evening: Cap off your trip with the tasting menu at SingleThread Farm-Restaurant-Inn (be sure to book well in advance).

Remember, this itinerary is just a suggestion. Feel free to mix and match activities based on your interests, or extend your stay to experience everything Healdsburg has to offer. Whether you're a wine enthusiast, nature lover, or foodie, Healdsburg promises a memorable getaway in the heart of Sonoma County.