25 Best Things To Do In Healdsburg, CA
Welcome to Healdsburg, where rolling vineyards, farm-to-table dining, and vibrant energy come together to create an unforgettable escape in the heart of Sonoma County. Whether you’re strolling through the historic Healdsburg Plaza, paddling along the Russian River, or diving into the bustling Healdsburg nightlife, this charming town offers an irresistible mix of relaxation and excitement.
For those searching for the best things to do in Healdsburg, the options are endless. You can sip on handcrafted wines in boutique tasting rooms, explore the artistic flair of downtown galleries, or enjoy locally sourced delicacies in award-winning restaurants. As the sun sets, the town transforms into a lively hub where wine bars, live music venues, and cozy cafes beckon.
Healdsburg isn’t just a destination—it’s an experience. Whether you’re here for a romantic weekend, a family adventure, or simply to unwind, Healdsburg’s unique blend of charm and sophistication will captivate you. From its scenic outdoor spaces to its lively nightlife, this town promises to leave you inspired, well-fed, and craving more.
1. Healdsburg Plaza
Stepping into Healdsburg Plaza feels like wandering onto the set of a feel-good movie. This charming square, surrounded by tree-lined streets, is the heartbeat of Healdsburg. On my first visit, I grabbed an iced latte from a cozy café, plopped myself on one of the park benches, and watched as locals and visitors enjoyed the day. It’s the kind of place where time slows down, and suddenly, you’re not in a rush anymore.
The plaza isn’t just a pretty face—it’s a hub for Healdsburg shopping and dining. Around the square, you’ll find boutique shops with handcrafted jewelry, gourmet goodies, and art galleries that scream “Sonoma sophistication.” Hungry? The Healdsburg Plaza restaurants are the stuff of foodie dreams. Whether it’s artisanal pizza or locally sourced tapas, your taste buds are in for a treat.
If you’re lucky, your visit might coincide with a live music event or a farmers’ market. There’s always something buzzing at the plaza.
Fun Fact: Did you know Healdsburg Plaza was established in 1857 and was designed after a classic Spanish town square? It’s been a community gathering spot for over 160 years!
2. Jordan Vineyard & Winery
If wineries could be movie stars, Jordan Vineyard & Winery would be the elegant, timeless icon gracing every red carpet. Located amidst rolling hills and lush vineyards, this estate is a centerpiece of Healdsburg wine tours and an absolute showstopper.
On my visit, I joined a guided tour that felt like stepping into a postcard. The sprawling vineyards, manicured gardens, and stately chateau took my breath away. The wine? Oh, it was heavenly. From velvety Cabernets to crisp Chardonnays, every sip was perfection. But it wasn’t just the wine; it was the experience—picnicking under oak trees with wine glasses in hand felt like living a Sonoma dream.
The Jordan Winery Healdsburg team makes you feel like family, walking you through the winery’s history and production process with passion and warmth. It’s more than wine tasting; it’s a journey into the artistry of winemaking.
Fun Fact: Jordan’s chateau was modeled after a 17th-century French estate, and the winery uses only 20% of its vineyard grapes for production, ensuring top-notch quality in every bottle!
3. Seghesio Family Vineyards
Visiting Seghesio Family Vineyards is like being welcomed into someone’s home—if that someone made award-winning wines and threw the best dinner parties. This family-run gem is one of the standout Healdsburg tasting rooms and a haven for Zinfandel lovers.
I started my day with a reservation for their curated tasting. Yes, Seghesio Winery reservations are a must because this place is popular for all the right reasons. Each wine told its own story, with the Old Vine Zinfandel stealing the show for me. The warm, rustic tasting room set the perfect vibe, and the friendly staff added a layer of charm to the experience.
Beyond the wine, the property is stunning. Picture a mix of old-world Italian heritage with modern California cool. Their wine and food pairing experience blew my mind—house-made focaccia with a glass of bold red wine? Perfection.
