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- Oakmont Boys Basketball vs Hudson 1-24-2020
- Oakmont Boys Basketball vs Lunenburg 1-7-2020
- Oakmont Girls Basketball vs Lunenburg 1-7-2020
- Oakmont Football vs Lunenburg Thanksgiving Day Game 11-28-2019
- Oakmont Football vs Northbridge - Final Round - 11-16-2019
- Oakmont Field Hockey vs. Hopedale - District E Division II Championship - 11-9-2019
- Oakmont Football vs Quabbin - CMADA Semi-Finals - 11-8-2019
- Oakmont Field Hockey vs. Sutton - Semi-Finals 11-6-2019
- Oakmont Football vs Tyngsborough 11-1-2019
- Oakmont Football vs Groton-Dunstable 10-25-2019
- Oakmont Football vs Hudson High 10-4-2019
- Oakmont Football vs Auburn 9-27-2019
- Oakmont Girls Basketball vs Sutton - Semi-Final - 3-4-2019
- Oakmont Girls Basketball vs Notre Dame Academy - Quarterfinals - 2-28-2019
- Oakmont Boys Basketball vs Whitinsville Christian - MIAA Round of 32 - 2-26-2019
- Oakmont Girls Basketball vs Dover-Sherborn - MIAA Round of 32 - 2-25-2019
- Oakmont Boys Basketball vs Lunenburg 2-15-2019
- Oakmont Girls Basketball vs Lunenburg 2-15-2019
- Oakmont Girls Ice Hockey vs Leominster 2-6-2019
- Oakmont Girls Basketball vs Gardner 1-25-2019
- Oakmont Boys Basketball vs Gardner 1-25-2019
- Oakmont Boys Ice Hockey vs Littleton 1-23-2019
- Oakmont Girls Basketball vs Quabbin 1-18-2019
- Oakmont Boys Ice Hockey vs Hopedale 1-12-2019
- Oakmont Boys Ice Hockey vs Worcester Tech 1-9-2019
- Oakmont Girls Basketball vs Fitchburg 1-2-2019
- Oakmont Boys Ice Hockey vs St. Peter Marian 1-2-2019
- Oakmont Boys Basketball vs Narragansett 1-2-2019
- Oakmont Girls Basketball vs Clinton 12-20-2018
- Oakmont Football vs. Gardner - Thanksgiving Day Game 11-21-2018
- Oakmont Football vs Quabbin 10-26-2018
- Oakmont Football vs Tyngsborough 10-19-2018
- Oakmont Football vs Littleton 9-21-2018
- Oakmont Football vs Clinton 9-14-2018
- Oakmont Girls Basketball vs Sutton - Semi-Finals - 3-8-2018
- Oakmont Girls Basketball vs Notre Dame Academy - Central Mass. Division 3 Quarterfinals 3-1-2018
- Oakmont Girls Basketball vs Leominster 2-20-2018
- Oakmont Boys Basketball vs Littleton 2-9-2018
- Oakmont Girls Basketball vs Lunenburg 2-6-2018
- Oakmont Boys Basketball vs Hudson 2-2-2018
- Oakmont Boys Basketball vs Clinton 1-18-2018
- Oakmont Football vs Gardner Thanksgiving Day 11-23-2017
- Oakmont Boys Soccer vs Fitchburg 10-25-2017
- Oakmont Girls Soccer vs Hudson 10-23-2017
- Oakmont Girls Soccer vs Leominster 10-10-2017
- Oakmont Football vs St. Peter Marien 10-6-2017
- Oakmont Football vs Maynard 9-29-2017
- Oakmont Football vs Lunenburg 9-8-2017
- Oakmont Boys Lacrosse vs North Middlesex 5-24-2017
- Oakmont Boys Ice Hockey vs Grafton - Division 3A Championship 3-12-2017