First meeting: Oct. 20, 2006 - Ridgefield 42, R.A. Long 12
Latest meeting: Oct. 25, 2024 - Ridgefield 35, R.A. Long 7
Next meeting: 2025
Meetings total: 16
All-time series: Ridgefield Leads 11-5
League series: Ridgefield Leads 11-5
Post-season series: n/a
Largest victory: Ridgefield, 62-0 (2019)
Longest win streak: Ridgefield, 6 (2018-present)
Current win streak: Ridgefield, 6 (2018-present)
| R.A. Long Victories | Ridgefield Victories | Tie Games |
| No. | Date | Winning Team | Losing Team | |||
| 1 | Oct. 20, 2006 | Ridgefield* | 42 | at R.A. Long | 12 | |
| 2 | Oct. 19, 2007 | at Ridgefield* | 7 | R.A. Long | 0 | |
| 3 | Oct. 24, 2008 | at R.A. Long* | 39 | Ridgefield | 15 | |
| 4 | Oct. 23, 2009 | R.A. Long* | 32 | at Ridgefield | 29 | |
| 5 | Oct. 19, 2012 | Ridgefield* | 55 | at R.A. Long | 27 | |
| 6 | Oct. 25, 2013 | R.A. Long* | 49 | at Ridgefield | 12 | |
| 7 | Oct. 3, 2014 | R.A. Long* | 7 | at Ridgefield | 5 | |
| 8 | Oct. 2, 2015 | Ridgefield* | 24 | at R.A. Long | 21 | |
9 |
Oct. 14, 2016 | at Ridgefield* | 24 | R.A. Long | 22 | |
| 10 | Oct. 13, 2017 | at R.A. Long* | 29 | Ridgefield | 7 | |
| 11 | Oct. 5, 2018 | Ridgefield* | 14 | at R.A. Long | 0 | |
| 12 | Oct. 11, 2019 | at Ridgefield* | 62 | R.A. Long | 0 | |
| 13 | Oct. 22, 2021 | Ridgefield* | 40 | at R.A. Long | 14 | |
| 14 | Oct. 22, 2022 | at Ridgefield* | 26 | R.A. Long | 6 | |
| 15 | Oct. 20, 2023 | Ridgefield* | 35 | at R.A. Long | 0 | |
| 16 | Oct. 25, 2024 | at Ridgefield* | 35 | R.A. Long | 7 | |