Head to Head
| USA USL League Two | 2019/05/17 23:00 | AC Connecticut v Western Mass Pioneers | D | 0-0 |
| USA USL PDL | 2018/07/13 23:30 | Western Mass Pioneers v AC Connecticut | W | 3-0 |
| USA USL PDL | 2018/06/08 23:30 | Western Mass Pioneers v AC Connecticut | W | 4-0 |
| USA USL PDL | 2018/05/19 22:00 | AC Connecticut v Western Mass Pioneers | W | 1-2 |
| USA USL PDL | 2017/06/30 23:30 | Western Mass Pioneers v AC Connecticut | W | 3-2 |
| USA USL PDL | 2017/05/19 23:00 | AC Connecticut v Western Mass Pioneers | W | 0-2 |
Home History
| USA USL League Two | 2019/06/09 22:00 | GPS Portland Phoenix v Western Mass Pioneers | D | 1-1 |
| USA USL League Two | 2019/06/05 23:00 | Western Mass Pioneers v Black Rock FC | W | 2-0 |
| USA USL League Two | 2019/06/01 23:30 | Westchester Flames v Western Mass Pioneers | W | 1-5 |
| USA USL League Two | 2019/05/30 00:00 | Boston Bolts v Western Mass Pioneers | W | 0-4 |
| USA USL League Two | 2019/05/24 23:30 | Western Mass Pioneers v GPS Portland Phoenix | W | 1-0 |
| USA USL League Two | 2019/05/19 20:00 | Seacoast United Phantoms v Western Mass Pioneers | W | 0-2 |
| USA USL League Two | 2019/05/17 23:00 | AC Connecticut v Western Mass Pioneers | D | 0-0 |
| USA USL PDL | 2018/07/15 22:00 | GPS Portland Phoenix v Western Mass Pioneers | W | 2-3 |
Away History
| USA USL League Two | 2019/06/08 23:00 | AC Connecticut v Manhattan SC | L | 1-2 |
| USA USL League Two | 2019/06/05 23:00 | Manhattan SC v AC Connecticut | L | 5-1 |
| USA USL League Two | 2019/06/01 16:00 | AC Connecticut v GPS Portland Phoenix | L | 0-2 |
| USA USL League Two | 2019/05/31 23:00 | AC Connecticut v Seacoast United Phantoms | L | 0-1 |
| USA USL League Two | 2019/05/22 23:30 | Westchester Flames v AC Connecticut | D | 1-1 |
| USA USL League Two | 2019/05/17 23:00 | AC Connecticut v Western Mass Pioneers | D | 0-0 |
| USA USL PDL | 2018/07/14 19:00 | Seacoast United Phantoms v AC Connecticut | W | 3-4 |
| USA USL PDL | 2018/07/13 23:30 | Western Mass Pioneers v AC Connecticut | L | 3-0 |