A by-election was held for the New South Wales Legislative Assembly electorate of Ashfield on 16 August 1905 because of the resignation of Frederick Winchcombe who took an extended trip to Europe.
| Date | Event | |
|---|---|---|
| 3 August 1905 | Frederick Winchcombe resigned.[1] | |
| 4 August 1905 | Writ of election issued by the Speaker of the Legislative Assembly.[2] | |
| 11 August 1905 | Nominations | |
| 16 August 1905 | Polling day | |
| 25 August 1905 | Return of writ |