| Date | Competition | Home | | | | Away | Scored | MOTM | | | |
| 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 |
|
|
-
|
|
| 24/09/2023 | Fourth Division | THE CHERRY TREE FC |
16
|
V
|
0
| WASHINGTON SPECULATION SPARTANS FC | 1 |
|
|
|
|
| 08/10/2023 | Fourth Division | THE CHERRY TREE FC |
15
|
V
|
1
| BARELY ATHLETIC FC | 3 |
MOTM
|
|
|
|
| 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 |
|
|
|
|
| 19/11/2023 | Billy Pemberton Memorial Trophy spons by Southwick FC 1st Rnd. | THE CHERRY TREE FC |
2
|
V
|
1
| WEAR UNITED FC | 0 |
|
|
|
|
| 17/12/2023 | Fourth Division | WEAR UNITED VEDRA FC |
1
|
V
|
2
| THE CHERRY TREE FC | 0 |
|
|
|
|
| 07/01/2024 | Fourth Division | THE CHERRY TREE FC |
4
|
V
|
1
| NEW DERBY 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 | 1 |
MOTM
|
|
|
|
| 25/02/2024 | Fourth Division | PENNYWELL COMRADES FC |
0
|
V
|
2
| THE CHERRY TREE FC | 1 |
|
|
|
|
| 10/03/2024 | Fourth Division | THE CHERRY TREE FC |
2
|
V
|
1
| AFC HOUGHTON FC | 0 |
|
|
|
|
| 24/03/2024 | Fourth Division | WHITBURN SC FC |
2
|
V
|
7
| THE CHERRY TREE FC | 0 |
|
|
|
|