Head to Head
| USA USL League Two | 2023/07/15 23:00 | Western Mass Pioneers v AC Connecticut | L | 5-1 |
| USA USL League Two | 2023/06/10 23:00 | AC Connecticut v Western Mass Pioneers | L | 1-2 |
| USA USL League Two | 2022/07/16 00:00 | Western Mass Pioneers v AC Connecticut | L | 4-0 |
| USA USL League Two | 2022/07/09 16:00 | AC Connecticut v Western Mass Pioneers | L | 1-4 |
| USA USL League Two | 2021/07/02 23:30 | Western Mass Pioneers v AC Connecticut | L | 4-0 |
| USA USL League Two | 2021/06/11 23:30 | Western Mass Pioneers v AC Connecticut | L | 3-0 |
| USA USL League Two | 2021/05/26 23:00 | AC Connecticut v Western Mass Pioneers | L | 0-2 |
| USA USL League Two | 2019/06/14 23:30 | Western Mass Pioneers v AC Connecticut | L | 4-0 |
Home History
| USA USL League Two | 2024/05/22 23:00 | Boston Bolts v AC Connecticut | D | 1-1 |
| USA USL League Two | 2024/05/18 22:00 | Seacoast United Phantoms v AC Connecticut | L | 6-1 |
| USA USL League Two | 2023/07/15 23:00 | Western Mass Pioneers v AC Connecticut | L | 5-1 |
| USA USL League Two | 2023/07/11 23:00 | AC Connecticut v Seacoast United Phantoms | L | 1-2 |
| USA USL League Two | 2023/07/08 20:00 | Black Rock FC v AC Connecticut | W | 0-2 |
| USA USL League Two | 2023/07/01 16:00 | Boston Bolts v AC Connecticut | L | 8-1 |
| USA USL League Two | 2023/06/28 23:00 | AC Connecticut v Albany Rush | L | 0-1 |
| USA USL League Two | 2023/06/24 23:00 | Vermont Green v AC Connecticut | L | 6-3 |
Away History
| USA USL League Two | 2024/05/22 23:00 | Albany Rush v Western Mass Pioneers | W | 0-4 |
| 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 |