| 9-02-08 | WMS Girls Fast Pitch Softball vs. Elk City | Elk City | 4:00pm |
| 9-04-08 | 7th, 8th & 9th Football vs. Woodward | Woodward | 4:30pm |
| 9-04-08 | WMS Girls Fast Pitch Softball vs. Woodward | Home | 4:30pm |
| 9-05-08 | WMS Girls Fast Pitch Softball vs. Yukon Tournament | Yukon | TBA |
| 9-08/12-08 | Spirit Week | WMS | |
| 9-08-08 | WMS Girls Fast Pitch Softball vs. Watonga | Watonga | 4:30pm |
| 9-09-08 | WMS Girls Fast Pitch Softball vs. Sentinel | Sentinel | 4:30pm |
| 9-11-08 | Pep Assembly | WMS Gym | 1:30pm |
| 9-11-08 | 1st Eligibility List is Due | WMS | |
| 9-11-08 | 7th, 8th & 9th Football vs. Lawton Mac | Home | 4:30pm |
| 9-11/13-08 | WMS Girls Fast Pitch Softball @ Elk City Tournament | Elk City | TBA |
| 9-16-08 | WMS Girls Fast Pitch Softball vs. Clinton | Home | 4:30pm |
| 9-18-08 | 7th, 8th & 9th Football vs. Cache | Cache | 4:00pm |
| 9-18-09 | WMS Girls Fast Pitch Softball vs. Thomas Fay Custer | There | 4:30pm |
| 9-22-08 | Bluncks School Pictures | WMS | |
| 9-22-08 | WMS Girls Fast Pitch Softball vs. Piedmont | Piedmont | 4:30pm & 6:00pm |
| 9-25-08 | 7th, 8th & 9th Football vs. Elk City | Home | 4:00pm |
| 10-01-08 | 8th Grade Explore Test | WMS | AM Hours |
| 10-02-08 | 7th, 8th & 9th Football vs. Anadarko | Home | 4:30pm |
| 10-03-08 | 7th Grade Vision & Hearing Screening | WMS Library | All Day |
| 10-07-08 | 7th & 8th Choir Concert | First Baptist Church | 7:00pm |
| 10-09-08 | 7th, 8th & 9th Football vs. Clinton | Clinton | 4:00pm |
| 10-10-08 | 7th Grade Spinal Screening | WMS | All Day |
| 10-14-08 | 7th, 8th & 9th Football vs. El Reno | Home | 4:30pm |
| 10-16/17-08 | Fall Break | ||
| 10-21-08 | 7th, 8th & 9th Football vs. Piedmont | Home | 4:30pm |
| 10-21-08 | Parent Teacher Conferences | WMS | 4:00-7:00pm |
| 10-22-08 | Picture Retakes | WMS | |
| 10-23-08 | Parent Teacher Conferences | WMS | 4:00-7:00pm |
| 10-24-08 | No School | ||
| 11-01-08 | Wrestling @ Putnam City | Putnam City | |
| 11-04-08 | Middle School Basketball Blast Off | WMS Gym | 6:00pm |
| 11-08-08 | Wrestling @ Kingfisher Tournament | Kingfisher | TBA |
| 11-10/11/13-08 | 7th & 8th Basketball @ Clinton Tournament | Clinton | TBA |
| 11-11-08 | Veterans Day Assembly | WMS Auditorium | 9:45am |
| 11-15-08 | Wrestling @ Noble Tournament | Noble | TBA |
| 11-17-08 | 7th & 8th Basketball vs. Woodward (8th-4:30 & 7th -6:30) | Woodward | 4:30pm |
| 11-19-08 | 7th & 9th Basketball vs. Hobart | WMS Gym | 4:00pm |
| 11-19-08 | Yearbook Group Pics 7th & 8th BB | TBA | |
| 11-20-08 | 7th Basketball vs. Anadarko | Anadarko (OK Gym) | 4:30pm |
| 11-20-08 | 8th Basketball vs. Anadarko | Anadarko (AHS Gym) | 4:30pm |
| 11-25-08 | Western Oklahoma Honor Choir | SWOSU | All Day |
| 11-26/28-08 | Thanksgiving Break | ||
| 12-01-08 | Wrestling vs. Blackwell | Blackwell | TBA |
| 12-04-08 | Wrestling Media Night | WHS Gym | 6:00pm |
| 12-04-08 | 7th & 8th Basketball vs. Watonga | WMS Gym | 4:00pm |
| 12-05/06-08 | Wrestling @ Kingfisher Tournament | Kingfisher | TBA |
| 12-08-08 | 7th & 8th Basketball vs. Elgin | WMS Gym | 4:00pm |
| 12-11-08 | 7th & 8th Basketball vs. Elk City | WMS Gym | 4:00pm |
| 12-11-08 | Wrestling vs. Woodward | WHS Gym | 6:00pm |
| 12-12-08 | Middle School Dance | WMS Cafeteria | 7:00-10:00pm |
| 12-15-08 | Winter Choir Concert 7-12 Grades | 1st Baptist Church | 7:30pm |
| 12-16-08 | Wrestling vs. Duncan | Duncan | 6:00pm |
| 12-16-08 | High School & Middle School Bank Winter Concert | WMS Auditorium | 7:00pm |
| 12-18-08 | Semester Exams | WMS | 1-3-5-7- Periods |
| 12-19-08 | Semester Exams | WMS | 2-4-6 Periods |
| 12-19-08 | End of Semester | ||
| 12-22/1-04-09 | CHRISTMAS BREAK | ||
| 1-05-09 | Teacher Inservice | ||
| 1-06-09 | Classes Resume | ||
| 2-17-09 | 6th Grade Music Program | WMS Auditorium | 7:00pm |
| 2-24-09 | WMS CHoir State Contest | SWOSU | All Day |
| 2-25-09 | 8th Grade Writing Test | WMS | AM Classes |
| 4-14/15-09 | CRT Paper/Pencil - Grades 6, 7, & 8 | WMS | AM Classes |
| 4-16/17-09 | CRT Online Geography - 7th Grade | WMS | All Day |
| 4-21/22-09 | CRT Math Online - 8th Grade | WMS | All Day |
| 4-23/24-09 | CRT Reading Online - 8th Grade | WMS | All Day |
| 4-27-09 | CRT Make-up Day | ||
| 4-29-09 | CRT Make-up Day | ||
| 5-5-09 | Algebra 1 End of Instruction Test | WMS | AM Classes |
| 5-13-09 | 7th & 8th Choir Musical (Performances for Elementary Schools | WMS Auditorium | 9:30am & 1:00pm |
| 5-14-09 | 7th & 8th Choir Musical Public Performance | WMS Auditorium | 7:00pm |