35 Wins, 53 Losses
| Date | Game Type | Upset Magnitude | |||
|---|---|---|---|---|---|
| 02/05/87 | Won | Woodland 41 | Camas 29 | Non-league | 5.655 |
| 02/23/87 | Won | Woodland 40 | Columbia (White Salmon) 32 | Playoff | 2.068 |
| 12/05/88 | Lost | Woodland 38 | Winlock 46 | Non-league | 0.365 |
| 12/04/89 | Won | Woodland 47 | Columbia (White Salmon) 37 | League | 0.152 |
| 02/05/90 | Won | Woodland 46 | Ridgefield 43 | League | 3.527 |
| 02/22/90 | Won | Woodland 43 | Ilwaco 41 | Playoff | 9.129 |
| 03/01/90 | Won | Woodland 41 | Ilwaco 38 | Playoff | 9.129 |
| 12/03/90 | Lost | Woodland 35 | Columbia (White Salmon) 51 | League | 6.424 |
| 02/23/91 | Lost | Woodland 37 | Ridgefield 38 | Playoff | 7.514 |
| 02/27/91 | Won | Woodland 57 | Foster 45 | Playoff | 4.531 |
| 03/01/91 | Won | Woodland 59 | Cascade (Leavenworth) 54 | Playoff | 1.206 |
| 12/04/91 | Lost | Woodland 26 | Eatonville 38 | Non-league | 9.995 |
| 12/20/91 | Lost | Woodland 37 | White Pass 38 | Non-league | 2.186 |
| 01/10/92 | Won | Woodland 58 | Ridgefield 49 | League | 1.096 |
| 01/21/92 | Won | Woodland 52 | Columbia (White Salmon) 38 | League | 3.450 |
| 02/11/92 | Won | Woodland 47 | Ridgefield 38 | League | 1.096 |
| 12/01/93 | Won | Woodland 49 | White Pass 48 | Non-league | 12.064 |
| 01/13/94 | Won | Woodland 35 | La Center 32 | League | 4.024 |
| 02/21/94 | Won | Woodland 44 | Montesano 38 | Playoff | 11.220 |
| Lost | Woodland L | Columbia (White Salmon) W | League | 8.865 | |
| 11/29/94 | Won | Woodland 47 | Rochester 34 | Non-league | 0.893 |
| 01/10/95 | Won | Woodland 49 | La Center 43 | League | 6.213 |
| 01/30/95 | Lost | Woodland 54 | Columbia (White Salmon) 59 | League | 2.251 |
| 12/19/95 | Lost | Woodland 42 | Columbia (White Salmon) 53 | League | 2.637 |
| 12/28/95 | Won | Woodland 48 | Toledo 37 | Non-league | 13.999 |
| 01/25/96 | Lost | Woodland 41 | Columbia (White Salmon) 43 | League | 2.637 |
| 02/01/96 | Won | Woodland 62 | Castle Rock 58 | League | 7.605 |
| 02/13/96 | Won | Woodland 48 | La Center 47 | League | 1.241 |
| 02/19/96 | Lost | Woodland 47 | Onalaska 59 | Playoff | 3.742 |
| 01/17/97 | Lost | Woodland 46 | La Center 51 | League | 5.072 |
| 12/18/97 | Lost | Woodland 47 | Castle Rock 50 | League | 20.909 |
| 01/29/99 | Lost | Woodland 48 | Montesano 54 | League | 6.733 |
| 02/11/99 | Lost | Woodland 53 | Ridgefield 66 | League | 11.192 |
| 03/05/99 | Lost | Woodland 52 | Ridgefield 56 | Playoff | 11.192 |
| 01/07/00 | Lost | Woodland 54 | Stevenson 62 | League | 7.353 |
| 01/21/00 | Lost | Woodland 46 | Ridgefield 51 | League | 0.809 |
| 02/26/00 | Lost | Woodland 51 | La Center 56 | Playoff | 5.858 |
| 03/03/00 | Lost | Woodland 50 | Ilwaco 55 | Playoff | 2.167 |
| 12/07/00 | Lost | Woodland 50 | Ilwaco 63 | Non-league | 4.905 |
| 01/19/01 | Lost | Woodland 47 | Ridgefield 50 | League | 7.766 |
