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Healdsburg

Welcome to Healdsburg, the enchanting gem of California wine country! Nestled in Sonoma County, this picturesque town is a haven for wine lovers and foodies alike. With its charming downtown, boutique wineries, and farm-to-table restaurants, prepare to indulge in the ultimate sensory experience. Take a leisurely stroll, sip exquisite wines, and immerse yourself in the warm and inviting atmosphere of Healdsburg. Get ready for a delightful escape!

From the Community

Recommendations

Outdoor4.9/5

Armstrong Redwoods State Natural Reserve

Welcome to Armstrong Redwoods State Natural Reserve, a majestic preserve located in Guerneville, California. Get ready to embark on a nature lover's dream! Immerse yourself in towering ancient redwood trees, some standing over 300 feet tall! Follow the enchanting trails, breathe in the fresh forest air, and don't forget to snap some epic Instagram-worthy pics. Adventure awaits at Armstrong Redwoods!

Outdoor4.7/5

Healdsburg Plaza

Welcome to Healdsburg Plaza, the heart of this charming California wine country town! Surrounded by fabulous boutiques, art galleries, and delicious restaurants, this lively square is the perfect place to relax and soak up the vibrant atmosphere. Enjoy a picnic on the well-manicured lawns, people-watch from a cute café, or catch live music performances. Cheers to a wonderful time at Healdsburg Plaza!

Outdoor4.7/5

Healdsburg Ridge Open Space Preserve

Healdsburg Ridge Open Space Preserve is a fantastic haven for outdoor enthusiasts in Healdsburg, CA. Lace up your hiking boots and embark on miles of scenic trails, offering breathtaking views of the surrounding vineyards and rolling hills. Don't forget your camera, because you might just spot some wildlife along the way. So grab a buddy, some snacks, and get ready for an adventure!

Culture4.8/5

Healdsburg Center For the Arts

Located in the heart of Healdsburg, California, Healdsburg Center For the Arts invites travelers to unleash their creative spirit. Bursting with vibrant exhibits, this cultural hub showcases local and regional artwork that will ignite your imagination. Don't miss out on the opportunity to immerse yourself in the artistic wonders of this charming town. Inspiration awaits at 334 Center St!

Landmark5/5

Wine Country Walking Tours

Get ready for a grape-tastic adventure with Wine Country Walking Tours in Healdsburg! Explore the picturesque vineyards, indulge in delicious wine tastings, and let your taste buds dance with joy. With knowledgeable guides leading the way, you'll uncover the secrets of California's renowned wine region. Lace up those walking shoes and sip your way through Healdsburg's finest vintages. Cheers to unforgettable memories!

Shop4.4/5

Healdsburg Liquor and market

Looking to quench your thirst in Healdsburg? Look no further than Healdsburg Liquor and Market! This charming little oasis on Center St offers a wide range of libations to suit any traveler's taste. From local wines and craft beers to exotic spirits, they've got it all. So grab a bottle and get ready to add some liquid goodness to your Healdsburg adventure! Cheers!

Landmark5/5

Getaway Adventures/Wine Country Bikes

Getaway Adventures in Healdsburg, CA is the epitome of outdoor excitement! With their expert guides, you'll embark on thrilling bike tours, wine country hikes, and kayak adventures. Soak in breathtaking views, discover hidden gems, and savor local flavors along the way. Unleash your inner adventurer and create unforgettable memories at this ultimate destination for outdoor enthusiasts!

Landmark

Windsor Golf Club: Maintenance Shop

Looking to tee off while visiting Windsor, CA? Swing by Windsor Golf Club's Maintenance Shop located at 1590 Mitchell Ln! This hidden gem offers top-notch golfing equipment to make sure you ace your game. With a dash of charm and a sprinkle of expertise, the friendly staff adds the perfect touch to your golfing experience. Grab your clubs and let the good times roll!

Outdoor3.7/5

Healdsburg Veterans Memorial Beach

Welcome to Healdsburg Veterans Memorial Beach, where the sun, sand, and good times await! This charming spot in Healdsburg, CA offers a perfect escape from the hustle and bustle of city life. Whether you're a thrill-seeker looking to kayak or a sun lover in need of some vitamin D, this beach has it all. Don't miss the opportunity to relax, unwind, and make unforgettable memories at this picturesque destination!

