There are two parts to The Matheson: a more formal dinner spot on the ground floor, and Roof 106, a more casual option on the (you guessed it) roof, open for both lunch and dinner. Downstairs, you’ll find a menu full of local seafood and seasonal produce in a huge dining room with a sweeping view of the full bar and open kitchen: if you’re dining solo or in a party of two, grab a bar seat facing the kitchen to watch the chefs work their magic. Roof 106 is more about wood-fired pizzas and piadinas with interesting ingredient combinations like broccolini and preserved lemon or merguez sausage with manchego and shishito pepper. Whatever you pick, it’s best enjoyed with a perfectly-balanced cocktail and a view of Healdsburg Plaza.