| 03/09/01 | Won | Woodland 54 | Grandview 47 | Playoff | 3.622 |
| 03/10/01 | Won | Woodland 60 | Chelan 59 | Playoff | 7.452 |
| 12/20/01 | Lost | Woodland 59 | Castle Rock 66 | League | 13.684 |
| 01/22/02 | Lost | Woodland 43 | La Center 50 | League | 10.060 |
| 03/06/02 | Won | Woodland 56 | Tonasket 47 | Playoff | 1.973 |
| 03/08/02 | Won | Woodland 62 | Nooksack Valley 48 | Playoff | 4.422 |
| 03/12/03 | Lost | Woodland 33 | Pullman 41 | Playoff | 3.312 |
| 03/13/03 | Lost | Woodland 38 | Ephrata 55 | Playoff | 9.041 |
| 12/05/03 | Lost | Woodland 40 | Napavine 48 | Non-league | 8.997 |
| 12/18/03 | Lost | Woodland 59 | Napavine 62 | Non-league | 8.997 |
| 01/17/04 | Lost | Woodland 49 | Ridgefield 50 | League | 8.670 |
| 02/14/05 | Lost | Woodland 46 | La Center 49 | League | 4.286 |
| 03/09/05 | Lost | Woodland 41 | Ephrata 48 | Playoff | 3.714 |
| 03/08/06 | Won | Woodland 50 | Lakeside (Nine Mile Falls) 45 | Playoff | 3.484 |
| 12/07/06 | Lost | Woodland 45 | Centralia 49 | Non-league | 24.105 |
| 12/30/06 | Lost | Woodland 53 | Columbia (Burbank) 56 | Non-league | 7.625 |
| 02/27/07 | Lost | Woodland 42 | Tumwater 61 | Playoff | 4.967 |
| 03/02/07 | Lost | Woodland 69 | Ridgefield 72 | Playoff | 7.152 |
| 12/10/07 | Won | Woodland 71 | Fort Vancouver 48 | Non-league | 3.073 |
| 01/22/08 | Won | Woodland 59 | Ridgefield 52 | League | 1.882 |
| 02/22/08 | Won | Woodland 41 | Aberdeen 39 | Playoff | 0.574 |
| 01/23/09 | Lost | Woodland 37 | Mark Morris 45 | League | 5.291 |
| 02/05/09 | Won | Woodland 65 | R.A. Long 47 | League | 2.807 |
| 02/12/09 | Lost | Woodland 49 | Mark Morris 54 | League | 5.291 |
| 01/08/10 | Lost | Woodland 53 | Hudson's Bay 66 | Non-league | 13.145 |
| 02/16/10 | Lost | Woodland 32 | Ridgefield 62 | League | 1.246 |
| 12/03/10 | Won | Woodland 66 | W.F. West 45 | Non-league | 4.775 |
| 01/24/11 | Lost | Woodland 36 | Mark Morris 52 | League | 5.079 |
| 02/11/11 | Lost | Woodland 52 | Aberdeen 55 | Playoff | 14.725 |
| 12/09/11 | Lost | Woodland 40 | Tumwater 43 | Non-league | 5.466 |
| 02/10/12 | Lost | Woodland 56 | North Thurston 59 | Playoff | 2.095 |
| 02/12/13 | Lost | Woodland 26 | Montesano 45 | Playoff | 9.483 |
| 12/29/14 | Lost | Woodland 47 | Battle Ground 55 | Non-league | 2.637 |
| 01/29/15 | Lost | Woodland 38 | Washougal 45 | League | 3.952 |
| 02/18/15 | Lost | Woodland 43 | Black Hills 54 | Playoff | 1.149 |
| 12/17/15 | Won | Woodland 42 | Mark Morris 36 | League | 5.459 |
| 12/20/16 | Lost | Woodland 52 | Hockinson 60 | League | 0.734 |
| 01/06/17 | Lost | Woodland 34 | Columbia River 47 | League | 2.204 |
| 01/20/17 | Won | Woodland 54 | Washougal 50 | League | 10.421 |
| 12/20/17 | Won | Woodland 59 | Mark Morris 56 | League | 2.179 |
| 01/26/18 | Lost | Woodland 34 | Columbia River 38 | League | 7.530 |
| 12/03/18 | Won | Woodland 56 | Kelso 40 | Non-league | 2.375 |
