The Railway

Walk down New Street and you'll find yourself in the kind of place where the regulars genuinely outnumber the tourists—which in Cheltenham is saying something. The Railway has that lived-in comfort of a pub that's been doing its thing for years without needing to reinvent itself every five minutes. You'll get solid cask ales, a menu that leans into proper pub classics, and a general sense that whoever's running it actually cares about the place feeling welcoming rather than Instagram-ready.