The suburb that gives everyone pause (when they're trying to spell it) is one of Sydney's most dramatically gentrified – at least around the Finger Wharf (probably the coolest apartment block in the whole of Australia) on which you'll find look-at-me hotspots like Ovolo Hotel, Otto, China Doll and Aki's.
Bordered by the Domain, Kings Cross and Potts Point, the harbourside suburb is home to a real grabbag of Sydney landmarks, including the Andrew Boy Charlton Pool, Garden Island Naval Base and the Matthew Talbot Hostel, the largest hostel for homeless men in the Southern Hemisphere.
The best restaurants in Woolloomooloo
The best bars in Woolloomooloo
Other things to do in Woolloomooloo
Many have called Woolloomooloo’s historic Gunnery Building ‘home’ over the years, including squatting artists in the ’80s....
This contemporary art gallery was started by artists Jasper Knight, Oliver Watts, Julian Meagher and Dougal Phillips in 2007, and showcases emerging...
Australia's longest-running artist-led initiative moved to new, bigger premises in March 2014; four galleries, two artist studios, and a backyard....
Old Fitzroy Theatre
Over the years, the well-worn boards of the Old Fitz' theatre have been trodden by a mix of Sydney stars and stars-in-the-making, including Tim Minchin,...