Healdsburg

Day Trips

Make the most of your day with our curated plans, packed with Healdsburg's hidden gems and unique experiences!

day 1
Healdsburg Wine Tasting Exploration
morning
:

Start your adventure with a visit to the iconic Dry Creek Vineyard for a guided wine tasting experience. Enjoy a leisurely breakfast at a nearby cafe, savoring freshly baked pastries and local coffee. Take some time to walk around the vineyard, soaking in the picturesque scenery and learning about the winemaking process.

afternoon
:

After lunch at a local bistro, head to the Healdsburg Plaza for an afternoon of boutique shopping and art gallery visits. Explore unique stores that offer handcrafted goods and local art, then relax in the plaza with a glass of wine. Don't forget to stop by a food market to sample artisanal cheeses and treats.

evening
:

Wrap up your day with a delicious dinner at one of Healdsburg's fine dining restaurants, where seasonal ingredients are celebrated. Enjoy a multi-course tasting menu paired with exquisite wines from the region. Conclude your evening with a stroll through the charming streets, perhaps stopping for a nightcap at a local wine bar.

day 2
Outdoor Adventure and River Fun
morning
:

Start your day with a hearty breakfast at the hotel before heading out to the Russian River for some outdoor fun. Rent a kayak or canoe and paddle along the serene river, enjoying the natural beauty surrounding you. Keep an eye out for local wildlife as you glide over the calm waters.

afternoon
:

Take a break for a picnic lunch by the riverside, indulging in local delicacies from the Healdsburg Farmers' Market. Afterward, go for a hike on one of the nearby trails to discover breathtaking views of the vineyards and rolling hills. The fresh air and charming landscapes will invigorate your spirit.

evening
:

As the sun sets, return to town for a casual dinner at a farm-to-table restaurant, known for its commitment to sustainability. Celebrate the flavors of Sonoma County as you indulge in a meal made from local ingredients. Cap off the night with a visit to a local brewery for a tasting of craft beers.

day 3
Culinary Delights and Market Discoveries
morning
:

Begin your day with a cooking class at a local culinary school where you can learn about regional dishes and techniques. Engage with expert chefs who will guide you in preparing a delicious breakfast. Once finished, enjoy the fruits of your labor and gain confidence in your cooking skills.

afternoon
:

Explore Healdsburg's renowned Farmers' Market, where you can find fresh produce, artisanal products, and local crafts. Sample a variety of offerings and interact with the friendly vendors, who are passionate about their goods. Afterward, enjoy lunch at one of the food stalls, soaking in the vibrant atmosphere.

evening
:

Join a guided food and wine pairing tour that takes you to various local eateries. Delight in a selection of small plates, expertly matched with wines from the area. This immersive experience will provide you with a deeper understanding of the culinary scene in Healdsburg.

day 4
Art and History Immersion
morning
:

Take a stroll to the Healdsburg Museum and Historical Society to learn about the rich history of the region. Engage with fascinating exhibits that showcase local artifacts and stories. Afterwards, visit a few art galleries to discover works from local artists and enjoy the thriving art scene.

afternoon
:

Stop at a popular cafe for lunch, where you can enjoy delightful sandwiches and salads made from locally sourced ingredients. Post-lunch, participate in a local art workshop, where you can try your hand at pottery or painting while surrounded by inspiring creativity. This hands-on experience will be both fun and enriching.

evening
:

For dinner, make reservations at a Michelin-starred restaurant that focuses on a seasonal menu. Relish in dishes that highlight the finest local ingredients and wines. Afterward, take a leisurely walk under the stars, appreciating the charm of Healdsburg at night.

day 5
Spa Day and Relaxation
morning
:

Indulge in a spa experience at one of Healdsburg's renowned wellness centers, where you can enjoy rejuvenating treatments such as massages and facials. Afterward, enjoy a healthy breakfast made of organic ingredients at the spa. This serene start to your day will leave you refreshed and ready for more adventures.

afternoon
:

Post-spa relaxation, visit a local vineyard that also features a serene picnic area. Pack a light lunch and enjoy it under the shade of oak trees while sipping on a refreshing wine. After lunch, spend an afternoon exploring the vineyard on a guided tour, learning about sustainability in winemaking.

