Historical Results
 
Cumberland Valley leads series, 9-6
 Streak: Bulldogs have won 2-in-a-row

1. 11/9/1963: Cumberland Valley, 18-14 (played at Cumberland Valley's Stadium, New Kingston, PA)
   1st match-up overall and 1st Cumberland Valley victory
2. ??/??/19??: ????, ??-?? (played at ???, ???, PA)
   2nd Regular Season match-up
3. 11/16/1984: Cumberland Valley, 10-9 (District 3 3A Semifinal; played at Landis Field, Harrisburg, PA)
   3rd match-up overall and 1st Playoff match-up; Wilson's 1st District Playoff game ever
4. 11/15/1985: Cumberland Valley, 14-0 (District 3 4A Semifinal; played at Landis Field, Harrisburg, PA)
   4th match-up overall and 2nd Playoff match-up
5. 11/20/1987: Cumberland Valley, 40-8 (District 3 4A Semifinal; played at Memorial Field, Middletown, PA)
   5th match-up overall and 3rd Playoff match-up
6. 11/17/1989: Wilson, 7-3 (District 3 4A Semifinal; played at Shirk Stadium, Reading, PA)
   6th match-up overall, 4th Playoff match-up, 1st Wilson victory, and Wilson's 1st District Playoff win ever
7. 11/23/1990: Wilson, 34-32 (District 3 4A Championship; played at Hersheypark Stadium, Hershey, PA)
   7th match-up overall, 5th Playoff match-up, and 1st match-up in D3 Title Game [Fog Bowl]
8. 11/20/1992: Cumberland Valley, 20-14 (District 3 4A Semifinal; played at Memorial Field, Middletown, PA)
   8th match-up overall and 6th Playoff match-up
9. 11/19/1999: Wilson, 47-0 (District 3 4A Championship; played at Hersheypark Stadium, Hershey, PA)
   9th match-up overall, 7th Playoff match-up, and 2nd match-up in D3 Title Game
10. 11/10/2000: Cumberland Valley, 21-7 (District 3 4A Semifinal; played at Chapman Field, Mechanicsburg, PA)​
    10th match-up overall and 8th Playoff match-up
11. 11/29/2008: Wilson, 35-7 (District 3 4A Championship; played at Hersheypark Stadium, Hershey, PA)​​
    11th match-up overall, 9th Playoff match-up, and 3rd match-up in D3 Title Game
12. 11/27/2009: Cumberland Valley, 28-21 (District 3 4A Semifinal; played at Gurski Stadium, West Lawn, PA)​​​
    12th match-up overall and 10th Playoff match-up​​
13. 11/19/2010: Cumberland Valley, 28-14 (District 3 4A Quarterfinal; played at Gurski Stadium, West Lawn, PA)​​​
    13th match-up overall and 11th Playoff match-up
14. 11/25/2011: Wilson, 20-14 (District 3 4A Semifinal; played at Chapman Field, Mechanicsburg, PA)​​​
    14th match-up overall and 12th Playoff match-up
15. 11/26/2016: Wilson, 28-14 (District 3 6A Championship; played at Hersheypark Stadium, Hershey, PA)​​​
    15th match-up overall, 13th Playoff match-up, and 4th match-up in D3 Title Game
16. 11/10/2023: TBD (District 3 6A Quarterfinal; played at Chapman Field, Mechanicsburg, PA)​​​
    16th match-up overall and 14th Playoff match-up

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Match-Up News Articles
 
via The Reading Eagle, Google News Archive, and Newspapers.com

Game 1: Saturday, November 9th, 1963
Cumberland Valley 18, Wilson 14
​Cumberland Valley's Field, New Kingston, PA

Game 2: ???
Central Dauphin 0, Wilson 0
​???, ???, PA

Game 3: Friday, November 16th, 1984
Cumberland Valley 10, Wilson 9
District 3 AAA Semifinal
Landis Field, Harrisburg, PA

Game 4: Friday, November 15th, 1985
Cumberland Valley 14, Wilson 0
District 3 AAAA Semifinal
Landis Field, Harrisburg, PA

Game 5: Friday, November 20th, 1987
Cumberland Valley 40, Wilson 8
District 3 AAAA Semifinal
Memorial Field, Middletown, PA

Game 6: Friday, November 17th, 1989
Wilson 7, Cumberland Valley 3
District 3 AAAA Semifinal
Shirk Stadium, Reading, PA

Game 7: Friday, November 23rd, 1990
Wilson 34, Cumberland Valley 32
District 3 AAAA Championship
Hersheypark Stadium, Hershey, PA

Game 8: Friday, November 20th, 1992
Cumberland Valley 20, Wilson 14
District 3 AAAA Semifinal
Memorial Field, Middletown, PA

Game 9: Friday, November 19th, 1999
Wilson 47, Cumberland Valley 0
District 3 AAAA Championship
Hersheypark Stadium, Hershey, PA

Game 10: Friday, November 10th, 2000
Cumberland Valley 21, Wilson 7
District 3 AAAA Semifinal
Chapman Field, Mechanicsburg, PA

Game 11: Saturday, November 29th, 2008
Wilson 35, Cumberland Valley 7
District 3 AAAA Championship
Hersheypark Stadium, Hershey, PA

Game 12: Friday, November 27th, 2009
Cumberland Valley 28, Wilson 21
District 3 AAAA Semifinal
John Gurski Stadium, West Lawn, PA

Game 13: Friday, November 19th, 2010
Cumberland Valley 28, Wilson 14
District 3 AAAA Quarterfinal
John Gurski Stadium, West Lawn, PA

Game 14: Friday, November 25th, 2011
Wilson 20, Cumberland Valley 14
District 3 AAAA Semifinal
Chapman Field, Mechanicsburg, PA

Game 15: Saturday, November 26th, 2016
Wilson 28, Cumberland Valley 14
District 3 6A Championship
Hersheypark Stadium, Hershey, PA

Game 16: Friday, November 10th, 2023
Wilson @ Cumberland Valley
District 3 6A Quarterfinals
Chapman Field, Mechanicsburg, PA