Fun Fact: Seghesio Family Vineyards has been crafting wines since 1895 and still uses vines planted over 100 years ago for some of their premium Zinfandels!
4. SingleThread Farm - Restaurant - Inn
Imagine dining on a Michelin-starred meal, knowing every ingredient was grown just miles away—that’s the magic of SingleThread Restaurant. My journey began with making SingleThread reservations, an essential step for this culinary pilgrimage. When I arrived, the intimate atmosphere of the SingleThread Inn added to the charm. The staff welcomed me like an old friend, setting the stage for an unforgettable evening.
The meal? Let’s just say it was edible poetry. Each dish told a story, beautifully plated with seasonal ingredients sourced directly from the SingleThread Farm. The flavors danced between delicate and bold, leaving me speechless (except for the occasional “Wow!”). Between courses, I learned about their sustainable farming practices and how deeply they care for the land.
Staying at the inn was equally luxurious. With only a few rooms available, it felt like my own private sanctuary. I fell asleep dreaming of the meal and woke up to a breakfast just as spectacular.
Fun Fact: SingleThread isn’t just a restaurant—it holds three Michelin stars, one of the few in California, making it a bucket-list destination for food lovers worldwide!
5. Dry Creek Vineyard
Visiting Dry Creek Vineyard is like stepping into a wine lover’s paradise. Nestled in the heart of Sonoma County, this family-owned Dry Creek Winery has been crafting exceptional wines for decades. I arrived on a sunny afternoon, welcomed by friendly staff and a view of perfectly manicured vines stretching into the horizon.
I started with a tasting of their Zinfandels and Sauvignon Blancs, both of which felt like a warm embrace in a glass. What stood out most was their commitment to sustainability, a value reflected in the rich flavors of their wines. Joining the Dry Creek wine club was a no-brainer—I needed more of this magic delivered to my doorstep!
The relaxed vibe of the vineyard was unmatched. I strolled through the grounds, soaking up the sun and sipping wine, all while imagining life as a Sonoma local. The sense of community here is palpable, from the staff’s knowledge to the fellow wine enthusiasts sharing a laugh at the tasting bar.
Fun Fact: Dry Creek Vineyard was the first winery in California to plant Sauvignon Blanc after Prohibition, paving the way for this beloved varietal’s success in the region!
6. Healdsburg Ridge Open Space Preserve
For anyone seeking a tranquil escape, Healdsburg Ridge Open Space Preserve is a hidden gem waiting to be explored. With a Healdsburg Ridge map in hand, I ventured onto the trails, surrounded by rolling hills, wildflowers, and the occasional deer peeking through the trees.
The Healdsburg Ridge trails offer something for everyone, from gentle walks to challenging hikes. I chose a path that led to a breathtaking overlook, where vineyards stretched as far as the eye could see. It felt like I had stumbled onto a painting. Along the way, I spotted hawks soaring overhead and even a playful rabbit darting into the bushes.
What sets this preserve apart is its serene vibe. Unlike crowded tourist spots, it feels untouched, like nature’s private retreat. I packed a picnic and found a cozy spot to sit, enjoying the stillness and the symphony of birds chirping around me.
Fun Fact: Healdsburg Ridge is home to over 150 species of plants and animals, making it a haven for nature lovers and amateur naturalists alike!
7. Russian River Adventures
Address: 20 Healdsburg Ave, Healdsburg, CA 95448
If you’re ready to trade bustling city life for tranquil waters, Russian River Adventures is your go-to spot. Situated in the heart of Healdsburg, this outdoor gem offers kayak and canoe rentals, inviting you to paddle along the gentle currents of the Russian River.
When I visited, the experience was pure serenity. The river’s crystal-clear waters reflected the lush greenery of towering trees along its banks. I glided through calm stretches, occasionally spotting a heron perched elegantly on a rock or a playful otter darting below the surface. The absence of motorboats means no loud engines—just the soothing sounds of nature and the rhythmic splash of your paddle.
