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| DATE | MEET | LOCATION | VARSITY | JV | |
| Monday, 8/17/20 | Practice Begins | WHS Practice Fields | 8:30 am | 8:30 am | |
| Wednesday, 9/9/20 | Tri vs. Buffalo & Edina | Gale Woods Farm, Minnetrista | RESULTS | See Varsity | All Pods |
| Thursday, 9/17/20 | Time Trial | WHS Stadium | RESULTS | All But Top 24 | |
| Friday, 9/18/20 | Lake Conference Jamboree (Dual vs. EP) | Round Lake Park, Eden Prairie | RESULTS | Top 24 Only | |
| Friday, 9/25/20 | Meet at St. Michael-Albertville | Lower Rec Center, St. Michael | RESULTS |
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All Pods |
| Friday, 10/2/20 | Time Trial (1600m) | WHS Stadium | RESULTS | All But Top 24 | |
| Saturday, 10/3/20 | Lake Conference Championships | Gale Woods Farm, Minnetrista | RESULTS | Top 24 Only | |
| Tuesday, 10/13/20 | JV 3200m vs. Stillwater | WHS Stadium | RESULTS | All but Top 7 | |
| Wednesday, 10/14/20 | Section 6AA Championships | Gale Woods Farm, Minnetrista | RESULTS | Top 7 | |
| DATE | MEET | SITE | VARSITY |
| Friday, 10/30/20 | TCRC XC Showcase Meet | Island Pine Golf Course, Atwater, MN | RESULTS |
| DATE | MEET | SITE | 8th Grade | 7th Grade |
| Monday, 8/17/20 | Practice Begins | East MS | 8:30 am | 8:30 am |
| Tuesday, 8/25/20 | 1600m Time Trial | East MS | RESULTS | See 8th Grade |
| Wednesday, 9/2/20 | 1600m Time Trial | WHS Stadium | RESULTS | See 8th Grade |
| Monday, 9/21/20 | 1600m Time Trial | WHS Stadium | RESULTS | See 8th Grade |
| Tuesday, 9/29/20 | 2400m Time Trial | WHS Stadium | RESULTS | See 8th Grade |
| Monday, 10/5/20 | 1600m/3200m Time Trial | WHS Stadium | RESULTS | See 8th Grade |
| Saturday, 10/10/20 | Joe Ross Invitational | East MS | RESULTS | See 8th Grade |
| Monday, 10/19/20 | 1600m Time Trial | WHS Stadium | RESULTS | See 8th Grade |
*Note: 7th Grade Boys races start approximately 30 minutes after the 8th Grade Boys race at all meets unless specified.