| February 15 | Registration for Spring Season Closes |
| February 15 | 2023 West Seattle Baseball General Meeting |
| March 2 | "Baseball Positive" Coaching Clinic for Mustang and Bronco |
| March 4 | Bronco Evaluations |
| March 5 | Mustang Evaluations |
| March 9 | "Baseball Positive" Coaching Clinic for Pinto |
| March 12 | "Baseball Positive" Pitching Clinic - Day One |
| March 19 | "Baseball Positive" Pitching Clinic - Day Two |
| March 19 | "Baseball Positive" Catchers Clinic |
| March 25 | Field Clean-up Day at the Pee Wee Fields |
| April 2 | "Baseball Positive" Coaching Clinic for Shetland |
| June 3 | Championship Saturday |
| June 9-11 | Summer Kick-off 10U Tournament (Pee Wee Fields) hosted by West Seattle Baseball |
| June 16-18 | Junior Shootout 9U Tournament hosted by West Seattle Baseball (Pee Wee Fields) |
| June 23-25 | Hardball Classic 8U Tournaments hosted by West Seattle Baseball (Pee Wee Fields) |
| June 29 - July 2 | 2023 PONY Northwest Region 13U All-Stars Tournament (Olympia, WA) |
| June 29 - July 2 | 2023 PONY Northwest Region 11U All-Stars Tournament (Olympia, WA) |
| June 29 - July 2 | 2023 PONY Northwest Region 9U All-Stars Tournament (Olympia, WA) |
| July 6 - 9 | 2023 PONY Northwest Region 14U All-Stars Tournament (Olympia, WA) |
| July 6 - 9 | 2023 PONY Northwest Region 12U All-Stars Tournament (Olympia, WA) |
| July 6 - 9 | 2023 PONY Northwest Region 10U All-Stars Tournament (Olympia, WA) |
| July 13 - 16 | 2023 PONY West Zone 13U All-Stars Tournament (Westhills, CA) |
| July 13 - 16 | 2023 PONY West Zone 9U All-Star Tournament (Walnut, CA) |
| July 13 - 17 | 2023 PONY West Zone 11U All-Stars Tournament (Walnut, CA) |
| July 20 - 23 | 2023 PONY West Zone 10U All-Stars Tournament (Site TBD) |
| July 20-23 | 2023 PONY West Zone 12U All-Stars Tournament (Moreno Valley, CA) |
| August 3 - 6 | 2023 PONY West Zone 14U All-Stars Tournament (West Covina, CA) |
| July 21 - 24 | 2023 PONY 13U World Series (Modesto, CA) |
| July 21 - 24 | 2023 PONY 11U World Series (Chesterfield, VA) |
| July 21 - 24 | 2023 PONY 9U World Series (Modesto, CA) |
| July 28 - 31 | 2023 PONY 10U World Series (Youngsville, LA) |
| July 29 - August 1 | 2023 PONY 12U World Series (Laredo, TX) |
| August 11 - 16 | 2023 PONY 14U World Series (Washington, PA) |
