Oscar and Friends

Oscar and Friends is a corner gem, set among the luxury boutiques and Euro-inspired cafes in Double Bay’s high street.    

A high ceiling punctuated by overhead windows makes this one of Sydney’s most bright and spacious booksellers. And once you count the lamp-lit displays, the linen-clad clientele and the enormous bookshelf spanning the entire back wall, it probably ranks among the city’s best-looking, hands down. 

It opened in 2006 and is the first of two Oscar and Friends stores. The second – a much more intimate spin-off in Surry Hills – hosts the bookseller’s popular monthly book club. Double Bay is where you’ll find the biggest range, though. There’s ample real estate for the best in contemporary fiction, political science and cookbooks, plus a huge section just for kids.   The “Oscar” in Oscar and Friends pays homage to Irish playwright Oscar Wilde, one of owner Charlotte MacKenzie’s favourite writers. You can bet there’s a copy of his seminal work, The Picture of Dorian Gray, hiding somewhere in this well-curated shop.

Updated: February 1st, 2021

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