S & S Candy & Cigar Co

S & S Candy & Cigar Co is one of those classic Pittsburgh spots that has been around for decades, and locals will tell you it earns every bit of its strong reputation. Part candy store, part cigar shop, it's the kind of place that feels like a step back in time. People come in for candy in bulk, the old-fashioned kinds you remember from childhood, and more than a few walk out surprised by what else they found. As one regular put it, they always end up spending more than they planned.

The cigar side is the real find here. A well stocked humidor carries a wide variety, and folks who know their tobacco appreciate the range. You'll also find rolling papers, tobacco pipes, cigarettes, and smoking accessories, so it works as a proper stop for the essentials as well as a candy fix. The old-timey candy pulls in a whole different crowd, from peach rings and double bubble gum to dark chocolate bars, and the two sides of the business live comfortably side by side.

Ask anyone who shops here and the staff comes up fast. Fran, Sean and the rest of the team are the sort people describe as family, friendly and genuinely knowledgeable, the kind who keep your favorites stocked and remember you when you come back. One longtime shopper who has been coming for decades called it a classic Pittsburgh business success, and plenty agree. Worth knowing before you go: at the moment they're serving through a walk-up window rather than the full store, with plans to reopen inside in the near future, and there's a drive-through for quick trips.

Once you find it, it tends to become a weekly habit. If you're after a candy store and cigar shop in Pittsburgh with real history behind it, S & S is well worth seeking out.