Plovdiv is one of the oldest continuously inhabited cities in Europe — founded over 8,000 years ago, settled by Thracians, conquered by Philip II of Macedon (who renamed it Philippopolis), developed by the Romans into a major city of the Via Militaris, layered with Byzantine, Ottoman and Bulgarian National Revival architecture, and named European Capital of Culture 2019. The Old Town (Stariya Grad) on three syenite hills above the Maritsa river is one of the finest collections of Bulgarian National Revival architecture in existence — ornate 19th-century merchant houses overhanging cobblestone streets above the ruins of a Roman theatre still used for summer concerts. The city is also the most authentic and affordable in Bulgaria, with a thriving arts and café scene that has developed rapidly since 2010.
From London and several UK airports it's three hours — Ryanair flies from Stansted and several regional airports to Sofia (150km, 2 hours by bus) or directly to Plovdiv Airport (12km from the centre, taxi BGN 15). Wizz Air flies from Luton and other UK airports to Sofia. Go from April to October for the Old Town walking, the Roman theatre concerts (June to October) and the outdoor café culture of Kapana. December brings a Christmas market to the main square. Plovdiv is extraordinarily cheap by western European standards — a full dinner with wine costs under £15.