The glengarry cap or bonnet is of course associated with Scotland. We note them being worn in many other countries besides Scotland. Scottish boys wore them mostly with Highland kilt outfits. There were, however, other Scottish-styled outfits they were worn with in other countries. We have also noted boys in America, England, and France wearing them starting in the 19th century. Presumably they were also worn in Australia, Canada, New Zealand, and other British colonies with Scottish communities. They were normally worn with Scottish-styled outfits. American boys would wear them with other outfits besides kilts, but they were not particularly popular with kilt suits. The basic cap was widely worn by World War II militaries and the American Boy Scouts for several decades.

Figure 1.--This American boy from Baltimore wore a glengarry with a ruffled collar and plaid outfit, probably in the 1880s. You can see his glengarry set up to his lefton the pillsar. I'm not sure whsat kind of plaid outfit he was wearing.

America

We have also noted boys in America wearing Glengarries, beginning in the mid-19th century. They were normally worn with Scottish-styled outfits. American boys would wear them with other outfits besides kilts, but they were most popular with kiltsuits. Boys with Scottish heritage probably wore them, but Britain was very influetial with boys's fashions. Many boys with not Scottish ancestry wore them. We believe this was primarily a style fashionable with affluent, fashion conscious families. Thus the kilt suit was very popular for boys regardless of their ethnic heritage. The Baltimore boy here is a good example (figure 1).

England

Glengarries are normally seen as a Scottish cap style. They were often worn with kilts, but not always. We note portraits of English boys as well wearing Glengaries. We are not sure how common this was. We have a feeling it was more of an upper-class style and not very common. Most of the portraits we have noted ae from the 19th century. They may have been worn by boys with Scottish family connections. More likely may have been that the Queen Victoria and the Royal fanily had made Scottish styles popular.

France

Scottish styles were popular in Europe during the 19th century. Boys not only wore kilts, but tartan fabric and patterns were employed in dresses and other garments. We believe that Scottish styles were more popular in the mid-19th century, but this is a topic that needs to be pursued in more detail. We notice a modern recreation showing a French boy wearing a Glengary with a 19h century dress. We note images from the 19th showing younger French boys wearing Glengaries as a kind of dress headwear. We do not believe this was very common, but more of a style for well-to-fo, fashionable families. We also notice a French boy wearing a Glengary in Normabdy during World war II. One might think he got it from a British soldier.

Scotland

The glengarry cap or bonnet is of course associated with Scotland. We note them being worn in many other countries besides Scotland. Scottish boys wore them mostly with Highland kilt outfits. There were, however, other Scottish-styled outfits they were worn with in other countries.
America

Other Countries

Presumably they were also worn in Australia, Canada, New Zealand, and other British colonies.