Landmark4.7/5

River's Edge Kayak & Canoe

Looking for a wild adventure in Healdsburg? Look no further than River's Edge Kayak & Canoe! Grab your paddles and get ready to explore the scenic Russian River. With friendly staff, top-notch equipment, and a range of trip options, this is the perfect spot to embrace your inner explorer. Soak in the stunning views, feel the rush of the water, and make unforgettable memories. Let the river be your guide!

Eat$$$$4.7/5

Valette

Located on Center Street in the charming town of Healdsburg, Valette is a food lover's paradise. This lively restaurant combines a trendy atmosphere with an unforgettable culinary experience. Indulge in their farm-to-table creations, highlighting the bounty of Sonoma County. With its vibrant ambiance and delectable cuisine, Valette is a must-stop for any visitor craving a memorable dining adventure.

Eat$$$$4.8/5

Dry Creek Kitchen

Dry Creek Kitchen in Healdsburg, CA, is a foodie's paradise! This hidden gem offers a delightful blend of local flavors and culinary creativity. With an ever-evolving menu featuring seasonal delights, you'll be in for a sensory adventure. Whether you're savoring their famous Sonoma lamb or indulging in decadent desserts, this charming spot will leave your taste buds dancing. Cheers to unforgettable dining experiences!

Eat$$$4.7/5

Baci | Cafe & Wine Bar

Baci | Cafe & Wine Bar in Healdsburg, CA is a hidden gem for wanderers seeking delicious treats and a lively ambiance. Situated at 336 Healdsburg Ave, this vibrant spot offers a fusion of delectable bites, aromatic coffee, and a variety of wines. Whether you want to sip a captivating glass of wine or savor a mouthwatering panini, Baci will surely charm your taste buds and leave you feeling like a world traveler.

Eat$$$$4.3/5

Barndiva

Located in the heart of Healdsburg, Barndiva is an absolute gem for curious taste buds. Step into this whimsical eatery and embark on a culinary adventure with seasonal farm-to-table dishes crafted with passion. Don't miss their inventive cocktails and the enchanting ambiance of their cozy barn setting. It's a delightful spot to savor the flavors of Northern California's bountiful ingredients. Cheers to a memorable dining experience!

Eat$$$$4.6/5

Willi’s Seafood & Raw Bar

Welcome to Willi's Seafood & Raw Bar, your go-to spot for an unforgettable seafood experience in Healdsburg, California! Dive into a lively atmosphere filled with mouthwatering delights. Indulge in a wide array of fresh catches, succulent oysters, and tantalizing seafood specialties. Located at 403 Healdsburg Ave, come join us for a delightful taste of the sea!

Cafe$4.5/5

Flying Goat Coffee

Calling all caffeine enthusiasts! Flying Goat Coffee in Healdsburg, CA is a must-visit spot for your java fix. Situated at 419 Center St, this cozy hotspot boasts a quirky ambiance and a wide range of gourmet coffee options. Their skilled baristas whip up delicious brews that are guaranteed to put a smile on your face. Get ready for a jolt of deliciousness!

Stays

Stay$$$$$4.55/5

The Madrona

Step into the charming world of Madrona Manor, nestled in the heart of Healdsburg, CA. This whimsical haven offers exquisite Victorian-style accommodations, enchanting gardens, and a Michelin-starred restaurant. Indulge in decadent dishes, sip on locally sourced wines, and explore the beautiful surrounding vineyards. With its delightful blend of elegance and coziness, Madrona Manor is the perfect retreat for any curious traveler.

Stay4.45/5

Hotel Healdsburg

Located in the heart of charming Healdsburg, Hotel Healdsburg is the ultimate getaway for adventurous souls and wine enthusiasts alike. With stylish rooms boasting modern amenities and stunning vineyard views, you'll feel pampered in no time. Fuel your epicurean cravings at their Michelin-starred restaurant, indulge in spa treatments, or explore the nearby wineries. Prepare to have an enchanting stay!

Stay4.35/5

h2hotel

Looking for a hip and eco-friendly getaway? Look no further than H2Hotel in Healdsburg, CA. This place nails the balance between style and sustainability, boasting contemporary rooms with eco-friendly features. With plenty of local wineries and restaurants nearby, you'll have no shortage of indulgences. Soak up the California sun at the rooftop pool or unwind with a spa treatment. Your laid-back luxury awaits at H2Hotel!

Stay4.3/5

Hotel Trio Healdsburg

Hotel Trio Healdsburg is the ultimate pit stop for the adventurous traveler! Nestled in the heart of Healdsburg, this vibrant hotel offers trendy rooms, a heated pool for those refreshing dips, and an awesome fitness center to keep you feeling energized. Plus, it's just a hop, skip, and a sip away from the famous Sonoma wineries. Cheers to the good life!

