TOP 30 Best Luxury wine getaway in Healdsburg, California

Bella Vineyards & Wine Caves is a charming winery located at 9711 West Dry Creek Road in Healdsburg, California. This institution offers a unique wine tasting experience in a beautiful setting surrounded by vineyards. Visitors can explore the wine caves and sample a variety of delicious wines produced on-site. The friendly staff is knowledgeable and passionate about their craft, making it a memorable visit for wine enthusiasts. With stunning views and a relaxed atmosphere, Bella Vineyards & Wine Caves is the perfect destination for a day of wine tasting in California's wine country.

Montage Healdsburg is a luxurious lodging and spa institution located at 100 Montage Way in the beautiful town of Healdsburg, California. Nestled in the heart of wine country, this stunning property offers guests a serene and peaceful retreat surrounded by vineyards and rolling hills. The accommodations at Montage Healdsburg are elegantly appointed with modern amenities and breathtaking views of the surrounding landscape. Guests can indulge in a variety of spa treatments and wellness services, relax by the pool, or enjoy farm-to-table dining at the on-site restaurant. Whether you are looking for a romantic getaway, a relaxing spa weekend, or a wine country escape, Montage Healdsburg is the perfect destination for a truly unforgettable experience.

The Healdsburg Inn, A Four Sisters Inn, is a charming and elegant lodging establishment located in the heart of Healdsburg, California. Situated at 112 Matheson Street, this inn offers a cozy and intimate atmosphere for guests looking for a relaxing getaway in wine country. The inn is owned and operated by the Four Sisters Inns group, known for their attention to detail and exceptional customer service. With beautifully appointed rooms, a delicious breakfast served each morning, and a convenient location near local wineries and restaurants, the Healdsburg Inn is the perfect choice for a memorable stay in Sonoma County.

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.

Getaway Adventures/Wine Country Bikes is a premier travel agency located in the heart of Healdsburg, California. Offering unique and unforgettable experiences, they specialize in guided tours and bike rentals for exploring the beautiful Wine Country region. Whether you're a wine enthusiast looking to discover new vineyards or an outdoor enthusiast seeking adventure, Getaway Adventures/Wine Country Bikes has something for everyone. With knowledgeable guides and top-of-the-line equipment, they ensure a memorable and enjoyable experience for all visitors. Come visit them at 61 Front Street and start your next adventure in Wine Country today!

Two Thirty-Five Luxury Suites is a premier lodging establishment located at 235 Healdsburg Avenue in the charming town of Healdsburg, California. This upscale accommodation offers a collection of beautifully designed suites that exude luxury and sophistication. Each suite is thoughtfully appointed with modern amenities and elegant furnishings to ensure a comfortable and unforgettable stay. Guests can enjoy personalized service, stunning views of the surrounding area, and convenient access to the best attractions and activities in Healdsburg. Whether visiting for business or pleasure, Two Thirty-Five Luxury Suites provides a truly exceptional experience for discerning travelers.

The Lodge at Healdsburg is a charming and luxurious lodging located in the heart of Healdsburg, California. Situated at 1261 Grove Street, this elegant retreat offers guests a peaceful and serene escape in the picturesque wine country of Sonoma County. With beautifully appointed accommodations, upscale amenities, and impeccable service, The Lodge at Healdsburg provides a perfect blend of comfort and sophistication. Whether you are looking for a romantic getaway, a relaxing spa retreat, or a wine tasting adventure, this institution is the ideal destination for your next vacation.

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 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.

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.

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.

Experience a Mediterranean getaway with a touch of luxury at this charming lodging in Healdsburg, California. Located at 2571 Riverview Drive, this hidden gem offers a peaceful retreat with stunning views of the surrounding landscape. Wake up to a delicious breakfast served on a sunny terrace, and spend your days exploring the beautiful vineyards and quaint shops in the area. Whether you're looking for a romantic escape or a relaxing vacation, this Mediterranean getaway is the perfect destination.

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.

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.

Bella Villa Messina is a charming lodging institution located at 316 Burgundy Road in Healdsburg, California. This beautiful villa offers a luxurious and comfortable stay for guests looking to relax and unwind in the heart of wine country. With stunning views of the surrounding vineyards and a tranquil atmosphere, Bella Villa Messina is the perfect retreat for those seeking a peaceful getaway. The elegant rooms and amenities provided ensure a memorable and enjoyable experience for all visitors. Whether you are visiting for a romantic weekend or a wine tasting excursion, Bella Villa Messina is the ideal choice for your stay in Healdsburg.

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.

SingleThread Farm - Restaurant - Inn is a luxurious and intimate establishment located in Healdsburg, California. Situated at 131 North Street, this unique institution offers a farm-to-table dining experience, upscale accommodations, and impeccable service. Guests can enjoy a culinary journey curated by Chef Kyle Connaughton, featuring seasonal ingredients sourced directly from the restaurant's own farm. The inn provides a tranquil retreat with beautifully appointed rooms and personalized amenities. Whether indulging in a multi-course tasting menu at the restaurant or relaxing in the cozy accommodations, SingleThread Farm - Restaurant - Inn promises a memorable and unforgettable stay in the heart of wine country.

