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....
Chops 'N Charlie
Get the chop
Moths in your wallet? Ants in your pants? Bliss offers a discount "full body massage" for a very small wad. Full body massages (including body sliding) at...
Every Monday and Wednesday evening, former Australian amateur boxing and Golden Gloves heavyweight champ Michael Isgro welcomes anyone who wants to learn...