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

Char-crust New Haven pizza topped with crushed tomatoes and a bit of grated cheese... but no mozzarella

Tomato Pie (Northeast)

Extreme close-up of sausage bites in a drift of melted cheese on a thin-crust pizza

Sausage Pizza

Cafeteria tray holds a square meal of BBQ chicken, mac & cheese, collards, cornbread, sweet tea, and banana pudding

Dinner Platters

Thick, horseshoe-shaped sausage ring is tightly cased.


Fairfield’s Best Restaurants

S&S Dugout - Roast Beef
S&S Dugout


Pepe’s Pizzeria Napoletana of Fairfield


Wilson’s Real Pit Barbeque




Super Duper Weenie




Mecha Noodle Bar


Fairfield Articles & Guides

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Fast Food Future

Thirty years ago, when we started writing about the colorful, cheap, and unpretentious restaurants that anchored communities across the country, we suspected we were documenting the end of an...

Top Dogs

No introduction is necessary. These are America's ten best hot dog joints By JANE and MICHAEL STERN  1 Walter's is a pagoda-shaped roadside stand that has been serving incomparable hot...

Yankee Top Dogs

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Connecticut: Land of Great Hot Dogs | Roadfood Bests

Connecticut Hot Dogs Along with New Jersey, New York, and Chicago, Connecticut is one of the nation's most fruitful hot dog hunting grounds. In this land of great hot dogs...

Roast Beef Sandwich

Every deli serves a roast beef sandwich, but a handful of U.S. restaurants make roast beef sandwiches that go beyond mere lunch meat on bread. The most memorable are...

America's Best Hot Dogs

There's no point getting into a flame war over which American hot dog is best. It's impossible, because the nation's hot dogs are so diverse.  However, we will go...

Great Fairfield Recipes

Mighty Ity


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