The adventure is beginner-friendly, making it perfect for families, couples, or even solo travelers looking to unplug. Pack a picnic, pull over to a secluded beach, and bask in the sun before continuing your journey. Whether you paddle for an hour or an entire day, the beauty of the Russian River stays with you long after you leave.
Fun Fact: The Russian River flows 110 miles through Sonoma County and is one of California’s most eco-friendly waterways, protected for its rich biodiversity!
8. The Healdsburg Museum & Historical Society
Address: 221 Matheson St, Healdsburg, CA 95448
Nestled in the heart of downtown, the Healdsburg Museum & Historical Society is a treasure trove of the town’s past. Housed in a beautifully restored Carnegie library, this museum offers a peek into Healdsburg’s rich history through exhibits, photographs, and artifacts.
During my visit, I marveled at displays chronicling Healdsburg’s transformation from a modest agricultural community to a wine country hub. The museum’s rotating exhibits kept things fresh—one focused on the lives of early settlers, complete with vintage clothing and tools, while another showcased the legacy of the local wine industry.
The intimate setting makes the experience even more personal. Knowledgeable staff are on hand to share fascinating anecdotes, and the carefully curated exhibits highlight everything from Native American heritage to 19th-century architecture. It’s like a time machine tucked away in downtown Healdsburg.
Fun Fact: The Healdsburg Museum is listed on the National Register of Historic Places and has one of the most extensive collections of Sonoma County artifacts in California!
9. Armida Winery
Address: 2201 Westside Rd, Healdsburg, CA 95448
Quirky, bold, and undeniably delicious—that’s how I’d describe my experience at Armida Winery. This boutique winery, nestled in the scenic Dry Creek Valley, is a must-visit for lovers of fun wines and relaxed vibes.
The highlight of my visit was their signature “Poizin” Zinfandel, a robust red served in a skull-shaped bottle that screams personality. Their Pinot Noirs and Chardonnays are equally impressive, but what makes Armida stand out is its welcoming atmosphere. The tasting room feels more like a friend’s backyard—casual and comfortable, with stunning vineyard views as the backdrop.
I also joined a guided tour to learn about their winemaking process, which blends tradition with a creative twist. The property offers plenty of space to unwind, whether you’re enjoying a glass of wine on their sunny patio or challenging your friends to a game of bocce ball.
Fun Fact: The name “Poizin” is a playful nod to its bold flavor—marketed as “The wine to die for!” It’s a hit during Halloween, but locals love it year-round.
10. Healdsburg Farmers’ Market
Address: North and Vine Streets, Healdsburg, CA 95448
The Healdsburg Farmers’ Market is the heart of local culture and a vibrant hub for fresh, seasonal delights. If you’re looking to immerse yourself in the community, this market is the perfect spot to explore. Open seasonally, it offers an array of fresh produce, artisanal goods, and local crafts that reflect the charm of Healdsburg.
On my first visit, I was greeted by the enticing aroma of freshly baked bread and the bright colors of heirloom tomatoes, berries, and flowers. Vendors proudly showcased their Sonoma County specialties, from creamy cheeses to handcrafted soaps. I even picked up some organic honey from a local beekeeper—it was the best I’ve ever tasted!
Beyond shopping, the market offers live music and cooking demonstrations, making it a full sensory experience. Bring your appetite, as there’s no shortage of food trucks serving everything from tacos to artisanal coffee.
Fun Fact: The Healdsburg Farmers’ Market is one of the oldest in California, operating since 1978. It’s a testament to the region’s dedication to fresh, sustainable, and local products.
11. Ferrari-Carano Vineyards and Winery
Address: 8761 Dry Creek Rd, Healdsburg, CA 95448
A visit to Ferrari-Carano Vineyards and Winery is like stepping into a Tuscan dream. Known for its sprawling gardens, this winery is one of the most picturesque spots in Healdsburg. The meticulously landscaped grounds, complete with fountains and blooming flowers, are a feast for the eyes before you even take your first sip.