| 12/17/18 | Lost | Woodland 56 | Rochester 64 | Non-league | 8.353 |
| 12/21/18 | Lost | Woodland 50 | Ridgefield 60 | League | 4.451 |
| 01/02/19 | Lost | Woodland 54 | R.A. Long 61 | League | 4.968 |
| 01/31/19 | Lost | Woodland 46 | Columbia River 51 | League | 2.088 |
| 12/05/19 | Won | Woodland 61 | Rochester 51 | Non-league | 1.434 |
| 01/17/20 | Won | Woodland 71 | Hockinson 52 | League | 1.081 |
36 Wins, 40 Losses
| Date | Game Type | Upset Magnitude | |||
|---|---|---|---|---|---|
| 01/16/03 | Lost | Woodland 38 | Castle Rock 64 | League | 2.299 |
| 01/27/03 | Won | Woodland 55 | Stevenson 53 | League | 2.659 |
| 12/27/03 | Won | Woodland 61 | Washougal 54 | Non-league | 0.703 |
| 01/20/04 | Lost | Woodland 41 | La Center 49 | League | 0.514 |
| 02/03/04 | Won | Woodland 71 | Ridgefield 68 | League | 5.931 |
| 02/10/04 | Lost | Woodland 81 | Castle Rock 84 | League | 3.282 |
| 03/02/04 | Won | Woodland 50 | Ridgefield 46 | Playoff | 5.931 |
| 12/17/04 | Lost | Woodland 66 | Kalama 69 | Non-league | 10.800 |
| 01/21/05 | Won | Woodland 71 | Hockinson 64 | League | 8.244 |
| 01/24/05 | Won | Woodland 88 | Stevenson 74 | League | 2.052 |
| 02/21/05 | Won | Woodland 66 | Stevenson 62 | Playoff | 2.052 |
| 03/01/05 | Lost | Woodland 56 | Tenino 66 | Playoff | 3.634 |
| 11/30/05 | Won | Woodland 68 | Montesano 58 | Non-league | 2.181 |
| 12/06/05 | Won | Woodland 52 | Kalama 47 | Non-league | 7.960 |
| 01/12/06 | Won | Woodland 70 | Castle Rock 61 | League | 8.805 |
| 01/31/06 | Won | Woodland 55 | Ridgefield 48 | League | 9.025 |
| 02/03/06 | Lost | Woodland 55 | Columbia (White Salmon) 62 | League | 10.642 |
| 12/15/06 | Won | Woodland 67 | La Center 51 | Non-league | 0.351 |
| 12/20/06 | Lost | Woodland 51 | Kalama 57 | Non-league | 0.787 |
| 01/22/07 | Won | Woodland 57 | Ridgefield 56 | League | 5.324 |
| 12/14/07 | Lost | Woodland 57 | La Center 69 | Non-league | 4.996 |
| 12/27/07 | Won | Woodland 71 | Castle Rock 60 | Non-league | 11.858 |
| 01/03/08 | Lost | Woodland 47 | La Center 51 | Non-league | 4.996 |
| 12/01/08 | Lost | Woodland 51 | Rochester 65 | Non-league | 3.465 |
| 12/09/08 | Lost | Woodland 49 | Rochester 62 | Non-league | 3.465 |
| 12/29/08 | Won | Woodland 51 | Montesano 40 | Non-league | 0.643 |
| 01/05/10 | Lost | Woodland 45 | La Center 52 | Non-league | 13.033 |
| 02/09/10 | Won | Woodland 52 | Washougal 45 | League | 0.098 |
| 02/19/10 | Won | Woodland 58 | Hockinson 56 | League | 17.588 |
| 11/30/10 | Lost | Woodland 62 | King's Way Christian 74 | Non-league | 0.640 |
| 12/17/10 | Lost | Woodland 62 | King's Way Christian 66 | Non-league | 0.640 |
| 01/09/12 | Won | Woodland 61 | R.A. Long 59 | League | 5.207 |
| 01/14/12 | Lost | Woodland 38 | Three Rivers Christian 50 | Non-league | 9.120 |
| 12/08/12 | Won | Woodland 62 | Ridgefield 47 | Non-league | 3.948 |
