Healdsburg is not a late-night town — the clientele has typically driven here from San Francisco for a weekend of wine, and the rhythm of the place follows suit. Tasting rooms around the plaza double as afternoon drinking spots; the evening bar scene is modest.
Flying Goat Coffee on Center Street is the local favourite for coffee — serious espresso, good pastries, and tables facing the street for watching the plaza come alive on weekend mornings. Spoonbar inside the h2hotel attracts a slightly more design-conscious crowd with well-made cocktails and a comfortable terrace.
For wine by the glass in a no-fuss setting, the Healdsburg Bar & Grill on the plaza stays open for drinks after dinner. Portalupi Wine on North Street runs a welcoming tasting room open into the late afternoon, with an easygoing atmosphere that suits a final glass before heading to dinner.