If Don Draper from the TV show Mad Men popped into Santa Rosa, he'd feel right at home in this 1950s-style resort just beyond downtown. The rooms have been updated since the property opened in 1957—some even have Bluetooth speakers for playing iPhones without docking—but retain the high ceilings and that old-school flair. The iconic throwback is a vertical marquee with Flamingo emblazoned in neon letters. The hotel's restaurant is a smart spot for a power lunch, and on weekends the lounge hosts Top-40 cover bands (hits from the 1970s to the 1990s predominate). And how about this for retro cred: back in the day, Jayne Mansfield partied at the Flamingo.