This image is from the City of Sydney's Sydney Streets exhibition : http://www.cityofsydney.nsw.gov.au/history/SydneyStreets

City of Sydney
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Past their use-by date

Deteriorating woodblocked road surface in Castlereagh Street, between Goulburn and Liverpool Streets, 1932. The holes have been spot filled with bitumen, but the uneven road surface remained a hazard. The Council reconstructed parts of Castlereagh Street in 1932, replacing the woodblocks with sheet asphalt on a concrete base.

(image: City of Sydney Archives, CRS 57/314)