My favorite place to stay in Healdsburg is the Healdsburg Inn on the Plaza. It has great rooms and a wonderful breakfast served in a bright room overlooking the downtown Plaza. I highly recommend this property. It is a part of the Four Sisters Inns, a collection of boutique inns in California and Seattle.
Two other great properties have recently opened. H2hotel which is a sister property to the Hotel Healdsburg. It has 36 rooms and is totally green. It has a really great design and layout. Guests check in at the lobby “receptobar,” which also sells gifts and snacks. It seems hip and young and I would definitely stay there on my next trip. Their Spoonbar is a great spot for a drink, snack or a great meal.
The second are the Healdsburg Modern Cottages. Located just north of the Plaza at 425 Foss St. There are four cottages each named after mid-century furniture designers. They are attractive and offer more privacy than the local hotels, inns and bed & breakfasts. It is managed by the people who own Barndiva. It is next to the Duchamp Hotel at 421 Foss St., which has six cottage suites.
At the lower end of the spectrum is the Best Western Dry Creek Inn at 198 Dry Creek Rd., a short drive from the Plaza. It is a good option with some renovated rooms, a fitness center and breakfast. I stayed there for several nights, on a past trip, when looking at real estate in the area.
If you want to stay in Sonoma, I would check out the Inn at Sonoma, near the Plaza and a Four Sisters property. If you want a larger property you might enjoy the Sonoma Mission Inn. I have stayed there in the past and eaten there on other occasions. It has more dining options and has a avery good spa.