If the first leg of the Connecticut Pizza Trail was about rediscovering classics along the Gold Coast, this stretch is something more personal. South Norwalk to Fairfield Metro is my backyard. These aren’t restaurants I researched — they’re places I’ve been going to for decades. Some of them I discovered as a kid after little league games. Some became lunch spots when I worked in the area. Some are where I still end up on a Tuesday night when I don’t feel like cooking and want something I know is going to be exactly right.
This is Part 2 of our series covering the best pizza near Metro-North stations along the New Haven Line — all within a short walk of the platform, all personally visited, all worth getting off the train for.
South Norwalk: Slice of Italy & Famous Pizza House
SoNo has changed a lot over the years. The restaurant scene has evolved, the neighborhood has filled in, and there are new spots seemingly every season. But some places predate all of that — and they’re better for it.
Slice of Italy has been part of the SoNo fabric for years now, and it earns its place not through flash but through consistency. The menu is surprisingly expansive for a neighborhood pizza spot — there’s more here than you’d expect, and the pies are genuinely good. But what keeps people coming back is the feel of the place. Good people behind the counter, good food on the table, and none of the pretension that sometimes creeps into a neighborhood once it starts getting called a dining destination.
Famous Pizza House is a different kind of story — and honestly, one of my favorites to tell. I first went here as a kid after little league games. Then again when I worked in SoNo and needed lunch. And stepping inside today is like stepping through a portal — back to the mid-2000s, the 90s, the 80s, all at once. The decor hasn’t chased trends. The vibe hasn’t been updated for Instagram. That’s not a knock — that’s the whole point. Famous is a place that knows exactly what it is and has never felt the need to apologize for it. The pizza is good. The history is better. And if you grew up anywhere near Norwalk, walking in feels like coming home.
📍 Slice of Italy | 79 Washington St, South Norwalk, CT ⭐️⭐️⭐️⭐️⭐️
📍 Famous Pizza House | 23 N Main St, South Norwalk, CT ⭐️⭐️⭐️⭐️⭐️
East Norwalk: Magic Pie Co & East Ave Pizza
East Norwalk: Magic Pie Co & East Ave Pizza
East Norwalk has a quieter reputation than SoNo, but this station has a personal history for me that goes deeper than most stops on the trail.
The building where Magic Pie Co now lives used to be the old factory outlets — a sprawling, converted space that later became office space, and where I happened to work for a stretch of my career. Back then, there was no Magic Pie Co. There was no artisan pizza in that building. There were fluorescent lights, office chairs, and the particular kind of hunger that hits at noon when you’ve been staring at a screen since eight. What there was, just down East Avenue, was a pizza place that became a genuine part of the daily rhythm.
That place was East Ave Pizza — and it’s still there. Been there for decades, still feeding the neighborhood, still exactly what it was when we’d walk over for lunch and come back restored. There’s something deeply satisfying about a restaurant that outlasts the businesses around it, the buildings that change purpose, the whole evolution of a neighborhood. East Ave Pizza has done that quietly and without fanfare. That kind of longevity in the restaurant business isn’t luck. It’s consistency, and it’s earned.
Magic Pie Co, meanwhile, is the newer chapter in that same building’s story — and it’s a good one. The pies here carry that New Haven apizza spirit in a way that’s genuinely rare outside of Wooster Street. The char, the chew, the restraint in how the ingredients are layered — it reminds me of Pepe’s, and I don’t say that lightly. The building has had many lives. This might be its most delicious one yet.
📍 Magic 5 Pie Co | 230 East Ave, East Norwalk, CT ⭐️⭐️⭐️⭐️⭐️
📍 East Ave Pizza | 84 Fort Point St, East Norwalk, CT ⭐️⭐️⭐️⭐️⭐️
Westport: Riko’s Pizza & Romanacci
Westport has a reputation for upscale dining, and that reputation is mostly earned. But the pizza scene here punches well above the typical suburban station stop, and both of these spots are worth knowing about whether you’re a commuter or just passing through.
Riko’s Pizza is a Colony Grill spin-off, and if you know Colony, you already understand what that means — thin, crispy tavern-style crust, toppings that balance rather than overwhelm, and a sports bar atmosphere that makes the whole experience feel easy. Riko’s carries that DNA faithfully. It’s the kind of place where you order a pie, grab a beer, and feel the week start to decompress. Exactly what a post-train pizza spot should be.
Romanacci is a chain, but a chain done right. The pies are consistent and genuinely good across locations, the space is comfortable, and the Railroad Place location in Westport is about as close to the train as you can get without eating on the platform. When you want something reliable and satisfying without having to think too hard about it after a long day in the city, Romanacci delivers.
