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Port Sandy Bay

After 70-plus years, rustic shipwreck decor, sled-pan pizzas and vintage high-school portraits still charm this pizzeria’s original patrons, who now visit with their grandkids in tow. Back in 1947, the small town of Two Rivers, Wisconsin, seemed an unlikely place for a pizzeria—but the concept didn’t start as a pie-slinging powerhouse. The brainchild of several…

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Zaffiro’s Pizza & Bar

For a small pizza joint with “no ambience,” this shop ranks among Milwaukee’s most popular pizza spots. Liborio “Bobby” Zaffiro owned a tavern in the Italian section of Milwaukee in 1951—until a road trip to the East with friends revealed pizza’s popularity. “At the time, there was only one other pizza place in Milwaukee,” recalls…

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The Enchanted Inn/Drag’s

After a bumpy start in 1951—locals thought pizza was a type of beer—the Draganowski family has expanded its enterprise to four unique locations spanning three generations. In 1951, Kas and Clara Draganowski moved their family from the citified streets of Chicago to bucolic northern Wisconsin, ready to realize their dream of starting a restaurant. After…