TOP 30 Best California winery vacation in Healdsburg, California

Papapietro Perry Winery is a charming and inviting establishment located at 4791 Dry Creek Road in Healdsburg, California. This family-owned winery is known for producing exceptional wines that capture the essence of the region. Visitors can enjoy a relaxing and picturesque setting while savoring a variety of delicious wines made with care and expertise. Whether you're a wine enthusiast or simply looking for a unique and memorable experience, Papapietro Perry Winery is the perfect destination for a delightful food and wine adventure.

The Ruse Healdsburg is a charming lodging institution located at 891 Grove Street in the picturesque town of Healdsburg, California. This boutique hotel offers a unique and stylish experience for guests looking to explore the beauty of wine country. With cozy rooms, modern amenities, and personalized service, The Ruse Healdsburg is the perfect retreat for those seeking a relaxing getaway in the heart of Sonoma County. Immerse yourself in the beauty of Northern California at The Ruse Healdsburg.

Stephen & Walker Winery is a charming establishment located at 1500 Grove Street in Healdsburg, California. This winery is a must-visit destination for wine enthusiasts looking to experience the best of California's wine country. With a wide selection of premium wines available for tasting and purchase, Stephen & Walker Winery offers a unique and unforgettable experience for visitors. In addition to their exquisite wines, the winery also features a food and liquor store where guests can stock up on gourmet snacks and other culinary delights to enjoy with their wine purchases. Whether you're a seasoned wine connoisseur or just looking to explore new flavors, Stephen & Walker Winery is the perfect place to indulge in the finer things in life.

The Cottages at Healdsburg offer cozy and charming accommodations in the heart of California's wine country. Located at 425 Foss Street in Healdsburg, these quaint cottages provide a peaceful retreat for guests looking to explore the nearby wineries, restaurants, and shops. Each cottage is beautifully appointed with modern amenities and thoughtful touches, making it the perfect home away from home. Whether you're looking for a romantic getaway or a relaxing vacation, the Cottages at Healdsburg are the ideal choice for your stay in this picturesque town.

Healdsburg Tours is a premier travel agency located at 1083 Vine Street in the charming town of Healdsburg, California. With a strong focus on providing unforgettable experiences for visitors to the area, Healdsburg Tours offers a wide range of guided tours and excursions to showcase the beauty and culture of Sonoma County. Whether you're interested in wine tasting, exploring local cuisine, or discovering the natural wonders of the region, Healdsburg Tours has something for everyone. Let our knowledgeable guides take you on a journey through the best that Healdsburg has to offer, creating memories that will last a lifetime. Book your tour today and start your adventure with Healdsburg Tours.

Wine Country Life Vacation Homes is a premier real estate and travel agency located in the heart of Healdsburg, California. We specialize in offering luxury vacation homes in the picturesque Wine Country region, providing our guests with the perfect blend of comfort and convenience during their stay. Our properties are meticulously curated to offer a truly unforgettable experience, whether you are looking for a romantic getaway or a family retreat. With a prime location on Healdsburg Avenue, guests have easy access to the charming town's shops, restaurants, and wineries. Let Wine Country Life Vacation Homes help you create lasting memories in one of the most beautiful destinations in the United States.

Hudson Street Wineries is a charming establishment located at 428 Hudson Street in Healdsburg, California. This unique institution offers a combination of a bar, food, liquor store, and store all in one convenient location. Guests can enjoy a wide selection of wines from local vineyards, delicious food options, and a variety of spirits to choose from. The cozy atmosphere and friendly staff make Hudson Street Wineries the perfect spot to relax and unwind with friends or family. Whether you're looking to enjoy a glass of wine, pick up a bottle to take home, or indulge in a tasty meal, Hudson Street Wineries has something for everyone.

Cloverdale / Healdsburg KOA is a charming campground and lodging facility nestled in the beautiful countryside of Cloverdale, California. Located at 1166 Asti Ridge Road, this RV park offers a peaceful and picturesque setting for guests to relax and unwind. The park features spacious RV sites, cozy cabins, and tent camping options, perfect for a weekend getaway or extended stay. Guests can enjoy a range of amenities including a swimming pool, playground, hiking trails, and picnic areas. With its convenient location near Healdsburg, guests can also explore nearby wineries, restaurants, and shops. Whether you're looking for a relaxing retreat or a fun-filled adventure, Cloverdale / Healdsburg KOA has something for everyone.