Stay4.25/5

27 North

Welcome to Hotel Les Mars, a luxurious boutique hotel nestled in the heart of Healdsburg, CA. This enchanting gem exudes old-world charm and elegance, with its beautifully appointed rooms and impeccable service. Indulge in the delights of wine country, explore the vibrant town, and savor the delectable culinary scene. Your ultimate getaway starts here at Hotel Les Mars!

Eat3.8/5

Farmhouse Inn

Nestled in the heart of Sonoma wine country, Farmhouse Inn is the perfect escape for foodies and oenophiles alike. Indulge in luxurious accommodations, Michelin-starred dining, and an expansive spa. With its charming farmhouse vibe and scenic surroundings, this hidden gem is a must-visit for any traveler looking for a taste of country chic.

Stay4.7/5

The Ruse Healdsburg

Welcome to The Ruse Healdsburg, a hidden gem nestled in the heart of Healdsburg, California. This whimsical boutique hotel is a traveler's dream, offering a unique blend of comfort and charm. With its vibrant and playful decor, friendly staff, and convenient location near local attractions, it's the perfect spot to unwind and explore the beauty of wine country. Come and experience the magic!

Stay4.05/5

Montage Healdsburg

Nestled among the vineyards of Healdsburg, Montage Healdsburg is a luxurious getaway with stunning views, top-notch amenities, and a laid-back vibe. From the farm-to-table dining experiences to the rejuvenating spa treatments, this retreat has it all. Whether you're tasting wine, lounging by the pool, or exploring the charming town, Montage Healdsburg is the perfect wine country escape.

Things To Do
Provided by

5/5

6 h

Healdsburg 6 Hour Wine Tour with Luxury SUV - Seats up to 4

This Healdsburg-focused wine tour promises a day filled with exceptional wines, picturesque vineyards, and delectable culinary experiences, all within the delightful timeframe of 6 hours. This is a black SUV, holds up to 4 passengers, your party only will participate in the tour. It's your day: Tour is fully flexible to stop at wineries or locations you choose. You may stay as long as you like at any stop which will determine how many stops on your tour. If you are not sure where you would like to stop or see, driver can suggest. Wine tasting fees are not included and reservations are generally requested in advance. Special Note: This tour offers options for Concierge Reservations or to extend your tour by 2 hours, see options in checkout. PLEASE PRINT THIS PAGE SO YOU WILL HAVE WINERY LOCATIONS FOR MAKING TASTING RESERVATIONS..

$599.00

5/5

6 h

Full Day Guided Electric Bike Wine Tasting Tour with Lunch

Embark on a guided electric bike wine tour through Sonoma County with an experienced tour guide. Cruise through vineyards along scenic routes on zippy e-bikes, stopping at two top local wineries to taste the exceptional rosés, whites, and reds this famed region is known for. Your knowledgeable tour leader will provide insights into Sonoma's winemaking history, ensure everyone is safe and comfortable, and share the best of what Sonoma County has to offer. Enjoy a memorable and informative journey through Sonoma's wine country.

$199.00

4.9/5

4 h

Healdsburg Wine and Food Pairing Guided Walking Tour

This is Healdsburg's “original” Wine & Food Pairing Walking Tour. Our 4-hour guided taste adventure, hits all the gourmet highlights of charming Healdsburg, the hippest town in Wine Country! Join us to experience the art of Wine & Food Pairing in a fun, casual way. Discover why certain wines taste better with specific foods. We’ve partnered with local wineries & chefs, to offer you a wonderful arrangement of unique tastings. Meet your Guide in Gazebo in the Healdsburg Plaza. After a brief orientation of town, you’ll be on to your first winery visit where you’ll enjoy a private seated wine & food pairing. You'll continue your adventure to enjoy another tasting of boutique wines creatively balanced with simple foods. Each pairing will make you rethink the way you experience food and wine. Listen to the winemakers & their families as they share their stories, passion and unparalleled love of the fertile land they call home. Come "Walking" with us and discover the best of Healdsburg!

$139.00

5/5

4 h

Healdsburg Small-Group Food and Wine Walking Tour

Discover what makes Healdsburg one of Sonoma County's hottest destinations on this 3.5-hour food and wine walking tour of Healdsburg. Your local guide will share great food, wine, and a cocktail as you dine through this chic wine country town. You'll get an insider's view of this top foodie destination, eat at well-loved restaurants, and meet local artisans and winemakers along the way. Learn about Healdsburg's rich history and enjoy the gourmet side of this top foodie town as you indulge in delicious food and wine, much of which is local and organic. It’s the perfect way to enjoy a wine country culinary experience.