evening
:

End your day with a sunset dinner at a rooftop restaurant that offers spectacular views of the vineyards. Delight in a menu infused with local flavors while watching the beautiful colors of the sunset. After dinner, enjoy a leisurely walk back through the picturesque streets of Healdsburg, reflecting on your restful day.

day 6
Biking Adventure and Scenic Views
morning
:

Rent a bike and set off on a guided cycling tour through the stunning vineyards around Healdsburg. Early in the morning, the air is crisp and the scenic routes are less crowded, allowing you to fully enjoy the beautiful surroundings. Stop for photo opportunities as you pedal through rows of grapes and picturesque landscapes.

afternoon
:

Pause for lunch at a vineyard where you can enjoy a vineyard picnic with a vibrant selection of local cheeses and fresh fruits. Following lunch, continue your biking adventure with stops at more wineries where you can taste award-winning wines and learn about the winemaking process. The combination of exercise, tasty wines, and beautiful views makes for an unforgettable day.

evening
:

After returning your bikes, treat yourself to a laid-back dinner at a casual eatery, where you can unwind and share stories of your day's adventures. Enjoy hearty portions and local beers as you reflect on your experiences. Finish the night with a casual stroll through the Healdsburg Plaza, taking in the atmosphere of this charming town.

day 7
Vineyard Paradise and Wine Education
morning
:

Head to a winery that offers educational wine tasting sessions where you can learn the art of wine appreciation. Enjoy a light breakfast before diving into the first tasting, where you’ll be guided to identify aromas and flavors. This early experience will set the tone for a day immersed in wine culture.

afternoon
:

After an educational session, enjoy a gourmet lunch overlooking the vineyard landscape, allowing the tranquil setting to enhance your meal. Post-lunch, participate in a vineyard tour that explains the intricate process from grape to bottle. The chance to see vineyards up close will deepen your understanding of the region's winemaking traditions.

evening
:

For dinner, attend a vineyard dinner event with live music, where you can enjoy a multi-course meal paired with estate wines. Breathe in the evening air while savoring a menu designed to complement the wines served. As the sun sets, relish the atmosphere of fine dining amidst the scenic beauty of Healdsburg.

day 8
Nature Retreat and Scenic Relaxation
morning
:

Start your day with a mindfulness retreat in one of the serene natural spots surrounding Healdsburg, where you can engage in yoga and meditation practices. The tranquil atmosphere will help set a calming tone for your day. Enjoy a healthy breakfast provided during the retreat, focusing on nourishing ingredients.

afternoon
:

Post-retreat, take some time to explore local hiking trails that wind through redwoods and along beautiful creeks. Bring along a light lunch to savor while taking in the breathtaking views of nature. The afternoon will be a perfect opportunity to disconnect and find peace in the great outdoors.

evening
:

Return to Healdsburg for a cozy dinner at a local pizzeria that offers artisanal pizzas made using fresh ingredients. Wind down the day with a dessert stop at a local ice cream parlor, treating yourself to a scoop of unique flavors crafted from local produce. This delightful evening will round off your day of relaxation and nature.

day 9
Festivals and Local Celebrations
morning
:

Check the local events calendar and plan to arrive in time for a seasonal festival celebrating Healdsburg's culture and heritage. Begin the day by exploring the festivities with fresh pastries and coffee from local vendors. The bustling atmosphere will energize you for an exciting day ahead.

afternoon
:

Participate in hands-on activities and workshops offered during the festival, where you can engage with artists, farmers, and craftspeople. Enjoy lunch from food trucks showcasing the diversity of the region's culinary scene. This interactive experience will leave you with a memorable connection to the community.

evening
:

As the festival continues into the night, immerse yourself in local entertainment, featuring live music, dance, and performances from talented artists. Dine on delicious street food while enjoying the festivities all around you. End the night by dancing under the stars, celebrating the vibrant spirit of Healdsburg.

Discover Healdsburg

Read more in our Healdsburg 2025 Travel Guide.

Healdsburg Travel Guide