Healdsburg Garden House is a charming institution located at 221 Bailhache Avenue in Healdsburg, California. As a real estate agency, they specialize in helping clients find their dream homes in the picturesque Healdsburg area. Additionally, they also operate as a travel agency, offering personalized travel packages to explore the beautiful wine country region. With a focus on personalized service and attention to detail, Healdsburg Garden House is your one-stop destination for all your real estate and travel needs in the heart of California's wine country.

Ace It Bike Tours is a travel agency located at 367 Windsor River Road in Windsor, California, United States. Celebrate Levi’s Gran Fondo this month with 10% off any bike rental using promo code GF2024. Explore picturesque country roads and visit Sonoma County’s oldest family-owned wineries while lounging amongst the vineyards and indulging in award-winning wines. Discover the town of Windsor by visiting specialty tap rooms and breweries, including the world-famous Russian River Brewing Company. Experience ultimate comfort and style with our comfort hybrid bikes or the thrill of exploration with Cannondale’s Synapse 105 road bike. Our bike tours are perfect for friends, families, reunions, bachelor/bachelorette weekends, or corporate team building, catering to all levels of riders on easy, scenic trails and quiet country roads. We offer partner packages with discounted rates on accommodations and activities, as well as bike rentals for independent travelers with suggested routes and high-quality bikes available for delivery in Santa Rosa, Windsor, and Healdsburg. Gift cards are also available for a unique present idea. Customers rave about their experiences with Ace It Bike Tours, praising the knowledgeable guides, well-maintained bikes, and unforgettable tours through the wine country. Don't miss out on the opportunity to explore Sonoma in a unique and exciting way with Ace It Bike Tours.

Sonoma Wine Rides is the premier wine tour company in Santa Rosa, California, offering unforgettable wine tasting experiences in Healdsburg and beyond. Specializing in group wine tasting tours, we provide stress-free logistics so you can relax and socialize with new friends while enjoying the best Sonoma County has to offer. Convenient pick-up services are available from your hotel or vacation rental, making it easy to celebrate special occasions like birthdays, bachelorette parties, and more. With a maximum of 14 guests per tour, our intimate and enjoyable experiences include visits to top wineries such as Kendall-Jackson and La Crema. Our knowledgeable team is dedicated to crafting exceptional wine tasting experiences, whether you choose a private tour or join a small group. From Santa Rosa to Petaluma, Sonoma to Sebastopol, our heart and soul go into providing the most amazing wine tour experiences. Founded by Christine and Jason in 2019, Sonoma Wine Rides has blossomed into offering the best Sonoma wine tours with expanded winery partnerships and tour options. We are committed to responsive communication and creating memorable moments for our guests, sharing Sonoma Wine Country history, funny stories, and making restaurant suggestions along the way. Join us on a Sonoma Wine Ride and discover the magic of California wine country.

The Grape Leaf Inn is a charming lodging located at 539 Johnson Street in the picturesque town of Healdsburg, California. This historic inn offers guests a luxurious and comfortable stay in the heart of wine country. The beautifully appointed rooms feature elegant decor, modern amenities, and stunning views of the surrounding vineyards. Guests can relax in the inviting common areas, enjoy a delicious breakfast each morning, and take advantage of the inn's convenient location near top wineries, restaurants, and shops. Whether you're looking for a romantic getaway or a relaxing retreat, the Grape Leaf Inn is the perfect destination for a memorable stay in Sonoma County.

Located in the vibrant and culturally rich town of Healdsburg, California, the Bella Luna Inn is a charming bed and breakfast that offers guests a comfortable and memorable stay. Originally built in 1909, the inn has been fully remodeled to provide modern amenities and a welcoming atmosphere. Each guest room is spacious and beautifully decorated, with luxurious private bathrooms. The backyard deck and pool are surrounded by lush gardens, creating a peaceful environment for relaxation. Free Wi-Fi and private parking are also provided for guests' convenience. The Bella Luna Inn is just a short walk from the bustling Healdsburg Town Square, where guests can explore restaurants, art galleries, boutiques, and tasting rooms. Sonoma County is known for its world-class wineries, and guests can easily visit the many vineyards in the area. For outdoor enthusiasts, the region offers a variety of activities such as biking, hiking, canoeing, and fishing.

Belle de Jour Inn is a charming lodging located at 16276 Healdsburg Avenue in the beautiful town of Healdsburg, California. This cozy inn offers a peaceful and relaxing retreat for guests looking to explore the renowned wine country of Sonoma County. The inn features comfortable and elegantly appointed rooms, each designed with a blend of modern amenities and classic charm. Guests can enjoy a delicious breakfast each morning, relax in the lush garden courtyard, or take a leisurely stroll to nearby shops, restaurants, and wineries. Belle de Jour Inn is the perfect choice for a romantic getaway, a wine tasting adventure, or a rejuvenating escape in the heart of California's wine country.

