Where to Eat in Fairfield: Diners, Drive-Ins and Dives Foodie Road Trip Spots
If your next road trip takes you through Connecticut, Fairfield is a can’t-miss stop for diners and restaurants that bring serious flavor. This vibrant city, seen on TV thanks to Guy Fieri’s Triple D visits, offers some of the best places to eat on the East Coast, blending classic New England charm with bold culinary twists.
Two iconic Triple D spots you need on your foodie map are Wilson’s Holy Smoke BBQ (1851 Post Road) and Super Duper Weenie (306 Black Rock Turnpike). Wilson’s Holy Smoke BBQ brings southern-style, slow-smoked meats right to Connecticut—think fall-off-the-bone ribs and juicy brisket that have made this joint a must-find for BBQ lovers near Fairfield. Meanwhile, Super Duper Weenie takes the humble hot dog to new heights with inventive toppings and a local fanbase that won’t quit.
Fairfield isn’t just about killer restaurants — it’s packed with attractions that spice up any visit. Check out the historic Fairfield Museum and History Center to soak in local culture, stroll the beautiful trails at Jennings Beach for some ocean breeze, or catch a show at the Avon Theatre Film Center, one of the oldest cinemas in the country. Art lovers will want to explore the contemporary galleries in downtown Fairfield, while foodies can’t leave without trying classic regional favorites like New England clam chowder, fresh seafood platters, apple cider donuts, locally brewed craft beers, and decadent maple syrup treats.
Whether you’re planning a quick pit stop or a weekend getaway, Fairfield’s mix of scenic spots and Triple D eateries makes it easy to find memorable eats and unforgettable vibes. Fire up your map, hit these locations near you, and get ready to taste some of the best places to eat featured on Diners, Drive-Ins and Dives.

