Teams Winslow Ashby played for
| Main FC | Barbados (1970/71-1974/75) |
| West Indies Competition | Barbados (1970/71-1974/75) |
| Miscellaneous | Barbados Under-20s (1969) |
| Barbados Under-19s (1969/70-1972) | |
| West Indies Young Cricketers (1970) | |
| Barbados (1972/73) | |
| Barbados XI (1974/75) |
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