In the Napa Valley—and in Yountville, in particular—most hotels err on the side of sophisticated luxury. Which makes the North Block Hotel’s quirky style such a breath of fresh air. With the look of a Mediterranean town’s cobbled street, complete with lemon trees and hand-painted tiles, one of Napa’s few modern boutique hotels also displays quirky pieces like The Big Book of Boobs in its lobby. It’s hard to pass through the lobby without having a friendly concierge hand you a glass of bubbly, and the umbrella-shaded “sidewalk” tables seem like places you’d actually while away the hours over bottles of good wine with good friends. The trendy restaurant channels a midcentury Italian cool that’s more Fellini than Michelangelo, unlike most Napa wineries’ inclinations, and the fact that it doesn’t have a Michelin star is actually a vote in its favor in sometimes stuffy, star-saturated Yountville. Of course, the spa is still as luxuriously pampering as any in wine country, and the understated rooms are as decked out with designer amenities as they ought to be—and you might actually be having enough fun to enjoy them.