Seven years ago Blue Mountains resident Sandy Luxford wondered what sort of festival might inject a bit of frivolous fun into the annual events calendar. It didn’t take long to realise that the region’s Art Deco shop fronts, old world hotels with grand ballrooms, beautiful tearooms and formal gardens were perfect venues to recapture the glamour of the 1920s and the Jazz Age. Today more than 400 people dress up in flapper dress and feathers to take part in the annual Charleston Challenge that literally kicks off the three-week festival. This headline event and others such as the Long Lunch and the Shanghai Nights soiree take place in the stunning Hydro Majestic Hotel at Medlow Bath. Others, like the grand Art Deco Ball, and the Mad Hatters’ Tea Party are held in the 1888-built Carrington Hotel with its sweeping driveway, marble terrace and ballroom. Music lovers can groove to blues, jazz, tango and ukulele music in little speakeasys and old-world bars, while fashion parades and high-teas are also on the agenda throughout February.