The Grape Leaf Inn is a charming Victorian guesthouse located just two blocks north of Healdsburg's town centre, a short walk from restaurants, tasting rooms, and the Healdsburg Plaza. The inn has received excellent ratings for its location, cleanliness, and overall experience. The inn offers a single bedroom with one bathroom, accommodating up to two guests. Amenities include a swimming pool, spa, restaurant, bar, and a unique Prohibition-style Speakeasy, alongside complimentary wine tastings and easy access to the Healdsburg Wine Country Tour.
9.3 121 reviews
Healdsburg, CA
10/07 – 13/07
SG$526/nighttotal: SG$1578 (3 )
Bella Villa Messina
1 2
B&B , Healdsburg
Bella Villa Messina is a Healdsburg guesthouse conveniently located 3.9km from Healdsburg Plaza and 18km from Charles M. Schulz Sonoma County Airport. This one-bedroom, one-bathroom guest house sleeps up to three guests and offers air conditioning, a terrace, a spa, parking, and a continental breakfast.
9.8 55 reviews
Healdsburg, CA
19/08 – 24/08
SG$425/nighttotal: SG$2125 (5 )
Bunkhouse At Side Road Farm Charming One Bedroom Cottage
1 2
B&B , Healdsburg
The Side Road Farm bunkhouse is a charming cottage located in Healdsburg's city centre, just a short walk from three wineries and within walking distance of the Healdsburg Museum and Raven Performing Arts Theater. The property is rated as 'excellent' by previous guests, reflecting its peaceful and relaxing atmosphere. This one-bedroom cottage covers 55 square metres and comfortably accommodates two guests. The bunkhouse provides a range of amenities including a kitchen with a fridge and microwave, a terrace, a garden, and air conditioning, ensuring a comfortable and enjoyable stay.
8.8 449 reviews
Healdsburg, CA
08/07 – 10/07
SG$412/nighttotal: SG$824 (2 )
Calderwood Inn
1 2
B&B , Healdsburg
Calderwood Inn is situated in Healdsburg, just a kilometre from Healdsburg Plaza and within easy walking distance of several wineries including Optima Winery, Seghesio Winery, and Toad Hollow Vineyards. The inn has received very good user ratings and excellent ratings for its location and cleanliness. The inn has one bedroom and one bathroom, covering 9 square metres and accommodating up to two guests. Guests can enjoy a welcome wine reception, gourmet breakfast, individually decorated rooms with luxurious amenities, spa access, concierge services, and parking.
9.9 470 reviews
Healdsburg, CA
19/08 – 24/08
SG$369/nighttotal: SG$1845 (5 )
Pony Ranch Vineyard Estate With Pool
1 2
B&B , Healdsburg
This charming guest house is situated on a gated vineyard estate just outside Healdsburg, a short 8-minute drive from the town centre and within a kilometre of three wineries, with many more within easy reach. It has consistently received excellent ratings for location, cleanliness, and overall experience. The self-catering cottage has one bedroom and one bathroom, accommodating up to two guests. It features a private entrance, a cosy gas fireplace, a private pool (open May to October), and a private VIP wine tasting experience at a nearby winery.
9.0 128 reviews
Healdsburg, CA
19/08 – 24/08
SG$166/nighttotal: SG$830 (5 )
Charming Antique-filled Lodge Room
1 2
B&B , Geyserville
Isis Oasis Sanctuary, a Geyserville guesthouse located a short drive from Sonoma County's renowned wine region, offers unique Egyptian-themed rooms and shared amenities including a pool and dining pavilion. This historic 1932 building, previously a Baha'i centre and artist haven, provides one bedroom with two bathrooms, accommodating up to two guests, and features a garden, jacuzzi, and on-site animal menagerie with optional tours.
8.6 611 reviews
Healdsburg, CA
19/08 – 24/08
SG$447/nighttotal: SG$2235 (5 )
Camellia Inn
1 2
B&B , Healdsburg
This charming bed and breakfast is located in the heart of Healdsburg, just a short 8-kilometre drive from the Russian River and Wilson Winery, and within walking distance of the Healdsburg Center for the Arts and Healdsburg Plaza. It has received very good user ratings, making it a popular choice for travellers. The guest house offers a range of amenities, including a spa, a seasonal outdoor pool, and a garden. Guests can enjoy a complimentary full breakfast each morning and benefit from concierge services, free Wi-Fi, and parking.
