| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Tuesday | September 2, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston SKILLS | PEEWEE 1, PEEWEE 3 |
| Friday | September 5, 2025 | 6:00 PM | 6:50 PM | Practice | South Boston PRACTICE | PEEWEE 1, PEEWEE 3 |
| Saturday | September 6, 2025 | 3:10 PM | 4:10 PM | Game | Hyde Park | vs. SMS Peewee 1 |
| Sunday | September 7, 2025 | 8:20 AM | 9:20 AM | Game | South Boston | vs. Allston-Brighton Peewee 1 |
| Monday | September 8, 2025 | 8:00 PM | 8:50 PM | Practice | South Boston SKILLS | PEEWEE 1, PEEWEE 3, BANTAM 1, Midget Fall 1 |
| Tuesday | September 9, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston | PEEWEE 1, PEEWEE 3 |
| Wednesday | September 10, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston | PEEWEE 1, PEEWEE 3 |
| Sunday | September 14, 2025 | 11:50 AM | 12:50 PM | Game | South Boston | vs. Lexington/Bedford Peewee 2 |
| Monday | September 15, 2025 | 8:00 PM | 8:50 PM | Practice | South Boston SKILLS | PEEWEE 1, PEEWEE 3, BANTAM 1, Midget Fall 1 |
| Tuesday | September 16, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston | PEEWEE 1, PEEWEE 3 |
| Thursday | September 18, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston 3v3 | PEEWEE 1, PEEWEE 3, BANTAM 1 |
| Sunday | September 21, 2025 | 12:50 PM | 1:50 PM | Game | Malden | vs. Arlington Peewee 2 |
| Monday | September 22, 2025 | 8:00 PM | 8:50 PM | Practice | South Boston SKILLS | PEEWEE 1, PEEWEE 3, BANTAM 1, Midget Fall 1 |
| Tuesday | September 23, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston | PEEWEE 1, PEEWEE 3 |
| Thursday | September 25, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston 3v3 | PEEWEE 1, PEEWEE 3, BANTAM 1 |
| Saturday | September 27, 2025 | 3:30 PM | 4:30 PM | Game | Somerville | vs. Somerville Peewee 1 |
| Sunday | September 28, 2025 | 3:10 PM | 4:10 PM | Game | South Boston | vs. Wellesley Peewee 2 |
| Monday | September 29, 2025 | 8:00 PM | 8:50 PM | Practice | South Boston SKILLS | PEEWEE 1, PEEWEE 3, BANTAM 1, Midget Fall 1 |
| Tuesday | September 30, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston | PEEWEE 1, PEEWEE 3 |
| Thursday | October 2, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston 3v3 | PEEWEE 1, PEEWEE 3, BANTAM 1 |
| Saturday | October 4, 2025 | 12:10 PM | 1:10 PM | Game | Framingham | vs. Framingham Peewee 2 |
| Sunday | October 5, 2025 | 2:10 PM | 3:10 PM | Game | Hockeytown 4 | vs. Wakefield Peewee 2 |
| Monday | October 6, 2025 | 8:00 PM | 8:50 PM | Practice | South Boston SKILLS | PEEWEE 1, PEEWEE 3, BANTAM 1, Midget Fall 1 |
| Tuesday | October 7, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston | PEEWEE 1, PEEWEE 3 |
| Thursday | October 9, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston 3v3 | PEEWEE 1, PEEWEE 3, BANTAM 1 |
| Sunday | October 12, 2025 | 6:40 PM | 7:40 PM | Game | Woburn | vs. Woburn Peewee 2 |
| Monday | October 13, 2025 | 8:00 PM | 8:50 PM | Practice | South Boston SKILLS | PEEWEE 1, PEEWEE 3, BANTAM 1, Midget Fall 1 |
| Tuesday | October 14, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston | PEEWEE 1, PEEWEE 3 |
| Thursday | October 16, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston 3v3 | PEEWEE 1, PEEWEE 3, BANTAM 1 |
