Woolloomooloo is a harbourside, inner-city eastern suburb of Sydney, in the state of New South Wales, Australia. Woolloomooloo is located 1.5 kilometres east of the Sydney central business district, in the local government area of the City of Sydney.

The suburb is located in a low-lying, former docklands area at the head of Woolloomooloo Bay, on Sydney Harbour. The Domain sits to the west, the locality of East Sydney is near the south-west corner of the suburb and the locality of Kings Cross is near the south-east corner.

The suburb has historically been a poorer working class district of Sydney. This has changed only recently with recent gentrification of the inner city areas of Sydney. The redevelopment of the waterfront, particularly the construction of the housing development on the Finger Wharf, has caused major change.

Over the years, many restaurants and cafes have opened up in Woolloomooloo. The waterfront provides a fantastic backdrop for these businesses. However, the first ever cafe and famous Sydney icon will have to be Harry's Cafe de Wheels. This is where you can find the famous Tiger pie with peas and mash. Harry's Cafe de Wheels have visitors from all over the world patronising this small cart in Woolloomooloo and over the years, many celebrities have visited this small cafe despite the lack of seats.