The business was initially established in 1850 as the Bonnie Laddie, and also traded as the Gum Tree Tavern.
Alexander Warren had been granted lot R25 in the original townsite of Toodyay, Western Australia in October 1849.
He very quickly applied for a publican's license, which was granted in early 1850, and named his inn the Bonnie Laddie.
Nevertheless, on 29 October 1856, he fulfilled his commitment to the Agricultural Society's festivities by hosting an excellent luncheon served up in superior style.
That same day, Isaac Doust signed an agreement to purchase lots R24, R25, R26, R27, R28 and R45 and take over the debt of three hundred pounds owed to Farmaner and Padbury.
On obtaining his publican's license, Doust chose to name the hotel the Highland Laddie.
In September 1859, Doust was declared insolvent and all household furniture, goods, and effects were sold by auction at the Toodyay Fair of that year.