| Saturday | October 18, 2025 | 3:10 PM | 4:10 PM | Game | Hyde Park | vs. Needham Peewee 2 |
| Sunday | October 19, 2025 | 11:50 AM | 12:50 PM | Game | South Boston | vs. Waltham Peewee 2 |
| Monday | October 20, 2025 | 8:00 PM | 8:50 PM | Practice | South Boston SKILLS | PEEWEE 1, PEEWEE 3, BANTAM 1, Midget Fall 1 |
| Tuesday | October 21, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston | PEEWEE 1, PEEWEE 3 |
| Thursday | October 23, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston 3v3 | PEEWEE 1, PEEWEE 3, BANTAM 1 |
| Saturday | October 25, 2025 | 10:00 AM | 11:00 AM | Game | Valley Sports Arenas | vs. SMS |
| Sunday | October 26, 2025 | 1:50 PM | 2:50 PM | Game | St. Sebastians | vs. Needham Peewee 2 |
| Monday | October 27, 2025 | 8:00 PM | 8:50 PM | Practice | South Boston SKILLS | PEEWEE 1, PEEWEE 3, BANTAM 1, Midget Fall 1 |
| Tuesday | October 28, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston | PEEWEE 1, PEEWEE 3 |
| Thursday | October 30, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston 3v3 | PEEWEE 1, PEEWEE 3, BANTAM 1 |
| Sunday | November 2, 2025 | 11:50 AM | 12:50 PM | Game | South Boston | vs. Brookline Peewee 1 |
| Monday | November 3, 2025 | 8:00 PM | 8:50 PM | Practice | South Boston SKILLS | PEEWEE 1, PEEWEE 3, BANTAM 1, Midget Fall 1 |
| Tuesday | November 4, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston | PEEWEE 1, PEEWEE 3 |
| Thursday | November 6, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston 3v3 | PEEWEE 1, PEEWEE 3, BANTAM 1 |
| Saturday | November 8, 2025 | 4:40 PM | 5:40 PM | Game | Somerville | vs. Somerville Peewee 1 |
| Monday | November 10, 2025 | 8:00 PM | 8:50 PM | Practice | South Boston SKILLS | PEEWEE 1, PEEWEE 3, BANTAM 1, Midget Fall 1 |
| Tuesday | November 11, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston | PEEWEE 1, PEEWEE 3 |
| Thursday | November 13, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston 3v3 | PEEWEE 1, PEEWEE 3, BANTAM 1 |
| Sunday | November 16, 2025 | 8:10 AM | 9:10 AM | Game | West Roxbury | vs. Parkway Peewee 2 |
| Monday | November 17, 2025 | 8:00 PM | 8:50 PM | Practice | South Boston SKILLS | PEEWEE 1, PEEWEE 3, BANTAM 1, Midget Fall 1 |
| Tuesday | November 18, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston | PEEWEE 1, PEEWEE 3 |
| Thursday | November 20, 2025 | 7:00 PM | 7:50 PM | Practice | South Boston 3v3 | PEEWEE 1, PEEWEE 3, BANTAM 1 |
| Friday | November 21, 2025 | 12:30 PM | 1:30 PM | Game | Cyr 1 | vs. CT Hat Tricks 12U |
| Saturday | November 22, 2025 | 1:00 PM | 2:00 PM | Game | Olympia 2 | vs. Holy Name Welch |
| Saturday | November 22, 2025 | 7:40 PM | 8:40 PM | Game | Fitzpatrick 1 | vs. Northwest Icehawks |
| Saturday | November 29, 2025 | 2:10 PM | 3:10 PM | Game | South Boston | vs. Westwood Peewee 2 |
| Sunday | November 30, 2025 | 5:40 PM | 6:40 PM | Game | Natick | vs. Natick Peewee 2 |
| Saturday | December 6, 2025 | 12:30 PM | 1:30 PM | Game | Dorchester | vs. Arlington Peewee 2 |
| Tuesday | December 9, 2025 | 8:00 PM | 9:00 PM | Game | Charlestown | vs. Charlestown / Dorchester - Mayor's Cup |
| Saturday | December 13, 2025 | 12:50 PM | 1:50 PM | Game | Malden | vs. Winchester Peewee 2 |
| Sunday | December 14, 2025 | 6:50 PM | 8:00 PM | Game | Natick | vs. Natick Peewee 2 |