Harmon Guest House is a charming boutique hotel located in the heart of Healdsburg, California. Situated at 227 Healdsburg Avenue, this elegant lodging option offers a unique and stylish accommodation experience for travelers visiting the area. With its modern design, luxurious amenities, and convenient location, Harmon Guest House provides a comfortable and welcoming retreat for guests looking to explore the beauty of wine country. Whether you're in town for a romantic getaway, a wine tasting adventure, or a relaxing vacation, Harmon Guest House is the perfect choice for your stay in Healdsburg.

Hotel Les Mars is a charming boutique retreat located in Healdsburg, California, offering a unique blend of Old World European elegance and modern luxury. With the architecture and décor inspired by a 17th century French chateau, the hotel exudes a sophisticated yet inviting atmosphere. Featuring just 16 beautifully appointed rooms, Hotel Les Mars provides a level of personalized service that sets it apart from larger hotels in the area. Guests can indulge in luxurious amenities such as four-poster beds, deep soaking tubs, and cozy fireplaces, creating a serene and cozy retreat.

Wildhaven Sonoma Glamping is a unique and luxurious camping experience located at 2411 Alexander Valley Road in Healdsburg, California. Nestled in the heart of wine country, this institution offers a one-of-a-kind blend of nature and comfort. Guests can enjoy the beauty of the outdoors while staying in stylish and well-appointed tents. The campground also features modern amenities, such as a communal kitchen, bathrooms, and a fire pit. Whether you're looking for a peaceful retreat or a fun getaway with friends, Wildhaven Sonoma Glamping is the perfect destination.

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.

H2Hotel, located at 219 Healdsburg Avenue in Healdsburg, California, is a unique lodging institution that offers a blend of luxury and sustainability. The undulating “green roof” of the hotel sets the tone for a stay rooted in the charming historic town of Healdsburg and the heart of Northern Sonoma Wine Country. With 36 eco-chic rooms, each with private balconies or patios, a simple organic aesthetic, and creative amenities, h2hotel provides a comfortable and environmentally conscious stay. The hotel is committed to sustainability and has achieved LEED NC 2.2 Gold Certification, ensuring that energy, water, and natural resources are conserved throughout the property.

Calderwood Inn is a charming bed and breakfast located in the heart of Healdsburg, California. Situated at 25 West Grant Street, this historic inn offers a cozy and inviting atmosphere for guests looking for a relaxing getaway. The beautifully restored Victorian mansion boasts elegant rooms with modern amenities, delicious gourmet breakfasts, and a convenient location near local wineries, shops, and restaurants. Whether you're visiting for a romantic weekend or a wine tasting adventure, Calderwood Inn is the perfect place to stay in Healdsburg.

Located at 4035 Westside Road in Healdsburg, California, Flowers Vineyards & Winery is a must-visit destination for food and wine enthusiasts alike. This elegant institution invites guests to experience their exquisite Pinot Noir and Chardonnay wines, which are crafted with dedication and care. Situated in the picturesque Sonoma Coast, Flowers Vineyards & Winery is surrounded by lush gardens and towering redwood groves, creating a serene and captivating atmosphere. The unique grapes grown on their land, combined with the coastal proximity, result in wines that are nuanced, complex, and exhibit a fresh coastal minerality.

Eden Marks is a premier hair care institution located at 431 East Street in Healdsburg, California. Our expert stylists are dedicated to providing top-notch hair care services to our clients, including haircuts, coloring, styling, and treatments. With a focus on quality and customer satisfaction, Eden Marks is the go-to destination for all your hair care needs in the heart of wine country. Book an appointment today and experience the luxury and professionalism that sets us apart from the rest.

Warm Regards Vacation Rental Management is a premier real estate and travel agency located in the picturesque town of Healdsburg, California. Our dedicated team specializes in managing vacation rental properties, ensuring that guests have a seamless and unforgettable experience during their stay. From cozy cottages to luxurious villas, we offer a wide range of accommodations to suit every traveler's needs. Our prime location in the heart of wine country allows us to provide unparalleled service and local expertise to our clients. Whether you're looking to book a weekend getaway or a long-term stay, Warm Regards Vacation Rental Management is here to make your dream vacation a reality. Visit us at 122 Matheson Street to start planning your next adventure today.

Sonoma Second Home is a charming institution located at 316 Twin Oaks Way in Healdsburg, California. This cozy retreat offers a welcoming environment for individuals seeking a comfortable and peaceful second home in the beautiful Sonoma County. With its serene surroundings and convenient location, Sonoma Second Home provides the perfect escape for those looking to relax and unwind in the heart of wine country. Whether you're looking for a weekend getaway or a longer stay, this institution offers a variety of amenities and services to make your stay truly memorable. Experience the beauty and tranquility of Sonoma County at Sonoma Second Home.