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- Oakmont Baseball vs Nauset - MIAA Round of 16 - 6-5-2024
- Oakmont Baseball vs Arlington Catholic - MIAA Round of 32 - 6-2-2024
- Oakmont Softball vs Shepherd Hill - Senior Night - 5-22-2024
- Oakmont Baseball vs AMSA - CMADA Tournament Semi-Finals 5-21-2024
- Oakmont Girls Lacrosse vs AMSA 05-17-2024
- Oakmont Baseball vs Littleton 5-15-2024
- Oakmont Softball vs Monty Tech 5-13-2024
- Oakmont Boys Lacrosse vs North Middlesex - Senior Night - 05-07-2024
- Oakmont Softball vs Westborough 05-06-2024
- Oakmont Girls Lacrosse vs Tyngsborough 05-02-2024
- Oakmont Baseball vs Quabbin 5-1-2024
- Oakmont Boys Lacrosse vs Littleton 04-30-2024
- Oakmont Baseball vs Lunenburg 4-26-2024
- Oakmont Boys Lacrosse vs Auburn 04-25-2024
- Oakmont Baseball vs Pioneer Valley 4-19-2024
- Oakmont Softball vs Notre Dame Academy 4-19-2024
- Oakmont Boys Lacrosse vs Westborough 04-11-2024
- Oakmont Girls Lacrosse vs Marlborough 04-16-2024
- Oakmont Girls Lacrosse vs Groton-Dunstable 04-09-2024
- Oakmont Girls Lacrosse vs Bromfield 04-02-2024
- Oakmont Girls Basketball vs Lunenburg 02-16-2024
- Oakmont Girls Basketball vs Groton-Dunstable 02-12-2024
- Oakmont Boys Basketball vs Groton-Dunstable 02-12-2024
- Oakmont Boys Hockey vs Leominster 02-10-2024
- Oakmont Boys Basketball vs Marlborough 02-09-2024
- Oakmont Boys Basketball vs Nashoba 02-06-2024
- Oakmont Boys Basketball vs Westborough 2-2-2024
- Oakmont Girls Basketball vs Shepherd Hill 1-30-2024
- Oakmont Boys Ice Hockey vs Gardner 1-27-2024
- Oakmont Boys Basketball vs North Middlesex 1-26-2024
- Oakmont Boys Basketball vs Greater Lowell Tech 1-24-2024
- Oakmont Ice Hockey vs Blackstone Valley Tech 1-20-2024
- Oakmont Girls Basketball vs Marlborough 1-17-2024
- Oakmont Girls Basketball vs Westborough 1-5-2024
- Oakmont Boys Basketball vs Fitchburg 1-3-2024
- Oakmont Boys Ice Hockey vs Belchertown 12-27-2023
- Oakmont Boys Basketball vs Shepherd Hill 12-22-2023
- Oakmont Girls Basketball vs North Middlesex 12-19-2023
- Oakmont Girls Basketball vs Littleton 12-15-2023
- Oakmont Boys Ice Hockey vs St. Bernard's 12-13-2023
- Oakmont Boys Basketball vs Hudson 12-12-2023
- Oakmont Football vs Lunenburg Thanksgiving Day Game 11-22-2023
- Oakmont Boys Soccer vs Pembroke - MIAA Semi-Finals 11-14-2023
- Oakmont Boys Soccer vs Dover-Sherborn - MIAA Quarterfinals - 11-12-2023
- Oakmont Boys Soccer vs Holliston - MIAA Round of 16 - 11-9-2023
- Oakmont Boys Soccer vs Auburn - MIAA Round of 32 - 11-6-2023
- Oakmont Football vs Nashoba 11-3-2023
- Oakmont Boys Soccer vs Douglas - CMADA Final - 11-1-2023
- Oakmont Football vs North Middlesex 10-27-2023
- Oakmont Boys Soccer vs AMSA - CMADA Semi-Finals - 10-26-2023