The wine tastings here are as luxurious as the surroundings. I savored their Chardonnay and Fumé Blanc, which pair beautifully with the serene views of Dry Creek Valley. The estate’s underground cellar, with its arched stone walls, is an experience in itself—a perfect blend of elegance and winemaking tradition.
If you’re a fan of outdoor dining, don’t miss the terrace. With its stunning vistas, it’s the ideal spot to enjoy a glass of wine and soak in the beauty of Ferrari-Carano.
Fun Fact: The estate’s garden spans five acres and is designed to bloom year-round, showcasing over 2,000 species of trees and plants!
12. Costeaux French Bakery
Address: 417 Healdsburg Ave, Healdsburg, CA 95448
When it comes to authentic French pastries, Costeaux French Bakery is a slice of Paris in Healdsburg. This award-winning bakery is famous for its artisan breads, croissants, and gourmet breakfasts.
I started my morning here with their signature almond croissant—golden, flaky, and filled with rich almond cream. The aroma of freshly brewed coffee paired perfectly with their rustic baguettes, baked to perfection. The charming atmosphere, complete with bistro seating and cheerful staff, makes every visit feel special.
Beyond pastries, Costeaux offers a full menu of breakfast and lunch options. Their quiches and French onion soup are local favorites, and their seasonal specials never disappoint. Whether you’re dining in or grabbing a picnic spread for a day in Healdsburg, this bakery is a must-stop.
Fun Fact: Costeaux French Bakery has been a local staple since 1923 and has won numerous awards for its handcrafted breads and baked goods. It’s as historic as it is delicious!
13. Williamson Wines Tasting Room
Address: 134 Matheson St, Healdsburg, CA 95448
If you love the idea of pairing premium wines with perfectly curated bites, the Williamson Wines Tasting Room in downtown Healdsburg is your dream come true. Known for its free tastings, this spot elevates the wine experience by showcasing how food and wine can work harmoniously to create magic.
During my visit, I indulged in their bold Cabernet Sauvignon paired with a decadent truffle cheese—talk about a flavor explosion! Each wine came with its own pairing, from savory to sweet, making the experience both educational and delicious. The knowledgeable staff guided me through each sip and bite, explaining how specific flavors enhance the characteristics of the wine.
This is not your average tasting room; it feels intimate and relaxed, like being hosted by a friend who just happens to have a world-class wine collection. Don’t forget to grab a bottle (or three) on your way out—they make for excellent gifts or indulgences at home.
Fun Fact: Williamson Wines specializes in small-batch, hand-crafted wines, many of which are exclusive to their tasting room and wine club members.
14. Thumbprint Cellars Tasting Room
Address: 102 Matheson St, Healdsburg, CA 95448
Walking into the Thumbprint Cellars Tasting Room feels like discovering a hidden gem in downtown Healdsburg. This boutique winery is full of personality, from its art-covered walls to its approachable, laid-back vibe.
I started my tasting with their signature Thumbprint Red Blend, which was silky and packed with dark berry flavors. The staff was warm and welcoming, chatting about the winemaking process and sharing fun stories about the winery’s beginnings. Unlike larger vineyards, Thumbprint Cellars offers a personal touch that makes you feel like part of their extended family.
What sets this tasting room apart is its intimate size and its focus on handcrafted wines. Pair your tasting with their curated cheese and charcuterie plates, and you’ve got yourself an afternoon well spent. It’s the perfect spot for couples, small groups, or anyone who appreciates boutique wines.
Fun Fact: The "thumbprint" on their labels is an actual thumbprint from the winemaker, symbolizing the personal care and dedication that goes into every bottle!
15. Riverfront Regional Park
Address: 7821 Eastside Rd, Healdsburg, CA 95448
For those seeking outdoor adventure, Riverfront Regional Park is a serene retreat just minutes from downtown Healdsburg. Nestled along the Russian River, this park is a haven for picnicking, hiking, and connecting with nature.