$132.50

4.8/5

1 h 30 mins

Icon Wine & Food Pairing at Williamson Wines in Healdsburg

Bring friends and loved ones along for an intimate wine-tasting experience at the Williamson Wines tasting room in Downtown Healdsburg. Your expert host will guide you through five fine wines that are perfectly paired with artisanal food prepared by the in-house chef. Try a variety of our French and Australian-inspired wines alongside gourmet tapas to see for yourself how food & wine are better together. This fun and informative session lets you enjoy some of the best wines in California wine country while learning about compatible dishes.

$50.00

5/5

1 h 30 mins

History Walking Tour of Healdsburg

A great 90 minute introduction to the fascinating history of Healdsburg. Where else can you learn about history, get recommendations for shopping, art galleries, wine tasting, and restaurants and spend the day outside in the fresh air. You'll walk the streets with an experienced guide who will answer your questions and go at the only suitable pace for this city WALKING! You'll get an overview of the city, her history and the people that have made Healdsburg a destination for travelers since it's founding day. Discover why The Healdsburg Walking Tour is the best in town.

$45.00

4.9/5

6 h

Sonoma & Healdsburg Wine Tours

Visit the wineries you know and love, or let us help you build a customized experience away from the crowds. With over 18 years in the industry, we have special access to many of the small, boutique wineries, crafting the finest wines in the Russian River Valley, Dry Creek Valley, Alexander Valley & Chalk Hill appellations in Sonoma Wine Country.

$745.00

4.9/5

5 h 30 mins

Guided Healdsburg Wine Country Bike and Wine Tasting Tour with lunch

On this moderate bike tour, we ride approximately 15 miles (24 km) in picturesque Dry Creek Valley, home to the town of Healdsburg. As you cycle through the countryside, your local, professional guide will tell you about the history of the area, take you to small wineries for tastings, and prepare a lunch. This is the perfect choice for those looking for a bike tour of California's beautiful back-roads at a leisurely pace. Private and group tours available.

$209.00

4.9/5

4 h

Healdsburg Wine & Food Holiday Walking Tour

Offered for just five weeks each year, the Holidays in Healdsburg tours began in 2011 and have become a cherished seasonal tradition. Experience the magic of wine country abundance enhanced by small-town holiday cheer on these guided wine and food pairing walking tours of charming downtown Healdsburg. Enjoy private seated tastings of wines paired with delicious bites from Healdsburg restaurants or local food purveyors, freshly baked artisan desserts, aromatic spiced teas, chocolates and so much more. Come experience the holidays with us in Healdsburg, it's reminiscent of the times found in a Charles Dicken's novel.

$149.00

3/5

2 h

Healdsburg Hustle Scavenger Hunt

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

$23.20

6 h

Healdsburg 6 Hour Private Wine Tour Feat. Coppola Winery, holds 4

This Healdsburg-focused wine tour promises a day filled with exceptional wines, picturesque vineyards, and delectable culinary experiences, all within the delightful timeframe of 6 hours. This is a black SUV, holds up to 4 passengers, your party only will participate in the tour. It's your day: Tour is fully flexible to stop at wineries or locations you choose. You may stay as long as you like at any stop which will determine how many stops on your tour. If you are not sure where you would like to stop or see, driver can suggest. Wine tasting fees are not included and reservations are generally requested in advance. Special Note: Concierge Winery Reservation Service is available for this tour, please add in checkout if desired. PLEASE PRINT THIS PAGE SO YOU WILL HAVE WINERY LOCATIONS FOR MAKING TASTING RESERVATIONS.

$649.00

6 h

Wine Tour Pros - Napa Hike with Wine

Privately Driven Wine Tour Experience! We will welcome you in one of our luxury vehicles with a bottle of bubbles or rosé ready to go on your hike and wine tour adventure! Yes, you can drink in our vehicles! A short hike and wine tasting! **Tour details: You are purchasing a 6 hour tour. Driver gratuity is not included and will be collected at the end of the tour. All tasting fees are not included in the price of the tour. ** About your host. Jeremy is labeled “The King of All Wine Tours”. He and his team have their own intimate and unique knowledge of the Napa Valley and surrounding area. Every tour is an adventure to celebrate their community in the Napa Valley. With friendships made organically over the years with vineyard owners, winemakers, chefs and vineyard host educators we can provide the very best experience available. A group photo from your trip will also be provided so you can commemorate your amazing time spent in Napa!

