| Date | Match | ||||
|---|---|---|---|---|---|
| Fri, 2 Oct 2026 | 7:30 PM Z |  Live Oak Classical School vs  |
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| Fri, 2 Oct 2026 | 7:30 PM Z |  Cape Cod Regional Technical High School vs South Shore Vocational Technical High School  |
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| Fri, 2 Oct 2026 | 7:30 PM Z |  |
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| Fri, 2 Oct 2026 | 7:30 PM Z |  Keefe Technical High School vs Worcester Technical High School  |
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| Fri, 2 Oct 2026 | 7:30 PM Z |  Burncoat High School vs Oxford High School  |
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| Fri, 2 Oct 2026 | 7:30 PM Z |  Academy of International Studies vs Academy of Aerospace and Engineering  |
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| Fri, 2 Oct 2026 | 7:30 PM Z |  Twin Bridges High School vs Sheridan High School  |
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| Fri, 2 Oct 2026 | 7:30 PM Z |  Leicester High School vs Quaboag Regional High School  |
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| Fri, 2 Oct 2026 | 7:30 PM Z | Team TBD vs Reginald F Lewis High School  |
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| Fri, 2 Oct 2026 | 7:30 PM Z |  Millis High School vs Northbridge High School  |
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