| Dates | Event/Location | Notes |
| Oct 19 2019 | Coaches Training Redmond | |
| Oct 26 2019 - Oct 27 2019 | Judges Training Redmond | |
| Nov 02 2019 | Rules Meeting Willamette ESD - 2611 Pringle RD SE, Salem | Marion Room - 10 am |
| Nov 02 2019 | State Board Meeting Willamette ESD - 2611 Pringle RD SE, Salem | Marion Room - 1 pm |
| Nov 16 2019 | Coaches Training I5 Corridor - place TBD | |
| Dec 14 2019 | State Board Meeting Willamette ESD - 2611 Pringle RD SE, Salem | Marion Room - 8 am |
| Dec 14 2019 | Annual Meeting Willamette ESD - 2611 Pringle RD SE, Salem | Polk/Yamhill Rooms - 10 am to 4 pm |
| Jan 09 2020 - Jan 12 2020 | Willamette District Meet #1 Linn County Fairgrounds, Albany | Website/Link |
| Jan 16 2020 - Jan 19 2020 | North Valley District Meet #1 Linn County Fair & Expo - Albany | |
| Jan 25 2020 | State Board Meeting Willamette ESD - 2611 Pringle RD SE, Salem | Marion Room - 10 am to 2 pm |
| Jan 31 2020 - Feb 02 2020 | South Valley District Meet #1 Oregon Horse Center, Eugene | |
| Jan 31 2020 - Feb 02 2020 | Southern District Meet #1 Jackson County Expo, Central Point | |
| Feb 06 2020 - Feb 08 2020 | North East District Meet #1 Oregon Equestrian Center, West Linn | |
| Feb 06 2020 - Feb 09 2020 | North West District Meet #1 Yamhill County Fairgrounds, McMinnville | |
| Feb 06 2020 - Feb 09 2020 | Willamette District Meet #2 Linn County Fairgrounds, Albany | Website/Link |
| Feb 13 2020 - Feb 16 2020 | Tri-River Valley District Meet #1 Yamhill County Fairgrounds, McMinnville | |
| Feb 21 2020 - Feb 23 2020 | Central District Meet #1 Deschutes County Expo Center, Redmond | |
| Mar 05 2020 - Mar 08 2020 | North Valley District Meet #2 Oregon State Expo, Salem | |
| Mar 06 2020 - Mar 08 2020 | North East District Meet #2 Oregon Equestrian Center, West Linn | |
| Mar 06 2020 - Mar 08 2020 | South Valley District Meet #2 Oregon Horse Center, Eugene | |
| Mar 12 2020 - Mar 15 2020 | North West District Meet #2 Yamhill County Fairgrounds, McMinnville | |
| Mar 12 2020 - Mar 15 2020 | Willamette District Meet #3 Linn County Fairgrounds, Albany | Website/Link |
| Mar 13 2020 - Mar 15 2020 | Southern District Meet #2 Jackson County Expo, Central Point | |
| Mar 19 2020 - Mar 22 2020 | Tri-River Valley District Meet #2 Yamhill County Fairgrounds, McMinnville | |
| Mar 20 2020 - Mar 22 2020 | Central District Meet #2 Rim Rock Riders Event Center, Powell Butte | |
| Mar 21 2020 | State Board Meeting Willamette ESD - 2611 Pringle RD SE, Salem | Marion Room - 10 am to 2 pm |
| Apr 02 2020 - Apr 05 2020 | North Valley District Meet #3 Oregon State Expo, Salem | |
| Apr 02 2020 - Apr 05 2020 | Tri-River Valley District Meet #3 Yamhill County Fairgrounds, McMinnville | |
| Apr 03 2020 - Apr 05 2020 | North East District Meet #3 Oregon Equestrian Center - West Linn | |
| Apr 03 2020 - Apr 05 2020 | South Valley District Meet #3 Oregon Horse Center, Eugene | |
| Apr 09 2020 - Apr 12 2020 | North West District Meet #3 Yamhill County Fairgrounds, McMinnville | |
| Apr 17 2020 - Apr 19 2020 | Central District Meet #3 Deschutes County Expo Center, Redmond | |
| Apr 24 2020 - Apr 26 2020 | Southern District Meet #3 Jackson County Expo, Central Point | |
| Apr 25 2020 | State Board Meeting Willamette ESD - 2611 Pringle RD SE, Salem | Marion Room - 9:30 am to 2 pm |
| May 07 2020 - May 10 2020 | 2020 OHSET Championship Deschutes County Fairgrounds Expo Center - Redmond | |
| Jun 19 2020 - Jun 21 2020 | PNWIC Moses Lake, WA | |
| Jun 27 2020 | State Board Meeting Willamette ESD - 2611 Pringle RD SE, Salem | Marion Room - 9:30 am to 2 pm |