Craitland has a long history of competing in the Microvision Song Contest, having successfully entered every edition of the reorganised format of the competition as well as numerous editions of its original incarnation. Although not one of the most successful nations in the contest's history, having only one win to its name, Craitland has performed notably consistently and has finished in second place on four occasions and in third place on a further five occasions. However, the Craitish capital city of Cherry Trees has played host to the contest on a record four occasions, having thrice been handed such rights due to the previous winning nation being unable to fulfil its requirement of hosting the subsequent edition.
A number of early editions of the contest have incomplete records of their entries and points allocations, meaning it is not possible to confirm Craitland's participation or lack thereof in these contests. However, Craitland's first ever Microvision entry is verified as being the song "Mouldy Old Dough" by Lieutenant Pigeon, though it cannot be confirmed for which edition this song was submitted.
Due to the incomplete nature of statistics prior to the reorganisation of the contest, this section does not include data from before the 2013 edition.
Note: Nations that won that year's contest are highlighted in green. In scenarios where a nation was disqualified but votes for that nation were not reallocated (such as in 2016), the disqualified nations are highlighted in red.
Most points given