[5] DET Red Wings 1-5 BOS Bruins [6] 2021-10-29 17:00
Stadium: TD Garden
Home Manager: Jeff Blashill Away Manager: Bruce Cassidy
Head to Head
| NHL | 2020/02/15 18:00 | DET Red Wings v BOS Bruins | L | 1-4 |
| NHL | 2020/02/09 17:30 | BOS Bruins v DET Red Wings | W | 1-3 |
| NHL | 2019/11/09 00:30 | BOS Bruins v DET Red Wings | W | 2-4 |
| NHL | 2019/03/31 23:30 | BOS Bruins v DET Red Wings | W | 3-6 |
| NHL | 2018/12/02 00:00 | DET Red Wings v BOS Bruins | W | 4-2 |
| NHL | 2018/11/22 00:30 | BOS Bruins v DET Red Wings | W | 2-3 |
| NHL | 2018/10/13 19:00 | DET Red Wings v BOS Bruins | L | 2-8 |
| NHL Pre-Season | 2018/09/26 23:00 | DET Red Wings v BOS Bruins | W | 3-2 |
Home History
| NHL | 2021/10/27 23:00 | DET Red Wings v WAS Capitals | W | 3-2 |
| NHL | 2021/10/24 23:00 | DET Red Wings v CHI Blackhawks | W | 6-3 |
| NHL | 2021/10/23 23:00 | DET Red Wings v MTL Canadiens | L | 1-6 |
| NHL | 2021/10/21 23:30 | CGY Flames v DET Red Wings | L | 3-0 |
| NHL | 2021/10/19 23:30 | CLB Blue Jackets v DET Red Wings | W | 1-4 |
| NHL | 2021/10/16 23:00 | VAN Canucks v DET Red Wings | W | 1-3 |
| NHL | 2021/10/14 23:30 | TB Lightning v DET Red Wings | L | 7-6 |
| NHL Pre-Season | 2021/10/09 19:00 | DET Red Wings v BUF Sabres | L | 1-3 |
Away History
| NHL | 2021/10/28 23:00 | BOS Bruins v CAR Hurricanes | L | 0-3 |
| NHL | 2021/10/27 23:00 | BOS Bruins v FLA Panthers | L | 1-4 |
| NHL | 2021/10/24 17:00 | SJ Sharks v BOS Bruins | W | 3-4 |
| NHL | 2021/10/22 23:00 | BOS Bruins v BUF Sabres | W | 4-1 |
| NHL | 2021/10/20 23:30 | BOS Bruins v PHI Flyers | L | 3-6 |
| NHL | 2021/10/16 23:00 | DAL Stars v BOS Bruins | W | 1-3 |
| NHL Pre-Season | 2021/10/06 23:00 | WAS Capitals v BOS Bruins | L | 4-3 |
| NHL Pre-Season | 2021/10/04 23:00 | BOS Bruins v PHI Flyers | L | 1-2 |