9.8 94 reviews
Healdsburg, CA
19/08 – 24/08
SG$409/nighttotal: SG$2045 (5 )
Eco Modern Casita In The Vineyards
1 2
gîte , Healdsburg
This Dry Creek Valley cottage, located 16km from Healdsburg, offers seclusion amidst organic vineyards. The self-catering casita sleeps two, boasting a private entrance, outdoor dining area, and access to two acres of vineyards and gardens, with optional organic chef-prepared breakfasts.
9.9 66 reviews
Healdsburg, CA
08/07 – 10/07
SG$363/nighttotal: SG$726 (2 )
Bridle Path Bnb - Private Suite W/ Hot Tub & Views
1 2
B&B , Healdsburg
Bridle Path Bed and Breakfast is situated on a hillside overlooking Healdsburg, just a short drive from the town square and close to the Montage resort, offering a peaceful retreat with stunning views. The property has received excellent ratings for its location, cleanliness, and overall experience. The suite is a self-contained unit with one bedroom and one bathroom, comfortably accommodating two guests. It features a private patio with a hot tub, a kitchenette, a large flat-screen TV, and an outdoor dining area with a radiant heater, providing everything you need for a relaxing and enjoyable stay.
10 91 reviews
Healdsburg, CA
19/08 – 24/08
SG$574/nighttotal: SG$2870 (5 )
Jimtown Luxury Suite
1 2
B&B , Healdsburg
This luxurious Victorian guest house in Jimtown, Alexander Valley, is within walking distance of Medlock Ames and Hawkes wineries and a short drive (a few kilometers) from Healdsburg Plaza. Offering a private courtyard, parking, and a spacious bedroom and bathroom, this Healdsburg self-catering unit sleeps two and boasts excellent cleanliness and location ratings.
9.9 15 reviews
Healdsburg, CA
10/07 – 13/07
SG$753/nighttotal: SG$2259 (3 )
Harmon King
1 2
B&B , Healdsburg
This charming bed and breakfast is located just a short drive from the centre of Healdsburg, offering a tranquil escape amidst the surrounding woodland. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience. The accommodation has one bedroom and one bathroom, comfortably sleeping two guests. It features a private balcony with wooded views, a hand-loomed bed throw, and a welcoming atmosphere. Guests can enjoy the on-site swimming pool, garden, and parking, as well as the convenience of air conditioning and internet access.
Best Healdsburg, CA bed and breakfasts with breakfast included
8.6 611 reviews
Healdsburg, CA
19/08 – 24/08
SG$447/nighttotal: SG$2235 (5 )
Camellia Inn
1 2
B&B , Healdsburg
This charming bed and breakfast is located in the heart of Healdsburg, just a short 8-kilometre drive from the Russian River and Wilson Winery, and within walking distance of the Healdsburg Center for the Arts and Healdsburg Plaza. It has received very good user ratings, making it a popular choice for travellers. The guest house offers a range of amenities, including a spa, a seasonal outdoor pool, and a garden. Guests can enjoy a complimentary full breakfast each morning and benefit from concierge services, free Wi-Fi, and parking.
9.3 121 reviews
Healdsburg, CA
10/07 – 13/07
SG$526/nighttotal: SG$1578 (3 )
Bella Villa Messina
1 2
B&B , Healdsburg
Bella Villa Messina is a Healdsburg guesthouse conveniently located 3.9km from Healdsburg Plaza and 18km from Charles M. Schulz Sonoma County Airport. This one-bedroom, one-bathroom guest house sleeps up to three guests and offers air conditioning, a terrace, a spa, parking, and a continental breakfast.
8.8 449 reviews
Healdsburg, CA
08/07 – 10/07
SG$412/nighttotal: SG$824 (2 )
Calderwood Inn
1 2
B&B , Healdsburg
Calderwood Inn is situated in Healdsburg, just a kilometre from Healdsburg Plaza and within easy walking distance of several wineries including Optima Winery, Seghesio Winery, and Toad Hollow Vineyards. The inn has received very good user ratings and excellent ratings for its location and cleanliness. The inn has one bedroom and one bathroom, covering 9 square metres and accommodating up to two guests. Guests can enjoy a welcome wine reception, gourmet breakfast, individually decorated rooms with luxurious amenities, spa access, concierge services, and parking.
