The first member of the Legislative Assembly elected in the Okotoks-High River electoral district was United Farmers of Alberta representative George Hoadley, who had previously held the former Okotoks electoral district through its entire history from 1909 to 1930. Hoadly would soundly defeat his Liberal opponent and former Mayor from 1928-1929 Malcolm MacGougan. Hoadley would fail to hold the seat in the 1935 Alberta general election, falling to Social Credit candidate William Morrison. Morrison would defeat two other candidates, Liberal A. S. Dick and future Mayor of Okotoks and Conservative Victor E. Hessell. Morrison would only represent the district for a couple of weeks before resigning to provide a seat for newly confirmed party leader and PremierWilliam Aberhart. Aberhart had convinced Morrison to resign so that he could take the seat and provide cabinet representation to southern Alberta to quell complaints about the lack of ministers for the region. Morrison's resignation occurred before the newly elected Legislative Assembly had its first sitting. Aberhart would only represent the district for one sitting, choosing to contest the 1940 Alberta general election in the Calgary electoral district.
On October 30, 1957, a stand-alone plebiscite was held province wide in all 50 of the then current provincialelectoral districts in Alberta. The government decided to consult Alberta voters to decide on liquor sales and mixed drinking after a divisive debate in the Legislature. The plebiscite was intended to deal with the growing demand for reforming antiquated liquor control laws. The plebiscite was conducted in two parts. Question A asked in all districts, asked the voters if the sale of liquor should be expanded in Alberta, while Question B asked in a handful of districts within the corporate limits of Calgary and Edmonton asked if men and woman were allowed to drink together in establishments. Province wide Question A of the plebiscite passed in 33 of the 50 districts while Question B passed in all five districts. Okotoks-High River voted in favour of the proposal by a wide margin. Voter turnout in the district was well above the province wide average of 46%. Official district returns were released to the public on December 31, 1957. The Social Credit government in power at the time did not considered the results binding. However the results of the vote led the government to repeal all existing liquor legislation and introduce an entirely new Liquor Act. Municipal districts lying inside electoral districts that voted against the Plebiscite were designated Local Option Zones by the Alberta Liquor Control Board and considered effective dry zones, business owners that wanted a license had to petition for a binding municipal plebiscite in order to be granted a license.