📍 Riko’s Pizza | 60 Charles St, Westport, CT ⭐️⭐️⭐️⭐️⭐️
📍 Romanacci | 46 Railroad Pl, Westport, CT ⭐️⭐️⭐️⭐️
Southport: Sammy’s Pizza
Southport is one of those villages that feels almost too quiet to have a great pizza spot. But Sammy’s Pizza is here, and it earns its place on the CT pizza trail without any fanfare whatsoever. I’ve only ever ordered takeout here, but every single time the order has been excellent. No complaints, no surprises — just consistently good pizza that shows up exactly as it should. Sometimes that’s the whole review, and honestly it’s one of the better ones you can give.
📍 Sammy’s Southport Pizza| 295 Pequot Ave, Southport, CT ⭐️⭐️⭐️⭐️⭐️
Fairfield: Colony Grill, Molto, Sophie’s Pizza, Cosetta & Nauti Dolphin
This is home territory. Of all the stations on this stretch of the Connecticut pizza trail, Fairfield is where I know the pizza scene most deeply — and it shows in the breadth of what’s available within walking distance of the station.
Colony Grill is one of my absolute favorites, full stop. The thin-crust tavern pie has been a Connecticut institution for nearly a century, and the Fairfield location earns every bit of that reputation. There’s a reason people drive out of their way for Colony — the hot oil topping alone is worth the trip. But as a Fairfield commuter stepping off the train? You don’t have to drive anywhere.
Molto brings a different energy — more Italian café, more polished, with a wine list and an atmosphere that makes it feel like a proper evening out rather than just a pizza stop. The pies here are excellent and the full menu means you can make a night of it if you want to.
Sophie’s Pizza is a Fairfield staple that deserves more attention than it gets. Really good pizza, approachable and consistent, with the kind of neighborhood loyalty that speaks for itself.
Cosetta holds a special place for me — the owner is a friend, and I’ll admit that colors things a little. But the pizza stands completely on its own. This is the kind of place where the personal touch of ownership shows up in everything — the quality, the hospitality, the way the room feels when you walk in. It’s not just good pizza. It’s a place with a soul.
Nauti Dolphin is a different kind of stop — more grab-and-go than sit-down dinner, and it knows exactly what it is. Right at the station, great for a quick slice when you’re on the move, not the place you linger. But when you need something fast and good, it’s exactly where you want to be.
📍 Colony Grill | Fairfield, CT ⭐️⭐️⭐️⭐️⭐️
📍 Molto | Fairfield, CT ⭐️⭐️⭐️⭐️⭐️
📍 Sophie’s Pizza | Fairfield, CT ⭐️⭐️⭐️⭐️⭐️
📍 Cosetta | Fairfield, CT ⭐️⭐️⭐️⭐️⭐️
📍 Nauti Dolphin | Fairfield, CT ⭐️⭐️⭐️⭐️
Fairfield Black Rock (aka Metro): Elicit Brewery & Sally’s Apizza
Fairfield Black Rock station sits just south of downtown Fairfield and has a slightly different energy. Black Rock is a neighborhood with its own identity, and these two spots reflect that.
Elicit Brewery is primarily a craft beer destination, but pizza is on the menu and it’s worth knowing about. The combination of a well-curated tap list and a solid pie makes this a natural post-commute stop for anyone who wants to decompress with something local and a little unexpected.
Sally’s Apizza brings one of New Haven’s most iconic names to Black Rock, and while nothing quite replicates the original Wooster Street experience, this location does the name proud. The New Haven-style apizza is the real deal — coal-fired, thin, blistered in exactly the right places. It’s not as storied as the original, but it’s still Sally’s. And Sally’s is still Sally’s.
📍 Elicit Brewery | Fairfield Metro, CT ⭐️⭐️⭐️⭐️
📍 Sally’s Apizza | Fairfield Metro, CT ⭐️⭐️⭐️⭐️⭐️
This Is Where the Trail Gets Personal
There’s a reason this stretch of the Metro-North New Haven Line feels different from the first leg. Greenwich to Darien is a rediscovery — places I grew up with, places that shaped what I think good pizza should taste like. But South Norwalk to Fairfield Metro is the present tense. These are the spots I still go to, still recommend, still walk into and feel immediately at home.
Part three of the Connecticut Pizza Trail picks up in Bridgeport and runs all the way to New Haven — where the legends live and the apizza debate never really ends.