Thursday, September 24, 2026
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| 5:00pm | | Ashland vs. Washburn
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| 5:00pm | | Ashland vs. Cumberland
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| 5:30pm | | Ashland vs. St. Croix Falls
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| 5:30pm | | Ashland vs. St. Croix Falls
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| 7:00pm | | Ashland vs. St. Croix Falls
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Friday, September 25, 2026
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| 7:00pm | | Ashland vs. Spooner Area School District
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Saturday, September 26, 2026
Sunday, September 27, 2026
Monday, September 28, 2026
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| 6:00pm | | Spooner Area School District vs. Ashland
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Tuesday, September 29, 2026
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| 4:30pm | | Bayfield Schools vs. Ashland
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| 5:00pm | | Ashland vs. Ladysmith
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| 5:00pm | | Barron Area Schools vs. Ashland
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| 5:30pm | | Ashland vs. Cumberland
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| 5:30pm | | Ashland vs. Cumberland
|
| 7:00pm | | Ashland vs. Cumberland
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Wednesday, September 30, 2026
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| 4:30pm | | Ashland vs. Bayfield Schools
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