Best Healdsburg, CA bed and breakfasts with a garden
9.3 121 reviews
Healdsburg, CA
10/07 – 13/07
SG$526/nighttotal: SG$1578 (3 )
Bella Villa Messina
1 2
B&B , Healdsburg
Bella Villa Messina is a Healdsburg guesthouse conveniently located 3.9km from Healdsburg Plaza and 18km from Charles M. Schulz Sonoma County Airport. This one-bedroom, one-bathroom guest house sleeps up to three guests and offers air conditioning, a terrace, a spa, parking, and a continental breakfast.
9.0 128 reviews
Healdsburg, CA
19/08 – 24/08
SG$166/nighttotal: SG$830 (5 )
Charming Antique-filled Lodge Room
1 2
B&B , Geyserville
Isis Oasis Sanctuary, a Geyserville guesthouse located a short drive from Sonoma County's renowned wine region, offers unique Egyptian-themed rooms and shared amenities including a pool and dining pavilion. This historic 1932 building, previously a Baha'i centre and artist haven, provides one bedroom with two bathrooms, accommodating up to two guests, and features a garden, jacuzzi, and on-site animal menagerie with optional tours.
9.9 66 reviews
Healdsburg, CA
08/07 – 10/07
SG$363/nighttotal: SG$726 (2 )
Bridle Path Bnb - Private Suite W/ Hot Tub & Views
1 2
B&B , Healdsburg
Bridle Path Bed and Breakfast is situated on a hillside overlooking Healdsburg, just a short drive from the town square and close to the Montage resort, offering a peaceful retreat with stunning views. The property has received excellent ratings for its location, cleanliness, and overall experience. The suite is a self-contained unit with one bedroom and one bathroom, comfortably accommodating two guests. It features a private patio with a hot tub, a kitchenette, a large flat-screen TV, and an outdoor dining area with a radiant heater, providing everything you need for a relaxing and enjoyable stay.
9.9 470 reviews
Healdsburg, CA
19/08 – 24/08
SG$369/nighttotal: SG$1845 (5 )
Pony Ranch Vineyard Estate With Pool
1 2
B&B , Healdsburg
This charming guest house is situated on a gated vineyard estate just outside Healdsburg, a short 8-minute drive from the town centre and within a kilometre of three wineries, with many more within easy reach. It has consistently received excellent ratings for location, cleanliness, and overall experience. The self-catering cottage has one bedroom and one bathroom, accommodating up to two guests. It features a private entrance, a cosy gas fireplace, a private pool (open May to October), and a private VIP wine tasting experience at a nearby winery.
Frequently asked questions about bed and breakfast in Healdsburg, CA
What weather can travelers expect when exploring nature in Healdsburg, CA?
Healdsburg has a Mediterranean climate, so you can expect warm, dry summers and mild, wet winters. The best time to enjoy the outdoors is during the spring and autumn, when the temperatures are pleasant and the landscape is lush. You might want to pack a light jacket for the evenings, especially during the shoulder seasons.
What are the best bed and breakfasts in Healdsburg, CA?
What outdoor activities can visitors enjoy in and around Healdsburg, CA?
Healdsburg is a great place to enjoy the outdoors. You can go hiking or biking in the Russian River Valley, visit the Healdsburg Farmers Market, or take a stroll through the beautiful Healdsburg Arboretum. If you're feeling adventurous, you can even go kayaking or paddleboarding on the Russian River.
What are the best bed and breakfasts with a pool in Healdsburg, CA?
Best Healdsburg, CA bed and breakfasts with parking
9.4 300 reviews
Healdsburg, CA
02/10 – 07/10
SG$1239/nighttotal: SG$6195 (5 )
The Grape Leaf Inn
2 4
B&B , Healdsburg
The Grape Leaf Inn is a charming Victorian guesthouse located just two blocks north of Healdsburg's town centre, a short walk from restaurants, tasting rooms, and the Healdsburg Plaza. The inn has received excellent ratings for its location, cleanliness, and overall experience. The inn offers a single bedroom with one bathroom, accommodating up to two guests. Amenities include a swimming pool, spa, restaurant, bar, and a unique Prohibition-style Speakeasy, alongside complimentary wine tastings and easy access to the Healdsburg Wine Country Tour.
9.3 121 reviews
Healdsburg, CA
10/07 – 13/07
SG$526/nighttotal: SG$1578 (3 )
Bella Villa Messina
1 2
B&B , Healdsburg
Bella Villa Messina is a Healdsburg guesthouse conveniently located 3.9km from Healdsburg Plaza and 18km from Charles M. Schulz Sonoma County Airport. This one-bedroom, one-bathroom guest house sleeps up to three guests and offers air conditioning, a terrace, a spa, parking, and a continental breakfast.
