Top Leaf Cigar Lounge

Top Leaf Cigar Lounge has quickly become one of the most beloved spots in Winston-Salem for anyone who takes their cigars seriously and their afternoons slow. Owned by JD Wilson, this is a lounge in the truest sense, a comfortable, home-like space where the vibe is grown and welcoming. Locals will tell you it feels like a British pub some days, the kind of place where you can watch the game, play a round of chess, or just let the time pass with a good stick in hand. The cigar selection is what draws serious smokers here.

On their shelves you'll find premium names like Liga Privada, Arturo Fuente, Drew Estate, Padron favorites and more, along with My Father, Oliva, Perdomo, Tatuaje, Plasencia, La Flor Dominicana, AJ Fernandez, Macanudo, La Gloria Cubana and Dunbarton Tobacco & Trust. There's Pappy Van Winkle on the list too, and plenty of boutique labels like Black Label Trading Company, Caldwell, Viaje and Hiram & Solomon. Ask anyone who shops here and they'll tell you the prices are fair and the staff know how to steer a first-timer toward something they'll enjoy. The people are a big part of the story.

JD is nearly always around, often with his Fly Tops and a cigar of his own, and folks speak just as warmly about the team behind the bar. Hannah and Ebony come up again and again for being personable and genuinely helpful, and even someone just passing through town leaves feeling like they found their home lounge. The drinks are strong and reasonable, the outdoor seating is a favorite in fair weather, and three quality air purifiers keep the space clean and comfortable. The lounge runs on a membership, though a day pass is easy to grab if you're new or visiting.

They don't serve food, but they're happy to let you order in from delivery services while you settle in. The word around Winston-Salem is simple: if you want a relaxed, well-stocked cigar lounge run by people who actually care, Top Leaf is worth the trip.