Editing Sydney (section)

==== Conflict on the Cumberland Plain ====
In 1804, Irish convicts led around 300 rebels in the [[Castle Hill convict rebellion|Castle Hill Rebellion]], an attempt to march on Sydney, commandeer a ship, and sail to freedom.<ref>Karskens (2009). pp. 29–297</ref> Poorly armed, and with their leader Philip Cunningham captured, the main body of insurgents were routed by about 100 troops and volunteers at [[Rouse Hill, New South Wales|Rouse Hill]]. At least 39 convicts were killed in the uprising and subsequent executions.<ref>{{Cite web |date=30 June 2021 |title=Castle Hill Rebellion |url=https://www.nma.gov.au/defining-moments/resources/castle-hill-rebellion |access-date=31 August 2021 |website=nma.gov.au |language=en-US |archive-date=10 August 2021 |archive-url=https://web.archive.org/web/20210810081550/https://www.nma.gov.au/defining-moments/resources/castle-hill-rebellion |url-status=live }}</ref><ref name="whitaker22">{{cite web |author=Whitaker, Anne-Maree |year=2009 |title=Castle Hill convict rebellion 1804 |url=http://www.dictionaryofsydney.org/entry/castle_hill_convict_rebellion_1804 |access-date=3 January 2017 |work=[[Dictionary of Sydney]] |archive-date=4 March 2018 |archive-url=https://web.archive.org/web/20180304231534/https://dictionaryofsydney.org/entry/castle_hill_convict_rebellion_1804 |url-status=live }}</ref>

As the colony spread to the more fertile lands around the [[Hawkesbury River]], north-west of Sydney, conflict between the settlers and the [[Darug]] people intensified, reaching a peak from 1794 to 1810. Bands of Darug people, led by [[Pemulwuy]] and later by his son [[Tedbury]], burned crops, killed livestock and raided settler stores in a pattern of resistance that was to be repeated as the [[Australian frontier wars|colonial frontier expanded]]. A military garrison was established on the Hawkesbury in 1795. The death toll from 1794 to 1800 was 26 settlers and up to 200 Darug.<ref>Flood, Josephine (2019). p. 66</ref><ref>Broome, Richard (2019). pp. 25–26</ref>

Conflict again erupted from 1814 to 1816 with the expansion of the colony into Dharawal country in the Nepean region south-west of Sydney. Following the deaths of several settlers, Governor Macquarie dispatched three military detachments into Dharawal lands, culminating in the [[Appin Massacre|Appin massacre]] (April 1816) in which at least 14 Aboriginal people were killed.<ref>Flood, Josephine (2019). p. 70</ref><ref>{{Cite book |last1=Banivanua Mar |first1=Tracey |title=The Cambridge History of Australia, Volume I |last2=Edmonds |first2=Penelope |year=2013 |pages=344 |chapter=Indigenous and settler relations}}</ref>