March 13, 2020
      
| Date | Opponent | Time | |
|---|---|---|---|
| Sat | Nov 16 | vs. Jr. Flyers(S) | 7:00 PM | 
| Fri | Nov 22 | vs. Worcester Academy(S) (note) | 4:00 PM | 
| 
                           Hill has it at 2:00 
                         | 
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| Sat | Nov 23 | vs. Worcester Academy(S) (note) | 10:00 AM | 
| 
                           Hill has it on 11/22 7:00 pm 
                         | 
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| Sat | Dec 7 | @ Westminster | 7:00 PM | 
| Sun | Dec 8 | @ Kent | 12:30 PM | 
| Wed | Dec 11 | @ Lawrenceville | 3:30 PM | 
| Fri | Dec 13 | Exeter | 6:00 PM | 
| Fri | Dec 13- Dec 15 | Phillips Exeter Academy Showcase | |
| Sat | Dec 14 | Brewster Academy | 9:00 AM | 
| Sat | Dec 14 | Brooks | 2:00 PM | 
| Wed | Dec 18 | vs. Portledge | 3:45 PM | 
| Mon | Jan 6 | @ Taft | 4:00 PM | 
| Sat | Jan 11 | @ Northfield Mt. Hermon | 9:00 AM | 
| Sat | Jan 11 | @ Thayer | 5:00 PM | 
| Sun | Jan 12 | @ Winchendon | 11:00 AM | 
| Fri | Jan 17 | Nichols (note) | 5:00 PM | 
| 
                           @ Penn State Pegula Arena 
                         | 
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| Sat | Jan 18 | Nichols (note) | 9:00 AM | 
| 
                           @ Penn St, 2nd game at 2:00 
                         | 
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| Sun | Jan 19 | vs. Canterbury | 1:00 PM | 
| Sun | Jan 26 | vs. Frederick Gunn School | 11:00 AM | 
| Fri | Jan 31 | @ Tabor | 5:30 PM | 
| Sat | Feb 8 | @ Millbrook | 2:00 PM | 
| Sun | Feb 9 | @ Choate | 11:30 AM | 
| Wed | Feb 12 | vs. Lawrenceville | 4:00 PM | 
| Sat | Feb 15 | Northwood School (note) | 2:15 PM | 
| 
                           @ Vermont Acad 
                         | 
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| Sat | Feb 15 | @ Vermont Academy | 6:45 PM | 
| Sun | Feb 16 | @ Berkshire | 12:00 PM | 
| Fri | Feb 21 | Shady Side Academy | 5:00 PM | 
| Fri | Feb 21- Feb 23 | Hill School | |
| Sat | Feb 22 | Hoosac | 8:00 AM | 
| Sat | Feb 22 | Shady Side Academy (note) | 6:00 PM | 
| 
                           Hill Invitational Tournament Semifinal 
                         | 
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| Sun | Feb 23 | Culver Academy | 12:00 PM | 
          
          
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