| Opponent | Location | Date | Start Time |
| Medway (Scrimmage) | Hopedale (Blackstone Valley) | Sat, Dec 1, 2018 | 5:00PM |
| Concord (Garrett Reagan) | Marlboro (NE Sports Center) | Sun Dec 2, 2018 | 3:20PM |
| Marblehead | Hobomock | Sat, Dec 8, 2018 | L 3-2 |
| Brookline | Boston (Walter Brown Arena) | Wed, Dec 12, 2018 | W 3-2 |
| Whitman-Hanson | Rockland Arena, Rockland | Sat, Dec 15, 2018 | W 5-4 |
| Norwell (Old Oaken Bucket) | Hobomock | Sun, Dec 16, 2018 | W 3-1 |
| Silver Lake (Steverman Police & Fire Tribute) | Hobomock | Sat, Dec 22, 2018 | W 9-3 |
| Taunton | Taunton (Aleixo) | Thu, Dec 27, 2018 | W 2-0 |
| Pembroke | Hobomock | Sat, Dec 29, 2018 | W 3-1 |
| Duxbury | Hobomock | Wed, Jan 2, 2019 | L 3-1 |
| Hanover | Hobomock | Sat, Jan 5, 2019 | L 6-3 |
| North Quincy | Hobomock | Wed, Jan 9, 2019 | L 1-0 |
| Plymouth South | Hobomock | Sat, Jan 12, 2019 | W 3-2 |
| Barnstable | Hyannis (Kennedy Rink) | Wed, Jan 16, 2019 | T 1-1 |
| Plymouth North | Hobomock | Sat, Jan 19, 2019 | L 3-2 |
| Pembroke | Hobomock | Wed, Jan 23, 2019 | T 2-2 |
| North Quincy | Quincy (Youth Arena) | Sat, Jan 26, 2019 | L 3-2 |
| Coyle & Cassidy | Raynham (ice Plex) | Wed, Jan 30, 2019 | L 4-0 |
| Hanover | Hobomock | Sat, Feb 2, 2019 | T 3-3 |
| Quincy | Quincy (Youth Arena) | Wed, Feb 6, 2019 | T 2-2 |
| Plymouth South | Plymouth (Armstrong) | Wed, Feb 13, 2019 | W 6-0 |
| Cohasset (Breen Cup) | Kingston (The Bog) | Sat, Feb 16, 2019 | W 4-0 |
| Norwell (Gould Memorial Tournament) | Hobomock | Mon, Feb 18, 2019 | W 4-0 |
| Hanover (Gould Memorial Tourney Championship) | Hobomock | Wed, Feb 20, 2019 | L 4-1 |
