The most democratic eating and drinking option on the plaza. While the restaurants around Healdsburg trend toward the studied and the expensive, the Healdsburg Bar & Grill does what a good neighborhood bar should: burgers, sandwiches, a rotating list of local wines by the glass, and a room where you can linger without feeling pressured to order more.
The food is honest — a well-made burger, a decent fish taco, a plate of fried calamari — rather than ambitious. The wine list is the real attraction for the price point: a selection of Sonoma County wines available by the glass that would cost significantly more at the wine-country restaurants on the same block.
Tables spill onto the sidewalk facing the plaza in good weather. The place stays open for drinks after dinner when most other options are winding down, which makes it a natural end point for an evening in Healdsburg.