| Date | Match | ||||
|---|---|---|---|---|---|
| Wed, 13 May 2026 | 7:10 PM Z |  Phillips Academy vs The Cambridge School of Weston  |
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| Wed, 13 May 2026 | 7:15 PM Z |  Brattleboro Union High School vs Oxbow Union High School  |
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| Wed, 13 May 2026 | 7:25 PM Z |  Team TBD vs Westwood High School  |
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| Wed, 13 May 2026 | 7:30 PM Z |  Laurel High School vs First State Military Academy  |
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| Wed, 13 May 2026 | 7:30 PM Z |  |
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| Wed, 13 May 2026 | 7:30 PM Z | Team TBD vs Thousand Islands High School  |
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| Wed, 13 May 2026 | 7:30 PM Z |  Derryfield School vs Pembroke Academy  |
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| Wed, 13 May 2026 | 7:30 PM Z |  Montgomery Bell Academy vs Christ Presbyterian Academy  |
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| Wed, 13 May 2026 | 7:30 PM Z |  Woodstock Union High School vs Stowe High School  |
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| Wed, 13 May 2026 | 7:40 PM Z |  Chester High School vs Steeleville High School  |
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