| Date | Team | Team | Time | |
| Saturday, April 1, 2023 | Montville HS | vs | Tourtellotte HS | 11:00am |
| Wednesday, April 12, 2023 | EO Smith HS | vs | East Catholic HS | 4:00pm |
| Thursday, April 13, 2023 | EO Smith HS (JV) | vs | East Catholic HS (JV) | TBD |
| Saturday, April 15, 2023 | Private Event | 12:00pm | ||
| Tuesday, April 18, 2023 | Putnam Science Academy | vs | Springfield Commonwealth | 4:00pm |
| Friday, April 21, 2023 | Putnam Science Academy | vs | The MacDuffie School | 4:00pm |
| Saturday, April 22, 2023 | TBA | vs | TBA | TBD |
| TBA | vs | TBA | TBD | |
| TBA | vs | TBA | TBD | |
| Tuesday, April 25, 2023 | Putnam Science Academy | vs | Salisbury School | 4:00pm |
| Wednesday, April 26, 2023 | Montville HS | vs | Ellis Technical School | 4:00pm |
| Friday, April 28, 2023 | Putnam Science Academy | vs | Edgehill School | 3:00pm |
| Wednesday, May 3, 2023 | Putnam Science Academy | vs | The Winchendon School | 3:00pm |
| Saturday, May 6, 2023 | Putnam Science Academy | vs | Austin Prep | 1:00pm |
| Putnam Science Academy | vs | Austin Prep | 3:00pm | |
| Wednesday, May 10, 2023 | Putnam Science Academy | vs | Phillip & Waldron | 4:00pm |
| Saturday, May 13, 2023 | Putnam Science Academy | vs | Kents Hill School | 2:00pm |
| Putnam Science Academy | vs | Kents Hill School | 4:00pm | |
| Saturday, May 20, 2023 | Cornhole Tournament | 11:00am | ||
| Wednesday, May 24, 2023 | ECC Baseball Quarterfinal | 12:00pm | ||
| ECC Baseball Quarterfinal | 2:30pm | |||
| ECC Baseball Quarterfinal | 5:00pm | |||
| ECC Baseball Quarterfinal | 7:30pm | |||
| Thursday, May 25, 2023 | ECC Baseball Semifinal | 5:00pm | ||
| ECC Baseball Semifinal | 7:30pm | |||
| Friday, May 26, 2023 | ECC Baseball Championship | 6:30pm | ||
| Tuesday, June 6, 2023 | Schooners | vs | Newport Gulls | 6:30pm |
| Wednesday, June 7, 2023 | Schooners | vs | Vermont Mountaineers | 6:30pm |
| Saturday, June 10, 2023 | Schooners | vs | Newport Gulls | 12:00pm |
| Wednesday, June 14, 2023 | Schooners | vs | Danbury Westerners | 6:30pm |
| Saturday, June 17, 2023 | Schooners | vs | North Adams SteepleCats | 6:30pm |
| Sunday, June 18, 2023 | Schooners | vs | Ocean State Waves | 4:00pm |
| Wednesday, June 21, 2023 | Schooners | vs | Sanford Mainers | 12:00pm |
| Friday, June 23, 2023 | Schooners | vs | Keene Swamp Bats | 6:30pm |
| Saturday, June 24, 2023 | Relay For Life | All Day | ||
| Sunday, June 25, 2023 | Schooners | vs | North Shore Navigators | 4:00pm |
| Monday, June 26, 2023 | Schooners | vs | Valley Blue Sox | 6:30pm |
| Thursday, June 29, 2023 | Schooners | vs | Ocean State Waves | 6:30pm |
| Monday, July 3, 2023 | Schooners | vs | Ocean State Waves | 12:00pm |
| Tuesday, July 4, 2023 | Schooners | vs | Bristol Blues | 4:00pm |
| Thursday, July 6, 2023 | Schooners | vs | North Shore Navigators | 6:30pm |
| Saturday, July 8, 2023 | Schooners | vs | Martha’s Vineyard Sharks | 12:00pm |
| Tuesday, July 11, 2023 | Schooners | vs | Upper Valley Nighthawks | 6:30pm |
| Wednesday, July 12, 2023 | Schooners | vs | Ocean State Waves | 6:30pm |
| Sunday, July 16, 2023 | Schooners | vs | Newport Gulls | 4:00pm |
| Monday, July 17, 2023 | Schooners | vs | Martha’s Vineyard Sharks | 6:30pm |
| Friday, July 21, 2023 | Schooners | vs | North Shore Navigators | 6:30pm |
| Tuesday, July 25, 2023 | Schooners | vs | North Shore Navigators | 6:30pm |
| Friday, July 28, 2023 | Schooners | vs | Martha’s Vineyard Sharks | 6:30pm |
| Saturday, September 9, 2023 | Healthy Living Festival | 10:00am | ||
| Thursday, September 28, 2023 | Manufacturing Event | 9:00am | ||
| Friday, October 6, 2023 | Firecracker Sports | 6:00pm | ||
| Saturday, October 7, 2023 | Firecracker Sports | 9:00am | ||
| Firecracker Sports | 11:15am | |||
| Firecracker Sports | 1:30pm | |||
| Firecracker Sports | 3:45pm | |||
| Sunday, October 8, 2023 | Firecracker Sports | 9:00am | ||
| Firecracker Sports | 11:15am | |||
| Firecracker Sports | 1:30pm | |||
| Firecracker Sports | 3:45pm | |||
| Monday, October 9, 2023 | Firecracker Sports | 9:00am | ||
| Firecracker Sports | 11:15am | |||
| Firecracker Sports | 1:30pm | |||
| Firecracker Sports | 3:45pm |