Woolloomooloo is a suburb in Sydney's Eastern Suburbs located just east of the CBD. This was a historically working-class neighborhood but has gentrified, bringing in new development, higher costs of living, and Australian celebrities.
Most residences here consist of renovated terraces densely packed along the neighborhood's narrow streets and pedestrian-only walkways. The refurbished Finger Wharf hosts a trendy hotel, luxury condos (including actor Russell Crowe's), and a number of upscale restaurants. Expensive yachts are moored in the adjacent marina.
The neighborhood still has plenty of more affordable dining and drinking options, which is appropriate given its history as a home to the men who once worked the cargo docks here. Among these options, Harry's Café de Wheels is the original late night drunk food, serving mushy peas, potatoes, and sauce since 1945.
There is a large homeless population here and the biggest men's homeless hostel in the city is also located in Woolloomooloo.
This neighborhood is also the base for two fleets of the Australian Navy, so military ships are a common site.
CBD: 2 km / 5-10 minutes by car / 10 minutes by transit
Chatswood: 11 km / 15-25 minutes by car / 30-35 minutes by transit
Parramatta: 33 km / 35-55 minutes by car / 40 minutes by transit
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