A loose, easygoing wine bar in the lobby of Hotel E — the restored 1906 Beaux-Arts Empire Building on Old Courthouse Square. It pours Sonoma County wines (much of it the Wilson Artisan collection) and local beer with cheese boards, plus a daily happy hour, music bingo, and live music.

More bottle shop than tasting room, Wilibees still checks every box: a downtown taproom and gourmet deli pouring $20 themed flights, wines by the glass, and daily happy-hour pours. Pull a bottle off the shelf, pay a small corkage, and pair it with the deli. The walk's most affordable stop.

A beautifully restored 1913 storefront in Railroad Square, pouring third-generation winemaker John Bambury's Bonneau, Egret, and Opal Moon labels — from Sonoma reds and whites to a Napa Cabernet and a méthode champenoise sparkling. Outside food welcome, fireplace and patio seating, and live music most weekends.

A slate-trimmed brick room on the corner of Davis and Fifth, blocks from Railroad Square, where husband-and-wife T.J. and Francesca Elam pour small-batch Sonoma reds. The $30 flight pairs each wine with a playful bite — caviar with a sparkling cuvée — and runs the latest hours in town.