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| DATE | MEET | LOCATION | VARSITY | JV | ADDITIONAL LINKS |
| Monday, 8/11/14 | Practice Begins | WHS Stadium | 8:30 am | ||
| Saturday, 8/16/14 | Alumni Meet | WHS | RESULTS | VIDEOS: VARSITY - ALL FINISHERS |
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| Monday, 8/25/14 | Apollo Early Bird Invitational | VA Hospital near St. Cloud Apollo | RESULTS | RESULTS | VIDEOS: VARSITY - JV - JUNIOR HIGH |
| Friday, 8/29/14 | St. Olaf Showcase | St. Olaf College, Northfield | RESULTS | SPLITS - VIDEO | |
| Saturday, 8/30/14 | Marshfield Columbus Invitational | Wildwood Park, Marshfield, WI | RESULTS | See Varsity | |
| Saturday, 9/6/14 | Saturday Night Lights | WHS Stadium | RESULTS | ||
| Thursday, 9/11/14 | Mayo Invitational | Eastwood Golf Course, Rochester | RESULTS | VIDEOS: RACE - AWARDS | |
| Saturday, 9/13/14 | Metro Invitational | Round Lake Park, Eden Prairie | RESULTS | RESULTS | VIDEOS: VARSITY - JV |
| Saturday, 9/20/14 | Eagle Invitational | Apple Valley HS | RESULTS | RESULTS | VIDEOS: VARSITY - JV (Part 1 |
| Saturday, 9/27/14 | Roy Griak Invitational | Les Bolstad Golf Course, U of MN | RESULTS |
VIDEOS: TEAM VIDEO - MR. MAAS |
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| Tuesday, 9/30/14 | Victoria Lions Invitational | Chaska Par 30 Golf Course | RESULTS | See Varsity | VIDEOS: VARSITY - JV - C |
| Saturday, 10/4/14 | Swain Invitational | Enger Park Golf Course, Duluth | RESULTS | See Varsity | VIDEOS: VARSITY - JV |
| Thursday, 10/9/14 | Lake Conference Championships | Gale Woods, Minnetrista | RESULTS | RESULTS | |
| Thursday, 10/16/14 | Track Time Trial | WHS Stadium | |||
| Monday, 10/20/14 | Lefty Wright Grade Level Championships | Bassett Creek Park, Crystal | |||
| Wednesday, 10/22/14 | Section 6AA Championships | Gale Woods, Minnetrista | RESULTS | ||
| Saturday, 11/1/14 | Minnesota State Championships | St. Olaf College, Northfield | RESULTS |
| DATE | MEET | SITE | VARSITY | OPEN | 9th/10th | ADDITIONAL LINKS |
| Sunday, 11/9/14 | Nike Cross Heartland Regionals | Yankton Trails Park, Sioux Falls, SD | RESULTS | RESULTS | RESULTS | SPLITS |
| Saturday, 12/6/14 | Nike Cross Nationals | Glendoveer Golf Course, Portland, OR | RESULTS |
| DATE | MEET | SITE | 8th Grade | 7th Grade |
| Monday, 8/11/14 | Practice Begins | WHS Stadium | 8:30 am | |
| Saturday, 8/16/14 | Alumni Meet | WHS | RESULTS | |
| Monday, 8/25/14 | Apollo Early Bird Invitational | VA Hospital near St. Cloud Apollo | RESULTS | See 8th |
| Saturday, 9/6/14 | Saturday Night Lights | WHS Stadium | RESULTS | See 8th |
| Thursday, 9/11/14 | @ Eden Prairie Central | Eden Prairie Central MS | RESULTS | See 8th |
| Tuesday, 9/16/14 | @ Minnetonka East | Minnetonka East MS | RESULTS | See 8th |
| Tuesday, 9/23/14 | Edina Invitational | Edina HS | RESULTS | See 8th |
| Thursday, 10/2/14 | CLC 1.5 Mile | Freeman Park | ||
| Saturday, 10/4/14 | Swain Invitational | Enger Park Golf Course, Duluth | RESULTS | See 8th |
| Monday, 10/6/14 | Joe Ross Invitational | Wayzata East MS | RESULTS | See 8th |
| Tuesday, 10/14/14 | Track Time Trial | Wayzata Central MS | ||
| Tuesday, 10/21/14 | Classic Lake Conference Championships | Wayzata HS | RESULTS | RESULTS |