 Boston Jr. Terriers 14U Red Tier II 14 American Upper- Winter 23-24 [change]
| December 2023 | | Date | Team(s) | Event | Location | Time/Result | Season/Tourney | Details | | Sun, 12/3 |   Boston Jr. Terriers 14U Red Tier II 3
Wizards 14U Major 3 Tier II 3 | Game | Edge Sports Center Upper
| Final | 2023-2024 Winter Season | | | Sun, 12/10 | Wizards 14U Major 3 Tier II 2
Boston Jr. Terriers 14U Red Tier II 2 | Game | Canton Sportsplex Rink A
| Final | 2023-2024 Winter Season | | | Sun, 12/17 |  Boston Jr. Terriers 14U Red Tier II 3
 Cape Cod Storm 14U Tier II 5 | Game | Falmouth Ice Arena
| Final | 2023-2024 Winter Season | | | January 2024 | | Date | Team(s) | Event | Location | Time/Result | Season/Tourney | Details | | Sun, 1/14 |  Islanders 14U FS 1 Tier II 2
Boston Jr. Terriers 14U Red Tier II 3 | Game | Canton Sportsplex Rink A
| Final | 2023-2024 Winter Season | | | Sun, 1/21 |  Boston Jr. Terriers 14U Red Tier II 1
Bay State Breakers 14U White Tier II 3 | Game | Rockland Arena
| Final | 2023-2024 Winter Season | | | Sun, 1/28 |  Assabet 14U Red Major 2 Tier II 3
Boston Jr. Terriers 14U Red Tier II 0 | Game | Canton Sportsplex Rink A
| Final | 2023-2024 Winter Season | | | February 2024 | | Date | Team(s) | Event | Location | Time/Result | Season/Tourney | Details | | Sun, 2/4 |  Boston Jr. Terriers 14U Red Tier II 1
Charles River South 14U NB Tier II 1 | Game | Boch Ice Center
| Final | 2023-2024 Winter Season | | | Sun, 2/11 | Cape Cod Storm 14U Tier II 1
Boston Jr. Terriers 14U Red Tier II 1 | Game | Canton Sportsplex Rink A
| Final | 2023-2024 Winter Season | | | Sat, 2/17 |  NS Vipers 14U 13-1 Red Tier II 1
Boston Jr. Terriers 14U Red Tier II 3 | Game | Mark Bavis Ice Arena -A
| Final | 2023-2024 Winter Season | | | Sun, 2/18 |  Boston Jr. Terriers 14U Red Tier II 1
Northeast Generals 14U NB Tier II 1 | Game | Bridgewater Ice Arena East (NHL)
| Final | 2023-2024 Winter Season | | | Sun, 2/18 | Northeast Generals 14U NB Tier II 1
Boston Jr. Terriers 14U Red Tier II 4 | Game | Canton Sportsplex Rink A
| Final | 2023-2024 Winter Season | | | Sun, 2/25 |  North Suburban Wings 14U Red Tier II 5
Boston Jr. Terriers 14U Red Tier II 2 | Game | Mark Bavis Ice Arena -A
| Final | 2023-2024 Winter Season | | | Sun, 2/25 | Boston Jr. Terriers 14U Red Tier II 2
North Suburban Wings 14U Red Tier II 3 | Game | Essex Sports Center Rink 2
| Final | 2023-2024 Winter Season | | | March 2024 | | Date | Team(s) | Event | Location | Time/Result | Season/Tourney | Details | | Sun, 3/3 | Boston Jr. Terriers 14U Red Tier II 3
NS Vipers 14U 13-1 Red Tier II 2 | Game | Breakaway Ice Center 2
| Final | 2023-2024 Winter Season | | | Fri, 3/15 | Charles River South 14U NB Tier II at
Boston Jr. Terriers 14U Red Tier II | Game | Mark Bavis Ice Arena -A
| Canceled | 2023-2024 Winter Season | |
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