March 13, 2020
      
| Date | Opponent | Time | |
|---|---|---|---|
| Wed | Nov 20 | vs. Canterbury(S) | 2:30 PM | 
| Wed | Dec 4 | Berkshire Jamboree (note) | |
| 
               Berkshire, Gunnery, Hotchkiss, and Williston; start time 3:00PM 
             | 
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| Sat | Dec 7 | vs. Northfield Mt. Hermon | 4:15 PM | 
| Mon | Dec 9 | vs. Berkshire | 4:45 PM | 
| Thu | Dec 19 | Lawrenceville | 9:45 AM | 
| Thu | Dec 19 | Loomis Chaffee | 3:30 PM | 
| Thu | Dec 19- Dec 21 | Taft Holiday Tournament | |
| Fri | Dec 20 | Kent | 9:45 AM | 
| Wed | Jan 8 | vs. Greenwich Academy | 3:30 PM | 
| Fri | Jan 10 | vs. Noble & Greenough | 6:30 PM | 
| Sat | Jan 11 | vs. Pomfret | 3:30 PM | 
| Sat | Jan 18 | @ Loomis Chaffee (note) | 3:00 PM | 
| 
                           postponed to 02/12 
                         | 
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| Wed | Jan 22 | Cushing (note) | 1:30 PM | 
| 
                           @ Trinity 
                         | 
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| Sat | Jan 25 | @ Westminster | 3:00 PM | 
| Wed | Jan 29 | @ Millbrook | 2:30 PM | 
| Sat | Feb 1 | vs. Williston Northampton | 2:00 PM | 
| Wed | Feb 5 | @ Berkshire | 4:30 PM | 
| Wed | Feb 12 | @ Loomis Chaffee (note) | 4:00 PM | 
| 
                           rescheduled from 01/18 
                         | 
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| Sat | Feb 15 | @ Taft | 2:30 PM | 
| Sun | Feb 16 | vs. Lawrenceville | 1:00 PM | 
| Wed | Feb 19 | vs. Kent | 2:30 PM | 
| Sat | Feb 22 | @ Deerfield (note) | 3:30 PM | 
| 
                           canceled (Deerfield wins by forfeit) 
                         | 
                      |||
| Mon | Feb 24 | @ Canterbury | 5:15 PM | 
| Wed | Feb 26 | vs. Choate | 4:30 PM | 
| Sat | Feb 29 | vs. Taft | 2:30 PM | 
          
          
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