I spent a peaceful afternoon exploring the hiking trails, which meander through groves of towering redwoods and offer occasional glimpses of the shimmering lake. The park’s picnic areas are perfectly shaded, making them ideal for a lazy lunch. For families, there’s plenty of space for kids to roam and play, and the calm river waters provide a safe spot for kayaking or paddleboarding.
The Riverfront Regional Park trails are easy to navigate, but grab a trail map before heading out to make the most of your adventure. Don’t forget your camera—the lush greenery and scenic views are photo-worthy at every turn.
Fun Fact: The park features two former gravel pits that were transformed into lakes, creating a unique mix of natural and man-made beauty for visitors to enjoy!
16. Downtown Art Galleries
Downtown Healdsburg is a paradise for art lovers, offering a vibrant mix of contemporary and local art showcased in its charming galleries. Strolling along Healdsburg Avenue, you’ll discover artistic gems like the Erickson Fine Art Gallery, where contemporary pieces come to life with bold colors and unique perspectives.
The Paul Mahder Gallery is a must-visit for those who appreciate diverse mediums—it’s one of the largest single-floor galleries in California. With rotating exhibits, the space feels like an evolving masterpiece. For something intimate, the Harris Gallery displays a stunning collection of fine art inspired by nature, perfectly capturing the beauty of Sonoma County.
Each gallery exudes its own personality, and the welcoming curators are always ready to share the stories behind the works. Whether you’re a seasoned collector or simply browsing, the art scene in downtown Healdsburg promises to inspire.
Fun Fact: The Paul Mahder Gallery also doubles as a wine tasting venue, combining two of Healdsburg’s greatest passions: art and wine!
17. Noble Folk Ice Cream & Pie Bar
Address: 116 Matheson St, Healdsburg, CA 95448
Few things rival the joy of ice cream and pie, and at Noble Folk Ice Cream & Pie Bar, these indulgences are elevated to an art form. Nestled in downtown Healdsburg, this cozy spot offers handcrafted treats that are as innovative as they are delicious.
During my visit, I couldn’t resist their Black Sesame ice cream—a creamy, nutty delight unlike anything I’d ever tasted. Paired with a slice of seasonal berry pie, it was dessert heaven. Every flavor here tells a story, made from locally sourced ingredients and crafted with care.
Beyond the sweets, the ambiance is charming and playful, with friendly staff who make you feel like an old friend. It’s the perfect stop after a day of exploring downtown or as a treat to cap off a wine-tasting tour.
Fun Fact: Noble Folk is known for its vegan and gluten-free options, proving that everyone can enjoy their unique flavors without compromise!
18. The Matheson
Address: 106 Matheson St, Healdsburg, CA 95448
Sophistication meets farm-to-table excellence at The Matheson, one of Healdsburg’s premier dining destinations. This modern restaurant blends sleek design with warm hospitality, creating an inviting space to enjoy innovative cuisine.
I started my evening at the rooftop bar, savoring a glass of local wine while soaking in panoramic views of downtown Healdsburg. The menu is a love letter to Sonoma County, featuring locally sourced ingredients transformed into creative dishes. My standout pick? The wood-fired duck pizza paired with a perfectly balanced Chardonnay.
What sets The Matheson apart is its attention to detail. Every dish is thoughtfully crafted, and the wine list reads like a who’s who of Sonoma’s best vineyards. Whether you’re celebrating a special occasion or simply indulging in a night out, The Matheson promises a memorable experience.
Fun Fact: The Matheson is built on the site of Healdsburg’s historic Matheson building, blending modern elegance with a nod to the town’s past!
19. DaVero Farms & Winery
Address: 766 Westside Rd, Healdsburg, CA 95448
At DaVero Farms & Winery, wine isn’t just a beverage; it’s a philosophy rooted in harmony with nature. Known for its biodynamic practices, this organic farm and winery offers a unique experience that combines sustainability and exceptional quality.
When I arrived, I was greeted by lush gardens overflowing with olive trees, lavender, and vegetables—a testament to DaVero’s commitment to farming as nature intended. The tasting focused on their Italian-style wines, like their robust Sangiovese and crisp Vermentino, each sip transporting me straight to Tuscany.
