Healdsburg is one of those towns that immediately makes you wonder why you don't live there. It's small, walkable, ridiculously charming, and somehow has some of the best food and wine in California packed into a few square blocks around a sun-drenched town plaza. 

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Enjoy a full day of wine tasting through Sonoma's best producers, farm-to-table meals, wandering in and out of shops you didn't know you needed, and Mahjong. Obviously.