Getaway Adventures is a premier travel agency located at 359 Hudson Street in Healdsburg, California. With a new location just down the road at Suite A, Getaway Adventures offers a variety of outdoor tours and activities in the beautiful wine country of Sonoma and Napa Valley. Explore the backroads of the Dry Creek Valley, enjoy a relaxing paddle on the Russian River, or cycle along famous vineyards and taste world-renowned Napa wines on the classic Sip ‘n Cycle tour. All tours include a delicious picnic lunch and are suitable for all skill levels.

The Inn at Occidental is a charming lodging institution located in the picturesque village of Occidental, California. Surrounded by majestic redwoods, this Sonoma County inn is close to beautiful vineyards, orchards, beaches, and cliffs of the Sonoma Coast, as well as the meandering Russian River. The inn caters to solo travelers, couples, digital nomads, and the LGBTQ community, offering a peaceful retreat for all. With 16 guest rooms and a two-bedroom cottage, the Inn at Occidental is perfect for romantic getaways, anniversaries, honeymoons, and special occasions. The property is also dog-friendly and offers accessibility considerations for all guests. Located just a short drive from Healdsburg and Bodega Bay, Occidental is centrally located to all four Sonoma wine valleys, providing guests with the opportunity to explore the best of Sonoma Wine Country. With easy access to wineries, beaches, and local attractions, the Inn at Occidental is the ideal hub for a relaxing vacation in Sonoma County. Contact us at 707-874-1047 or innkeeper@innatoccidental.com for more information or visit our website at https://innatoccidental.com.

Dry Creek Vineyard is a renowned winery located in the heart of Sonoma County's wine country. Situated at 3770 Lambert Bridge Road in Healdsburg, California, this institution offers a unique experience for wine lovers and tourists alike. Visitors can enjoy a variety of award-winning wines while taking in the beautiful surroundings of the vineyard. In addition to wine tastings, Dry Creek Vineyard also offers delicious food options and a welcoming atmosphere for guests to relax and unwind. Whether you're a wine connoisseur or simply looking for a memorable tourist attraction, Dry Creek Vineyard is a must-visit destination in California.

The Raford Inn is a charming bed and breakfast located in Healdsburg, California. Nestled on a picturesque property on Wohler Road, this historic inn offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. The beautifully restored Victorian mansion boasts elegant accommodations, luxurious amenities, and warm hospitality. Guests can enjoy a delicious homemade breakfast each morning, relax in the lush gardens, or explore the nearby wineries and attractions of Sonoma County. Whether you're looking for a romantic getaway, a wine country adventure, or simply a tranquil place to unwind, The Raford Inn is the perfect choice for your stay in Healdsburg.

Fairview Inn & Suites is one of the best hotels in Healdsburg, California, offering a relaxing escape in the heart of Sonoma County. Located at 74 Healdsburg Avenue, our affordable hotel features modern guestrooms with top-notch amenities such as free WiFi, coffee-making facilities, and air-conditioning. Enjoy a refreshing outdoor pool, free parking, and friendly 24-hour front desk staff during your stay. Conveniently situated near top vineyards and attractions, including Healdsburg Plaza and Chalk Hill Estate Vineyards & Winery, our hotel provides a hassle-free trip with exceptional hospitality and service. Book your stay at Fairview Inn & Suites for a memorable experience in Healdsburg, CA.

Wine Country Getaways is a premier real estate and travel agency located in the heart of California's wine country, Healdsburg. Our team specializes in curating unforgettable experiences for those looking to explore the beauty and charm of the region. Whether you're looking to purchase a vacation home or plan a luxurious wine tasting tour, our knowledgeable staff is here to help. Visit us at 521 Prince Avenue to start planning your perfect wine country getaway today.

The Grape Escape is a unique institution located in the beautiful wine country of Healdsburg, California. As a real estate agency specializing in vineyard properties, we offer a wide range of listings for those looking to own a piece of wine country paradise. Additionally, as a travel agency, we can help you plan the perfect wine tasting getaway or wine country vacation. Our knowledgeable staff are experts in all things wine-related and can help you find the perfect property or plan the ultimate wine country experience. Visit us at 964 Chiquita Road to start your journey to the perfect grape escape.

