The 30 Best Charming accommodation in Healdsburg, California

Hotel Trio Healdsburg is a charming lodging establishment located in the heart of Healdsburg, California. Situated at 110 Dry Creek Road, this hotel offers a comfortable and stylish accommodation option for visitors to the area. The hotel boasts modern amenities, spacious rooms, and a convenient location near local attractions and wineries. Guests can enjoy a relaxing stay in a contemporary setting, with friendly staff on hand to ensure a pleasant experience. Whether you are visiting for business or leisure, Hotel Trio Healdsburg is the perfect choice for your stay in this picturesque wine country town.

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 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 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.

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.

The Healdsburg School is a prestigious primary school located at 33 Healdsburg Avenue in the charming town of Healdsburg, California, United States. As a leading educational institution, The Healdsburg School is committed to providing a top-notch academic experience for students in a nurturing and supportive environment. With a focus on personalized learning and holistic development, the school strives to inspire a love for learning and foster a strong sense of community among students, parents, and faculty. The Healdsburg School is dedicated to preparing students for success in their future endeavors and shaping them into well-rounded individuals with a lifelong passion for knowledge.

Villa Toscana is a charming Italian restaurant located in the heart of Healdsburg, California. Inspired by the rustic beauty and culinary traditions of Tuscany, Villa Toscana offers a warm and inviting atmosphere for guests to enjoy authentic Italian cuisine. From homemade pastas and wood-fired pizzas to fresh seafood and decadent desserts, every dish is prepared with care and attention to detail. Whether you're looking for a romantic dinner for two or a lively gathering with friends and family, Villa Toscana is the perfect destination for a memorable dining experience in Wine Country.

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.

ZinScape is a charming lodging institution located at 7727 West Dry Creek Road in the picturesque town of Healdsburg, California. Nestled in the heart of wine country, ZinScape offers a peaceful and tranquil retreat for guests looking to escape the hustle and bustle of everyday life. The cozy accommodations and beautiful surroundings make it the perfect destination for a relaxing getaway. Whether you're looking to explore the nearby vineyards or simply unwind in a serene setting, ZinScape provides a welcoming and comfortable home away from home.

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.

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.

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.

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.

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.

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.

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.

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.

Located at 1001 Westside Road in Healdsburg, California, Madrona Manor is a lodging institution that offers a magical and enchanting experience for travelers. Guests can enjoy misty mornings, leafy pathways, convivial feasts, and tangerine-hued sunsets while staying at this stately manor. The collection of classic hotel rooms and private bungalows provide uncommon hospitality, while the all-day dining destination celebrates Northern California's cultures and flavors. The eight-acre property features hidden corners, emerald-green gardens, and panoramic valley views, making it a perfect retreat for discerning travelers. The Madrona also houses a unique art collection curated by Dolby Chadwick Gallery, with pieces available for purchase. Come and experience the beauty, style, and delight that Madrona Manor has to offer.

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.

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.

The Camellia Inn is a charming bed and breakfast located in the heart of Sonoma County's wine country, at 211 North Street, Healdsburg, California. With nine beautifully appointed guest rooms, a villa-style swimming pool, and a delicious full breakfast, the inn is the perfect place to relax and unwind. Guests can enjoy complimentary wine tastings at all of Wilson Artisan Wineries during their stay, and explore the beauty of Sonoma County through activities like wine tasting, hiking, biking, and golfing. The inn's convenient location allows guests to easily access all that Healdsburg and Sonoma County have to offer. Whether you're a first-time visitor or a seasoned traveler to the area, the Camellia Inn is dedicated to making your stay unforgettable. Please note that cancellations must be made at least 14 days in advance to receive a full refund. We look forward to welcoming you to our historic inn soon!

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.

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.

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.

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.

Florence Lofts is a premier real estate agency located at 7385 Healdsburg Avenue in Sebastopol, California. Our team of experienced professionals specializes in helping clients find the perfect loft-style living space in the vibrant city of Sebastopol. From modern and sleek designs to historic and charming buildings, we have a diverse range of listings to suit every taste and budget. Whether you are looking to rent or buy, Florence Lofts is dedicated to providing exceptional service and guidance throughout the entire process. Contact us today to start your journey towards finding your dream loft in Sebastopol!

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.

Sonoma County Vacations is a premier vacation rental agency located at 465 Healdsburg Avenue in the charming town of Healdsburg, California. We offer a wide selection of luxury vacation homes and cottages in the heart of Sonoma County, perfect for exploring the world-renowned wine country. Our properties are meticulously maintained and fully equipped with all the amenities you need for a relaxing and unforgettable getaway. Whether you're looking for a romantic retreat for two or a spacious family home, Sonoma County Vacations has the perfect accommodation for your needs. Book your dream vacation today and experience the beauty and charm of Sonoma County.

Heartwood Guest House is a charming lodging establishment located at 206 Plaza Street in the picturesque town of Healdsburg, California. Situated in the heart of wine country, this cozy guest house offers a peaceful retreat for travelers looking to explore the beauty of Sonoma County. With comfortable accommodations, friendly staff, and a convenient location near local wineries and restaurants, Heartwood Guest House is the perfect home away from home for your next getaway. Experience the warmth and hospitality of this inviting guest house during your stay in Healdsburg.