Teams Herbert Caldwell played for
| Miscellaneous | Gentlemen of Loretto School (1879) |
| Loretto School (1880) | |
| South of Scotland (1882) | |
| Edinburgh (1883-1889) | |
| Fettesian Lorettonians (1884-1892) | |
| Scotland (1886) | |
| Grange (1886-1887) | |
| Bryn-y-Neuadd (1887) | |
| Marylebone Cricket Club (1888-1889) | |
| Gentlemen of Edinburgh (1889) | |
| East of Scotland (1890) | |
| Lasswade (1893) |
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