Dullstroom was established as the work of a settlement company founded in 1883 by its namesake Dutchman Wolterus Dull, at the invitation of State President of the South African Republic Paul Kruger, to settle Dutch immigrants.

By 1893, the population had reached 48 people in eight houses, served by three stables, ten cattle pens, and a small trading company and store.

After fly fishing, originally a New England pastime, became popular with the wealthy residents of Johannesburg, properties with trout dams were purchased, which are still used today.

From October to April, the town sees a significant amount of rainfall (higher than nearby Johannesburg to the west), in contrast with winter, where precipitation lacks.

Its relatively cool and temperate climate has made Dullstroom the only place in South Africa where beech and elm trees grow, which were originally planted by Dutch colonists.

The festival also hosts a kid's zone for young visitors as well as food stalls, artist exhibits, and whisky pairings stands.