| 12/19/12 | Lost | Woodland 54 | Castle Rock 55 | League | 6.095 |
| 01/17/13 | Lost | Woodland 63 | La Center 68 | League | 0.187 |
| 02/01/13 | Lost | Woodland 42 | King's Way Christian 48 | League | 12.201 |
| 02/07/13 | Won | Woodland 36 | Tenino 34 | Playoff | 0.190 |
| 02/13/13 | Lost | Woodland 49 | La Center 51 | Playoff | 0.187 |
| 12/02/13 | Won | Woodland 51 | Toledo 43 | League | 0.618 |
| 01/10/14 | Won | Woodland 49 | Toledo 44 | League | 0.618 |
| 01/24/14 | Won | Woodland 64 | La Center 55 | League | 3.712 |
| 01/06/15 | Lost | Woodland 37 | Washougal 48 | League | 4.515 |
| 01/12/15 | Lost | Woodland 36 | R.A. Long 40 | League | 11.909 |
| 02/21/15 | Lost | Woodland 50 | Centralia 55 | Playoff | 3.615 |
| 12/03/15 | Lost | Woodland 45 | La Center 49 | Non-league | 5.895 |
| 12/11/15 | Lost | Woodland 39 | La Center 44 | Non-league | 5.895 |
| 12/17/15 | Won | Woodland 59 | Mark Morris 46 | League | 3.014 |
| 01/08/16 | Lost | Woodland 49 | Washougal 52 | League | 9.909 |
| 01/13/16 | Lost | Woodland 34 | R.A. Long 36 | League | 4.943 |
| 01/15/16 | Lost | Woodland 51 | Hockinson 65 | League | 9.105 |
| 02/26/16 | Won | Woodland 63 | North Kitsap 50 | Playoff | 8.714 |
| 12/13/16 | Lost | Woodland 36 | W.F. West 52 | Non-league | 5.779 |
| 12/30/16 | Lost | Woodland 55 | King's Way Christian 62 | Non-league | 12.887 |
| 01/05/17 | Won | Woodland 51 | Columbia River 48 | League | 0.016 |
| 01/09/17 | Lost | Woodland 52 | Ridgefield 58 | League | 6.822 |
| 01/19/17 | Lost | Woodland 68 | Washougal 70 | League | 17.216 |
| 01/24/17 | Won | Woodland 64 | Mark Morris 58 | League | 7.461 |
| 01/28/17 | Won | Woodland 56 | Columbia River 53 | League | 0.016 |
| 12/19/17 | Lost | Woodland 55 | Hockinson 62 | League | 5.420 |
| 12/22/17 | Lost | Woodland 52 | King's Way Christian 59 | Non-league | 4.250 |
| 01/19/18 | Lost | Woodland 60 | Hockinson 74 | League | 5.420 |
| 01/30/18 | Lost | Woodland 37 | Ridgefield 62 | League | 2.170 |
| 02/06/18 | Lost | Woodland 45 | Washougal 48 | League | 4.070 |
| 01/15/19 | Lost | Woodland 47 | Hockinson 65 | League | 2.666 |
| 01/19/19 | Won | Woodland 46 | Ridgefield 37 | League | 1.151 |
| 01/22/19 | Lost | Woodland 50 | R.A. Long 55 | League | 6.644 |
| 01/25/19 | Lost | Woodland 50 | Washougal 52 | League | 0.027 |
| 12/11/19 | Won | Woodland 57 | Fort Vancouver 49 | Non-league | 1.641 |
| 01/06/20 | Won | Woodland 49 | R.A. Long 46 | League | 2.931 |
| 01/10/20 | Won | Woodland 54 | Mark Morris 45 | League | 0.863 |
| 01/16/20 | Lost | Woodland 40 | Hockinson 45 | League | 0.275 |
| 02/11/20 | Won | Woodland 56 | Ridgefield 52 | League | 8.472 |
| 02/12/20 | Won | Woodland 60 | Mark Morris 49 | Playoff | 0.863 |
| 02/15/20 | Won | Woodland 51 | Columbia River 48 | Playoff | 20.965 |
| 02/18/20 | Won | Woodland 48 | W.F. West 45 | Playoff | 6.662 |