| 07 Oct 1911 | Barbados Second Eleven Challenge Cup 1911/12 | | Holborn v Lodge School |
| 21 Oct 1911 | Barbados Second Eleven Challenge Cup 1911/12 | | Holborn v Harrison College Second XI |
| 04 Nov 1911 | Barbados Second Eleven Challenge Cup 1911/12 | | Holborn v Spartan Second XI |
| 11 Nov 1911 | Barbados Second Eleven Challenge Cup 1911/12 | | Holborn v Combermere School |
| 02 Dec 1911 | Barbados Second Eleven Challenge Cup 1911/12 | | Holborn v Wanderers Second XI |
| 09 Dec 1911 | Barbados Second Eleven Challenge Cup 1911/12 | | Holborn v Leeward |
| 23 Dec 1911 | Barbados Second Eleven Challenge Cup 1911/12 | | Holborn v Pickwick Second XI |
| 06 Jul 1912 | Barbados Second Eleven Challenge Cup 1912/13 | | Holborn v Lodge School |
| 20 Jul 1912 | Barbados Second Eleven Challenge Cup 1912/13 | | Holborn v Pickwick Second XI |
| 31 Aug 1912 | Barbados Second Eleven Challenge Cup 1912/13 | | Holborn v Wanderers Second XI |
| 21 Sep 1912 | Barbados Second Eleven Challenge Cup 1912/13 | | Holborn v Spartan Second XI |
| 05 Oct 1912 | Barbados Second Eleven Challenge Cup 1912/13 | | Holborn v Harrison College Second XI |
| 12 Oct 1912 | Barbados Second Eleven Challenge Cup 1912/13 | | Holborn v Leeward |
| 30 Nov 1912 | Barbados Second Eleven Challenge Cup 1912/13 | | Holborn v Combermere School |
| 26 Jul 1913 | Barbados Second Eleven Challenge Cup 1913/14 | | Holborn v Lodge School |
| 09 Aug 1913 | Barbados Second Eleven Challenge Cup 1913/14 | | Holborn v Leeward |
| 23 Aug 1913 | Barbados Second Eleven Challenge Cup 1913/14 | | Holborn v Pickwick Second XI |
| 13 Sep 1913 | Barbados Second Eleven Challenge Cup 1913/14 | | Holborn v Spartan Second XI |
| 20 Sep 1913 | Barbados Second Eleven Challenge Cup 1913/14 | | Holborn v Wanderers Second XI |
| 11 Oct 1913 | Barbados Second Eleven Challenge Cup 1913/14 | | Holborn v Harrison College Second XI |
| 08 Nov 1913 | Barbados Second Eleven Challenge Cup 1913/14 | | Holborn v Combermere School |
| 04 Jul 1914 | Barbados Second Eleven Challenge Cup 1914/15 | | Holborn v Harrison College Second XI |
| 25 Jul 1914 | Barbados Second Eleven Challenge Cup 1914/15 | | Holborn v Pickwick Second XI |
| 29 Aug 1914 | Barbados Second Eleven Challenge Cup 1914/15 | | Holborn v Spartan Second XI |
| 31 Oct 1914 | Barbados Second Eleven Challenge Cup 1914/15 | | Holborn v Lodge School |
| 21 Nov 1914 | Barbados Second Eleven Challenge Cup 1914/15 | | Holborn v Wanderers Second XI |
| 28 Nov 1914 | Barbados Second Eleven Challenge Cup 1914/15 | | Holborn v Combermere School |
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