What stood out most was their holistic approach to winemaking. Every decision, from the vineyard to the bottle, prioritizes balance with the environment. The team’s passion is infectious, making the experience more than just a tasting—it felt like a lesson in mindful living.
Fun Fact: DaVero’s property includes one of the oldest olive groves in California, producing award-winning olive oils alongside their incredible wines!
20. Charlie Palmer’s Dry Creek Kitchen
Address: 317 Healdsburg Ave, Healdsburg, CA 95448
For a true culinary adventure, look no further than Charlie Palmer’s Dry Creek Kitchen. Located in the heart of Healdsburg, this fine dining destination is a celebration of Sonoma County’s bounty, combining inventive dishes with an impressive wine list.
The menu changes seasonally, but every dish is a masterpiece. During my visit, the roasted lamb paired with a Dry Creek Zinfandel was a revelation—a perfect marriage of flavors. The restaurant’s atmosphere is both elegant and inviting, with an open kitchen that lets you glimpse the artistry behind each plate.
Dry Creek Kitchen’s wine program is unparalleled, boasting a collection that highlights the best of local vineyards. Whether you’re a seasoned sommelier or a casual sipper, you’ll find something to love.
Fun Fact: Charlie Palmer’s Dry Creek Kitchen exclusively features Sonoma County wines, championing the region’s world-class winemaking heritage!
Conclusion
When it’s time to rest after your Healdsburg adventures, the town offers accommodations that suit every style. Cozy up in a charming Healdsburg bed and breakfast, where you’ll be greeted with warm hospitality and a delicious homemade breakfast. Prefer something with a bit more privacy? Healdsburg vacation rentals provide the perfect blend of comfort and seclusion, whether you’re staying in a vineyard cottage or a chic downtown retreat.
For those who crave a touch of luxury, Healdsburg hotels are the ideal choice, offering upscale amenities and easy access to the town’s many attractions. Wake up refreshed and ready to explore the beauty of Sonoma County, from wine tastings to scenic hikes.
No matter where you stay, Healdsburg’s welcoming atmosphere and thoughtful accommodations ensure you’ll feel right at home. This enchanting town is more than a vacation spot—it’s a place to create lasting memories. With its mix of world-class wine, dining, and hospitality, Healdsburg is a destination you’ll want to visit again and again.
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FAQs About Healdsburg, CA
1. What are the top things to do in Healdsburg?
Enjoy wine tasting at world-class vineyards, explore the historic Healdsburg Plaza, paddle along the Russian River, visit art galleries, and savor fine dining at award-winning restaurants.
2. What makes Healdsburg unique?
Its blend of small-town charm, vibrant art and dining scenes, and proximity to three top wine regions—Dry Creek Valley, Russian River Valley, and Alexander Valley—makes Healdsburg a standout destination.
3. When is the best time to visit Healdsburg?
Spring (March to May) and fall (September to November) are ideal, offering pleasant weather, scenic vineyards, and the excitement of harvest season.
4. What accommodations are available in Healdsburg?
Choose from charming bed and breakfasts, luxurious hotels, or private vacation rentals nestled in vineyards or conveniently located downtown.
5. What can families do in Healdsburg?
Families can paddle along the Russian River, hike at Healdsburg Ridge Open Space Preserve, and discover local history at the Healdsburg Museum & Historical Society.
6. Is Healdsburg a good destination for food lovers?
Yes! Healdsburg is a food lover’s paradise with farm-to-table dining, bakeries like Costeaux French Bakery, and Michelin-starred restaurants such as SingleThread Farm.
7. Are there outdoor activities in Healdsburg?
Explore Healdsburg Ridge trails, bike through scenic vineyards, or picnic by the water at Riverfront Regional Park.
8. How far is Healdsburg from San Francisco?
Healdsburg is about 70 miles north of San Francisco, a 1.5-hour drive via Highway 101, making it a perfect weekend getaway.
