Restaurants in Fairfield, CT

Although the fancy town of Westport is just to its west, Fairfield’s best eats are more ballsy, like Bridgeport to the east. In particular, we’re talking hot dogs: deep-fried and griddle-crisped rippers at Rawley’s (to which Martha Stewart used to venture from her home in Westport), chili dogs topped with thermonuclear Kuhn’s chili at a Five-O convenience store where the view from its two dining tables is shelves of motor oil, and a place called Super Duper Weenie. Starting as a food truck with cordon bleu standards, S-D-W became a restaurant serving what one hates to call artisan wieners (because that term implies punctiliousness and these franks are bold and jivey) but what are, in fact, hot dog royalty. The franks and buns are locally sourced and condiments are all made in house. The S&S Dugout is one other Fairfield treasure: an inconspicuous diner, circa 1950, where roast beef sandwiches are works of art.

Fairfield’s Most Famous Dishes

Fairfield’s Best Restaurants

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