$1,200.80

6 h

Bodega Bay Sunset Tour

Privately Driven Tour Experience! We will welcome you in one of our luxury vehicles with a bottle of bubbles ready to go on your tour adventure! Yes, you can drink in our vehicles! Explore the best wineries or breweries and end your day watching the sunset in Bodega Bay. **Tour details: You are purchasing a 6-hour tour. Driver gratuity is not included and will be collected at the end of the tour. All tasting fees are not included in the price of the tour. ** About your host. Jeremy is labeled “The King of All Wine Tours”. He and his team have their own intimate and unique knowledge of the San Francisco Bay and surrounding area. Every tour is an adventure. A group photo from your trip will also be provided so you can commemorate your amazing time spent on your tour!

$1,100.00

3.8/5

Wine Tour Pros - Corporate Charters and Events

Privately Driven Wine Tour Experience! We will welcome you in one of our luxury vehicles with a bottle of bubbles ready to go on your Napa wine tour adventure! Yes, you can drink in our vehicles! Explore the best wineries in Napa Valley while finding out some of its secrets. **Tour details: You are purchasing a 6 hour tour. Driver gratuity is not included and will be collected at the end of the tour. All tasting fees are not included in the price of the tour. ** About your host. Jeremy is labeled “The King of All Wine Tours”. He and his team have their own intimate and unique knowledge of the Napa Valley and surrounding area. Every tour is an adventure to celebrate their community in the Napa Valley. With friendships made organically over the years with vineyard owners, wine makers, chefs and vineyard host educators we can provide the very best experience available. A group photo from your trip will also be provided so you can commemorate your amazing time spent in Napa!

$1,300.00

4.9/5

Sonoma Horseback-Riding Tour

Experience Wine Country's largest and most beautiful park on horseback on this 90-minute, guided, small-group tour. Discover hundreds of acres of vineyards and the crystal blue waters of Lake Sonoma. Enjoy the rugged and mountainous wilderness and observe Sonoma County's oldest wine growing region, Dry Creek Valley. Helmet, water bottle and parking included.

$129.00

3 h

Wine Tour Pros - Dinner Transportation: SUV for Up To 6 Guests

Enjoy the fine dining experience in Style! We will welcome you in one of our luxury vehicles with a bottle of bubbles or rosé to enjoy on the way to dinner. Yes, you can drink in our vehicles! Need restaurant recommendations or information on setting up a private dinner for a special occasion? No problem, we are here to help you plan something special. **Tour details: You are purchasing a 3 hour dinner charter. Driver gratuity is not included and will be collected at the end of the tour. All tasting fees are not included in the price of the tour. ** About your host. Let Wine Tour Pros can help make your dinner transportation amazing.

$444.00

6 h

Wine Tour Pros

$1,450.00

5/5

6 h

Wine Tour Pros - Napa Wine Tour: SUV Up To 6 Guests

$950.00

5/5

7 h

Private Napa or Sonoma Wine Tour—Your Day, Fully Planned

Craft your perfect day in Wine Country. Tailored tours, hidden gems, and genuine hospitality. Let me be your guide. Unlike most wine tours, I fully customize the experience for each guest, ensuring they have the best day possible in Wine Country. After booking, I send my guests a questionnaire that I reference to plan their day based on their wine preferences, budget, and overall experience. Backed by years of hospitality experience at world-class wineries, I possess unique industry connections to unlock doors even the general public can't reach. Having personally visited over 300 wineries myself, I have a wealth of knowledge to connect you with your new favorite hidden gems. Easygoing and passionate about hosting, I love sharing my love for Wine Country and showing you a truly unforgettable time.

$750.00

5/5

Wine Tour Pros - Sprinter Van Wine Tour: Up To 14 Guests

Privately Driven Wine Tour Experience! We will welcome you in one of our luxury vehicles ready to go on your Napa wine tour adventure! Explore the best wineries in Napa Valley while finding out some of its secrets. Your host. Jeremy is labeled “The King of All Wine Tours”. He and his team have their own intimate and unique knowledge of the Napa Valley and surrounding area. Every tour is an adventure to celebrate their community in the Napa Valley. With friendships made organically over the years with vineyard owners, winemakers, chefs and vineyard host educators we can provide the very best experience available. A group photo from your trip will also be provided so you can commemorate your amazing time spent in Napa!