Head to Head
| USA - USL League Two | 2023/05/31 00:30 | Boston City FC v Western Mass Pioneers | W | 1-10 |
| USA - USL League Two | 2022/06/10 23:00 | Western Mass Pioneers v Boston City FC | W | 3-0 |
| USA - USL League Two | 2022/05/11 23:00 | Boston City FC v Western Mass Pioneers | L | 2-0 |
Home 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 |
Away History
| USA - USL League Two | 2024/05/19 23:00 | Boston City FC v Vermont Green | L | 0-3 |
| USA - USL League Two | 2023/07/16 23:00 | Vermont Green v Boston City FC | L | 6-1 |
| USA - USL League Two | 2023/07/11 20:00 | Black Rock FC v Boston City FC | L | 3-0 |
| USA - USL League Two | 2023/07/07 23:00 | Boston City FC v Boston Bolts | D | 0-0 |
| USA - USL League Two | 2023/07/01 23:00 | Boston City FC v Pathfinder FC | L | 0-2 |
| USA - USL League Two | 2023/06/28 23:00 | Boston Bolts v Boston City FC | L | 3-1 |
| USA - USL League Two | 2023/06/21 22:00 | Seacoast United Phantoms v Boston City FC | L | 3-1 |
| USA - USL League Two | 2023/06/18 19:00 | AC Connecticut v Boston City FC | L | 4-0 |
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