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- 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
- Oakmont Girls Lacrosse vs Westborough 4-1-2025
- Oakmont Boys Basketball vs Watertown - MIAA Division 3 Round of 32 - 2-28-2025
- Oakmont Girls Basketball vs Watertown - MIAA Division 3 Round of 32 - 2-28-2025
- Oakmont Girls Basketball vs Nashoba - Clark Tournament Final 2-21-2025
- Oakmont Girls Basketball vs Littleton - Clark Tournament Semi-Finals 2-20-2025
- Oakmont Boys Ice Hockey vs Southwick 2-17-2025
- Oakmont Girls Basketball vs Northbridge - Clark Tournament Quarterfinals - 2-15-2025
- Oakmont Girls Basketball vs Hudson 2-13-2025
- Oakmont Boys Ice Hockey vs Gardner 2-12-2025
- Oakmont Girls Basketball vs Tyngsborough 2-11-2025
- Oakmont Boys Basketball vs Groton-Dunstable 2-7-2025
- Oakmont Girls Basketball vs Marlborough 2-4-2025
- Oakmont Girls Basketball vs Fitchburg 1-31-2025
- Oakmont Boys Basketball vs Shepherd Hill 1-28-2025
- Oakmont Girls Basketball vs Westborough 1-24-2025
- Oakmont Boys Basketball vs East Boston 1-18-2025
- Oakmont Boys Ice Hockey vs East Bridgewater 1-18-2025
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