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- Oakmont Girls Basketball vs Grafton - Clark Tournament Championship - 2-21-2026
- Oakmont Girls Basketball vs Hudson - Clark Tournament Semi-Final 2-16-2026
- Oakmont Boys Basketball vs Millbury - Clark Tournament Semi-Final - 2-15-2026
- Oakmont Girls Basketball vs Groton-Dunstable - Clark Tournament Quarterfinal - 2-14-2026
- Oakmont Boys Basketball vs Westborough 2-12-2026
- Oakmont Boys Ice Hockey vs Gardner 2-11-2026
- Oakmont Girls Basketball vs North Reading 2-2-2026
- Oakmont Boys Basketball vs North Middlesex 1-28-2026
- Oakmont Girls Basketball vs Westborough 1-23-2026
- Oakmont Ice Hockey vs Monty Tech 1-21-2026
- Oakmont Boys Basketball vs Marlborough 1-20-2026
- Oakmont Boys Basketball vs Groton-Dunstable 1-13-2026
- Oakmont Girls Basketball vs Groton-Dunstable 1-13-2026
- Oakmont Boys Basketball vs Nashoba 1-6-2026
- Oakmont Ice Hockey vs Leominster 1-31- 2026
- Oakmont Girls Basketball vs Fitchburg 1-30-2026
- Oakmont Girls Basketball vs Foxborough 12-30-2025
- Oakmont Girls Basketball vs North Middlesex 12-18-2025
- Oakmont Ice Hockey vs Littleton 12-17-2025
- Oakmont Football vs Lunenburg Thanksgiving 11-26-2025
- Oakmont Football vs South High 11-7-2025
- Oakmont Boys Soccer vs Gardner 10-27-2025
- Oakmont Girls Soccer vs Gardner 10-27-2025
- Oakmont Field Hockey vs Westborough 10-15-2025
- Oakmont Football vs Clinton 10-10-2025
- Oakmont Girls Soccer vs Groton Dunstable 10-9-2025
- Oakmont Field Hockey vs Quabbin 10-8-2025
- Oakmont Football vs Maynard 10-3-2025
- Oakmont Girls Soccer vs Leominster 9-30-2025
- Oakmont Boys Soccer vs Tyngsboro 9-23- 2025
- Oakmont Boys Soccer vs Groton-Dunstable 9-18-2025
- Oakmont Football vs Nauset 9-13-2025
- Oakmont Boys Soccer vs Shepherd Hill 9-11-2025
- Oakmont Field Hockey vs Groton-Dunstable 9-10-2025
- Oakmont Girls Soccer vs Fitchburg 9-2-2025
- Oakmont Boys Lacrosse vs Abington - MIAA Division 4 - Round of 16 - 6-4-2025
- Oakmont Boys Lacrosse vs Bellingham - MIAA Division 4 - Round of 32 - 5-31-2025
- Oakmont Boys Lacrosse vs Leominster 5-26-2025
- Oakmont Baseball vs Tyngsborough 5-17-2025
- Oakmont Softball vs Narragansett 5-16-2025
- Oakmont Girls Lacrosse vs Littleton (Senior Night) 5-15-2025
- Oakmont Boys Lacrosse vs Wachusett 5-13-2025
- Oakmont Girls Lacrosse vs North Middlesex 5-1-2025
- Oakmont Softball vs Lunenburg 4-30-2025
- Oakmont Baseball vs Littleton 4-28-2025
- Oakmont Baseball vs Boston English 4-26-2025
- Oakmont Softball vs Monty Tech 4-18-2025
- Oakmont Boys Lacrosse vs Nashoba 4-14-2025
- Oakmont Girls Lacrosse vs Tyngsborough 4-8-2025
- Oakmont Boys Lacrosse vs North Middlesex 4-3-2025
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