Wine Road is a renowned institution located at 1437 Grove Street in Healdsburg, California. As a food and wine store, it offers a wide selection of locally produced wines and gourmet snacks. Additionally, Wine Road serves as a popular tourist attraction, showcasing the best of California's wine country. Visitors can embark on guided tours, tastings, and workshops to learn more about the region's rich winemaking heritage. Whether you're a wine enthusiast or simply looking for a unique travel experience, Wine Road is the perfect destination for all things wine-related.

The Wine Road is a renowned travel agency located at 498 Moore Lane in Healdsburg, California. Specializing in wine tourism, they offer curated experiences for visitors looking to explore the diverse and vibrant wine regions of California. With expert guides and exclusive access to top wineries, The Wine Road provides unforgettable journeys through the picturesque landscapes and award-winning vineyards of the region. Whether you're a wine connoisseur or a casual enthusiast, The Wine Road is your gateway to discovering the best of California's wine country.

Harvest Grove Apartments is a charming residential community located at 293 West Grant Street in the picturesque town of Healdsburg, California. Nestled in the heart of wine country, our apartments offer a peaceful and serene setting surrounded by lush greenery and beautiful landscaping. Our spacious and modern units are perfect for individuals and families looking for a comfortable and convenient place to call home. Residents can enjoy a variety of on-site amenities, including a swimming pool, fitness center, and community clubhouse. With easy access to downtown Healdsburg, shopping, dining, and outdoor activities, Harvest Grove Apartments is the ideal place to live for those seeking a relaxed and enjoyable lifestyle in Northern California.

Best Western Dry Creek Inn is a charming lodging institution located at 198 Dry Creek Road in Healdsburg, California. This cozy and welcoming hotel offers comfortable accommodations and top-notch amenities for travelers looking to explore the beautiful wine country of Sonoma County. Guests can enjoy spacious rooms, a complimentary breakfast buffet, outdoor swimming pools, and a fitness center. With its convenient location and friendly staff, Best Western Dry Creek Inn is the perfect choice for a relaxing stay in the heart of California wine country.

Wheelman House is a charming lodging institution located at 223 Center Street in the picturesque town of Healdsburg, California. This historic house offers a cozy and comfortable stay for travelers looking to explore the wine country of Sonoma County. The beautifully decorated rooms and friendly staff make Wheelman House the perfect home away from home. Guests can enjoy a relaxing stay in a convenient location, just a short walk from shops, restaurants, and wineries. Experience the beauty and hospitality of Healdsburg at Wheelman House.

Romo Vineyard Inn is a charming lodging establishment located at 1100 Alexander Valley Road in Healdsburg, California. Nestled in the heart of wine country, this cozy inn offers guests a peaceful retreat surrounded by picturesque vineyards and rolling hills. The inn features comfortable accommodations, a welcoming atmosphere, and personalized service to ensure a memorable stay for visitors. Whether you are looking to explore the local wineries, relax in the beautiful countryside, or simply unwind in a serene setting, Romo Vineyard Inn is the perfect destination for a relaxing getaway.

Hotel Vinea, a Travelodge by Wyndham, is a charming lodging establishment located at 178 Dry Creek Road in the picturesque town of Healdsburg, California, United States. This cozy hotel offers comfortable accommodations and a welcoming atmosphere for travelers looking to explore the beautiful wine country of Sonoma County. With its convenient location and affordable rates, Hotel Vinea is the perfect choice for both leisure and business travelers seeking a relaxing stay in the heart of California's wine country.

The Wine Stay is a unique institution located at 1083 Vine Street in the charming town of Healdsburg, California. As a real estate and travel agency specializing in wine country accommodations, The Wine Stay offers a selection of luxurious vacation rentals and wine country experiences for visitors looking to explore the beautiful vineyards and wineries of Northern California. Whether you're looking for a cozy cottage nestled among the vines or a spacious estate with breathtaking views, The Wine Stay has the perfect property for your wine country getaway. Experience the best of California wine country with The Wine Stay as your guide.

Foss Creek Villas is a luxurious residential community located at 206 Foss Creek Circle in Healdsburg, California. Nestled in the heart of wine country, this stunning property offers a peaceful and serene environment with beautiful views of the surrounding vineyards and hills. The villas feature modern amenities and spacious floor plans, perfect for those looking for a comfortable and upscale living experience. Residents can enjoy a variety of on-site amenities, including a sparkling swimming pool, fitness center, and lush landscaping. With its convenient location near downtown Healdsburg and the many vineyards and wineries in the area, Foss Creek Villas is the perfect place to call home for those seeking a relaxing and refined lifestyle.