What makes Surry Hills so great? It's a melting pot of Sydney's best cultural clichés - ironic-bogans attend gallery openings with hipster coffee-brewers and art-wankers frequent cafes with boutique-tradies. It may sound pretentious, but Surry Hills is your carefully considered, well-styled friend who can be a little rough around the edges, but somehow oozes a cool that you'll always aspire to. Whether it's meeting with someone to discuss their screenplay at an alleyway coffee shop, or grabbing an artisanal whiskey at a hole-in-the-wall bar, Surry Hills is a place to spend a lazy weekend filling your Instagram with aesthetically pleasing shots to brag about. Plan all you want, but any local will tell you that Surry is best experienced with only a vague idea of where you’re headed - leaving yourself enough space to stumble across that new gallery, or that awesome pub on the corner. So roll up your chinos, and get stumbling.