Annie (Sydney 2025 production)
Photograph: Crossroads Live/Daniel Boud
Photograph: Crossroads Live/Daniel Boud

The best musicals in Sydney

Here are our picks of Sydney's biggest all-singing, all-dancing stage spectaculars

Alannah Sue
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Look sharp, triple threats! Sydney is a hotbed for showstoppers, with major musicals passing through our theatres every month, including both homegrown gems and large-scale spectacle from Broadway and the West End. These are all the biggest shows that are playing right now.

RECOMMENDED: Check out the best shows to see in Sydney this month.

Musical theatre in Sydney

  • Musicals
  • Sydney
  • 3 out of 5 stars
  • Recommended
Pretty Woman: The Musical has arrived at the Theatre Royal for its Sydney debut. Directed by two-time Tony Award winner Jerry Mitchell, the feel-good stage spin of the classic film will leave you dancing in your seat, if not deeply moved. What the production sometimes lacks in depth, it makes up for in nostalgia, charm and good vibes. What is the premise of Pretty Woman: The Musical? The production follows Vivian Ward (Samantha Jade), a sex worker working on Hollywood Boulevard to survive. Despite her edgy exterior, Vivian dreams of a life captured in the song ‘Anywhere But Here’. Her luck begins to change when she meets businessman Edward Lewis (Ben Hall). What starts as a one-night business transaction turns into a longer deal – for $3000, Vivian becomes Edward’s partner for six days, while he secures a business deal, all whilst staying in the glamourous penthouse suite of the Beverly Wilshire Hotel. The mix of business, pleasure and pastel sunsets results in a cocktail of romantic fantasy, class mismatch and questions about who is really saving whom. Who are the cast and crew of Pretty Woman: The Musical? In her theatrical debut, singer-songwriter Samantha Jade is Vivian, opposite Ben Hall’s Edward. The pair have moments of flirtatious charm, which show glimmers of chemistry, but struggle to transition this spark into the sweeping passion the narrative is reaching for by its final scenes. Jade and Hall are supported by Tim Omaji as Happy Man/Mr Thompson, and Michelle...
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