Head to Head
| USA USL League Two | 2023/07/07 23:00 | Western Mass Pioneers v Vermont Green | L | 1-0 |
| USA USL League Two | 2023/06/17 23:00 | Vermont Green v Western Mass Pioneers | L | 0-1 |
| USA USL League Two | 2022/07/17 22:00 | Vermont Green v Western Mass Pioneers | W | 1-0 |
| USA USL League Two | 2022/06/25 22:30 | Western Mass Pioneers v Vermont Green | L | 3-2 |
Home History
| USA USL League Two | 2024/05/19 23:00 | Boston City FC v Vermont Green | W | 0-3 |
| USA US Open Cup | 2024/04/03 23:00 | Vermont Green v Carolina Core FC | L | 1-2 |
| USA US Open Cup | 2024/03/19 23:00 | Vermont Green v Lexington SC | W | 4-3 |
| USA USL League Two | 2023/07/16 23:00 | Vermont Green v Boston City FC | W | 6-1 |
| USA USL League Two | 2023/07/12 21:00 | Pathfinder FC v Vermont Green | D | 1-1 |
| USA USL League Two | 2023/07/07 23:00 | Western Mass Pioneers v Vermont Green | L | 1-0 |
| USA USL League Two | 2023/07/02 17:00 | Vermont Green v Black Rock FC | W | 3-1 |
| USA USL League Two | 2023/06/27 22:00 | Seacoast United Phantoms v Vermont Green | W | 1-2 |
Away History
| USA USL League Two | 2024/05/18 23:00 | Western Mass Pioneers v Pathfinder FC | W | 4-0 |
| USA USL League Two | 2024/05/14 23:00 | Boston Bolts v Western Mass Pioneers | W | 0-1 |
| USA US Open Cup | 2024/03/21 23:30 | Western Mass Pioneers v Union Omaha | L | 0-4 |
| USA USL League Two | 2023/07/21 21:00 | North Carolina Fusion U23 v Western Mass Pioneers | L | 2-1 |
| USA USL League Two | 2023/07/15 23:00 | Western Mass Pioneers v AC Connecticut | W | 5-1 |
| USA USL League Two | 2023/07/11 23:00 | Albany Rush v Western Mass Pioneers | W | 1-4 |
| USA USL League Two | 2023/07/07 23:00 | Western Mass Pioneers v Vermont Green | W | 1-0 |
| USA USL League Two | 2023/06/30 23:00 | Western Mass Pioneers v Albany Rush | W | 3-1 |