Find Winery Hotels in Healdsburg, CA

"We stayed at The Calderwood Inn Valentines week 2025. It is a beautiful, well kept B&B. The people were wonderful and the breakfasts were very tasty. Walking distance to the Healdsburg square and less than 10 minutes to the Dry Creek Valley. We will definitely stay there again! "

"Wonder hotel - great location and walking distance to shops and restaurants! "

"Nice breakfast. View of the square. Easy access. "

"All good great place to stay"

"Great location, pet friendly, restaurant on site was amazing! "

"Short walk to Downtown Healdsburg, clean, comfortable beds and pillows. Very clean and K-Cup coffee maker makes early morning coffee easy. "

"great place will be staying there again"

"Wonderful staff, extremely dog-friendly and very welcoming of our puppy who came with us. Lovely accommodations! "

"Beautifully kept property! Organic gardens, a lovely pool area with giant, fall trees above. Lush green grass, entire property is spotless. The rooms in the carriage house were slightly more minimal then expected but the bathrooms even better with heated floors that made the mornings extra cozy in november. The main house had plenty of seating for lounging and breakfast and we enjoyed the bar too. Dinner was absolutely delicious, reasonably priced and well paired to local wines. We loved everyone who assisted in our stay- Laura, Arianna, and the bartender on thanksgiving eve who we somehow missed his name. 10/10, have already spread the word!!!!"