Chester Moores was a member of the first party to complete a loop around Mount Hood in an automobile in one day.  They did it as part of an expedition he wrote about in a wonderful article written in the 18 July 1915 edition of The Sunday Oregonian.  They spent eleven hours out on the roads, starting with the Columbia River Gorge Highway only completed in parts the year before.  Construction of that road in Hood River and Wasco Counties would not be completed for several years.  They ended up on earlier roads, much steeper and narrower.  He writes of encountering grades of 25 to 30%. The actual Mount Hood Loop would take longer.