Macedonia participated in the Eurovision Song Contest 2016 with the song "Dona" written by Kaliopi and Romeo Grill. The song was performed by Kaliopi, who was internally selected by the Macedonian broadcaster Macedonian Radio Television (MRT) to compete for Macedonia at the 2016 contest in , Sweden. Kaliopi previously represented Macedonia in the Eurovision Song Contest 2012 with the song "Crno i belo", placing thirteenth in the final of the competition. At the time of Kaliopi's selection, the last time Macedonia qualified to compete in the final of the Eurovision Song Contest was when she represented the nation in 2012. Kaliopi's appointment as the Macedonian representative was announced on 24 November 2015, while her song, "Dona", was presented to the public in a television special titled Kaliopi za Makedonija (English: Kaliopi for Macedonia) on 7 March 2016.

Macedonia was drawn to compete in the second semi-final of the Eurovision Song Contest which took place on 12 May 2016. Performing during the show in position 8, "Dona" was not announced among the top 10 entries of the second semi-final and therefore did not qualify to compete in the final. It was later revealed that Macedonia placed eleventh out of the 18 participating countries in the semi-final with 88 points.

Prior to the 2016 contest, Macedonia had participated in the Eurovision Song Contest fifteen times since its first entry in 1998. The nation's best result in the contest to this point was twelfth, which it achieved in 2006 with the song "Ninanajna" performed by Elena Risteska. Following the introduction of semi-finals for the 2004, Macedonia had featured in only five finals.

The Macedonian national broadcaster, Macedonian Radio Television (MRT), broadcasts the event within Macedonia and organises the selection process for the nation's entry. Macedonia had previously selected their entry for the Eurovision Song Contest through both national finals and internal selections. MRT confirmed their intentions to participate at the 2016 Eurovision Song Contest on 25 September 2015. Between 2008 and 2011, Macedonia selected their entries using the national final Skopje Fest. During this period, the nation failed to qualify to the final on every occasion. Between 2012 and 2014, the broadcaster internally selected Macedonia's entry, resulting in a single qualification to the final during this period in 2012. For 2015, the nation returned to using Skopje Fest as a national final, selecting Daniel Kajmakoski and the song "Autumn Leaves" as their entry. Their 2015 entry failed to qualify Macedonia to the final for a third consecutive year in a row. For 2016, the broadcaster opted to internally select the Macedonian entry.

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