| Date | Competition | Home | | | | Away | Scored | MOTM | | | |
| 06/08/2023 | League Cup 1st Round Sponsored by Specsavers | THE CHERRY TREE FC |
3
|
V
|
3
| AFC WASHINGTON NOVELLOS | 0 |
|
|
|
|
| 20/08/2023 | Fourth Division | THE CHERRY TREE FC |
4
|
V
|
0
| FARRINGDON DETACHED FREE GARDNERS | 0 |
|
|
|
|
| 03/09/2023 | Fourth Division | VELOCITY THE COLLIERY TAVERN FC |
0
|
V
|
4
| THE CHERRY TREE FC | 0 |
|
|
|
|
| 10/09/2023 | Fourth Division | NEW DERBY FC |
0
|
V
|
5
| THE CHERRY TREE FC | 0 |
|
|
|
|
| 17/09/2023 | League Cup 2nd Round Sponsored by Specsavers | VELOCITY THE ROYALTY FC |
1
|
V
|
10
| THE CHERRY TREE FC | 0 |
|
|
|
|
| 08/10/2023 | Fourth Division | THE CHERRY TREE FC |
15
|
V
|
1
| BARELY ATHLETIC FC | 2 |
|
|
|
|
| 22/10/2023 | League Cup 3rd Round Sponsored by Specsavers | THE CHERRY TREE FC |
0
|
V
|
5
| SKY LOUNGE UNITED FC | 0 |
|
|
|
|
| 05/11/2023 | Fourth Division | THE CHERRY TREE FC |
9
|
V
|
0
| WEST END THE MONUMENT FC | 0 |
|
|
|
|
| 12/11/2023 | Fourth Division | THE CHERRY TREE FC |
3
|
V
|
1
| THE GUIDE POST FC | 0 |
|
|
|
|
| 07/01/2024 | Fourth Division | THE CHERRY TREE FC |
4
|
V
|
1
| NEW DERBY FC | 0 |
|
|
|
|
| 14/01/2024 | Fourth Division | WASHINGTON SPECULATION SPARTANS FC |
0
|
V
|
14
| THE CHERRY TREE FC | 0 |
|
|
|
|
| 21/01/2024 | Fourth Division | AFC HOUGHTON FC |
0
|
V
|
2
| THE CHERRY TREE FC | 0 |
|
|
|
|
| 04/02/2024 | Billy Pemberton Memorial Trophy spons by Southwick FC 2nd Rnd. | HEPPIES FC |
4
|
V
|
1
| THE CHERRY TREE FC | 0 |
|
|
|
|
| 11/02/2024 | Fourth Division | BARELY ATHLETIC FC |
1
|
V
|
17
| THE CHERRY TREE FC | 0 |
|
|
|
|
| 18/02/2024 | Fourth Division | FARRINGDON DETACHED FREE GARDNERS |
0
|
V
|
4
| THE CHERRY TREE FC | 0 |
|
|
|
|
| 03/03/2024 | Fourth Division | WEST END THE MONUMENT FC |
1
|
V
|
9
| THE CHERRY TREE FC | 1 |
|
|
|
|
| 17/03/2024 | Fourth Division | THE CHERRY TREE FC |
5
|
V
|
0
| VELOCITY THE COLLIERY TAVERN FC | 0 |
|
|
|
|
| 31/03/2024 | Fourth Division | THE WHEELHOUSE FC |
2
|
V
|
3
| THE CHERRY TREE FC | 0 |
|
|
|
|
| 07/04/2024 | Fourth Division | THE CHERRY TREE FC |
11
|
V
|
0
| WHITBURN SC FC | 0 |
|
|
|
|
| 14/04/2024 | Fourth Division | THE CHERRY TREE FC |
3
|
V
|
1
| THE WHEELHOUSE FC | 0 |
|
|
|
|