Acorn Cafe

A dinner spot on the plaza whose kids' menu has a little ham and cheese croque, thin-crust cheese pizza, hummus with pita and a small burger.

Barbecue with its own kids' menu, plus ice cream, milkshakes and juices on the drinks list.

A gazebo square with no play structure, just a leafy lawn for cartwheels, benches for a bakery picnic, and shops and ice cream on all four sides.

Healdsburg's hometown grill on the Plaza, voted Best Family Restaurant in the Healdsburg Tribune's Best of 2025: burgers, shakes and a come-as-you-are room.

Healdsburg's eco-modern hotel a block off the Plaza: a pool, loaner bikes, and roomy studios, stylish and walkable.

A small tasting room for Russian River and Sonoma Coast wines, a short walk from the plaza lawn where kids can run.