9.8 55 reviews
Healdsburg, CA
19/08 – 24/08
SG$425/nighttotal: SG$2125 (5 )
Bunkhouse At Side Road Farm Charming One Bedroom Cottage
1 2
B&B , Healdsburg
The Side Road Farm bunkhouse is a charming cottage located in Healdsburg's city centre, just a short walk from three wineries and within walking distance of the Healdsburg Museum and Raven Performing Arts Theater. The property is rated as 'excellent' by previous guests, reflecting its peaceful and relaxing atmosphere. This one-bedroom cottage covers 55 square metres and comfortably accommodates two guests. The bunkhouse provides a range of amenities including a kitchen with a fridge and microwave, a terrace, a garden, and air conditioning, ensuring a comfortable and enjoyable stay.
8.6 611 reviews
Healdsburg, CA
19/08 – 24/08
SG$447/nighttotal: SG$2235 (5 )
Camellia Inn
1 2
B&B , Healdsburg
This charming bed and breakfast is located in the heart of Healdsburg, just a short 8-kilometre drive from the Russian River and Wilson Winery, and within walking distance of the Healdsburg Center for the Arts and Healdsburg Plaza. It has received very good user ratings, making it a popular choice for travellers. The guest house offers a range of amenities, including a spa, a seasonal outdoor pool, and a garden. Guests can enjoy a complimentary full breakfast each morning and benefit from concierge services, free Wi-Fi, and parking.
Best Healdsburg, CA bed and breakfasts with air conditioning
9.9 470 reviews
Healdsburg, CA
19/08 – 24/08
SG$369/nighttotal: SG$1845 (5 )
Pony Ranch Vineyard Estate With Pool
1 2
B&B , Healdsburg
This charming guest house is situated on a gated vineyard estate just outside Healdsburg, a short 8-minute drive from the town centre and within a kilometre of three wineries, with many more within easy reach. It has consistently received excellent ratings for location, cleanliness, and overall experience. The self-catering cottage has one bedroom and one bathroom, accommodating up to two guests. It features a private entrance, a cosy gas fireplace, a private pool (open May to October), and a private VIP wine tasting experience at a nearby winery.
9.3 121 reviews
Healdsburg, CA
10/07 – 13/07
SG$526/nighttotal: SG$1578 (3 )
Bella Villa Messina
1 2
B&B , Healdsburg
Bella Villa Messina is a Healdsburg guesthouse conveniently located 3.9km from Healdsburg Plaza and 18km from Charles M. Schulz Sonoma County Airport. This one-bedroom, one-bathroom guest house sleeps up to three guests and offers air conditioning, a terrace, a spa, parking, and a continental breakfast.
9.9 66 reviews
Healdsburg, CA
08/07 – 10/07
SG$363/nighttotal: SG$726 (2 )
Bridle Path Bnb - Private Suite W/ Hot Tub & Views
1 2
B&B , Healdsburg
Bridle Path Bed and Breakfast is situated on a hillside overlooking Healdsburg, just a short drive from the town square and close to the Montage resort, offering a peaceful retreat with stunning views. The property has received excellent ratings for its location, cleanliness, and overall experience. The suite is a self-contained unit with one bedroom and one bathroom, comfortably accommodating two guests. It features a private patio with a hot tub, a kitchenette, a large flat-screen TV, and an outdoor dining area with a radiant heater, providing everything you need for a relaxing and enjoyable stay.
9.8 55 reviews
Healdsburg, CA
19/08 – 24/08
SG$425/nighttotal: SG$2125 (5 )
Bunkhouse At Side Road Farm Charming One Bedroom Cottage
1 2
B&B , Healdsburg
The Side Road Farm bunkhouse is a charming cottage located in Healdsburg's city centre, just a short walk from three wineries and within walking distance of the Healdsburg Museum and Raven Performing Arts Theater. The property is rated as 'excellent' by previous guests, reflecting its peaceful and relaxing atmosphere. This one-bedroom cottage covers 55 square metres and comfortably accommodates two guests. The bunkhouse provides a range of amenities including a kitchen with a fridge and microwave, a terrace, a garden, and air conditioning, ensuring a comfortable and enjoyable stay.