| JCYS Annual Membership Meeting | Wednesday, January 5 | 7:30pm at the Ossining Community Center. Annual JCYS membership meeting to review the state of the league and elect the 2022 Board of Directors. This meeting is open to all JCYS members. |
| 2022 Registration Opens | Friday, January 7 | Registration for Spring Baseball & Softball opens at ossiningjcysll.com |
| Last Day for Discounted Registration | Thursday, March 17 | Registration increases $25 as of March 18th |
| Intermediate & Majors Baseball Assessments | Sunday, March 27th | Anne M. Dorner Middle School Gymnasium. All Intermediate (9-10) & Majors (11-12) players must attend. |
| 2022 Registration Closes | Thursday, March 31 | Registration for all divisions with the exception of Senior Baseball will close at midnight on 3/31 |
| 2022 JCYS Rosters & Schedule Announcement | Friday, April 1 | Rosters and schedules for all divisions to be announced on or before April 1st. |
| All Coaches Meeting & Training | Saturday, April 2 | 9am at the Ryder Park pavilion. Please save this date for a 3 hour meeting on safety, skills and coaching resources. |
| Intermediate Umpire Training | Sunday, April 3 | 10am at Finch Field, Ryder Park. Please save this date for an on-field umpire training at Ryder Park. If interested in umpiring Intermediate games for the 2022 season please contact David Capasso at [email protected] |
| First Day Of On Field Practices | Monday, April 4 | On-field practices begin for all Baseball and Softball divisions (weather permitting). |
| 2022 Opening Day | Saturday, April 9 | Information on Opening Day games, parade and on-field ceremonies, TBA |
| Picture Day - Tee Ball, & Minors Baseball | Saturday, April 23 | Tee Ball, Minors Baseball photos to be taken at Roosevelt School. Final schedule by team, TBA. |
| Picture Day - Intermediate Baseball, Minors Softball, Intermediate Softball & Majors Softball | Saturday, April 30 | Intermediate Baseball, Minors Softball. Intermediate Softball & Majors Softball photos to be taken at Veterans Memorial Park. Final schedule by team, TBA. |
| Picture Day - Majors Baseball and all other divisions makeups (as needed) | Saturday, May 7 | Majors Baseball and all divisions makeup photos (as needed) to be taken at Ryder Park. Final schedule, TBA. |
| Ossining Travel Baseball Tryouts | Sunday, May 8 | Annual tryouts for Ossining Travel Baseball teams. In 2022, we will have travel teams for 8U, 9U, 10U, & 12U. Specific team times TBA |
| Majors Division Championship Game | Saturday, June 11 | Finch Field, Ryder Park, 10:00am |
| Intermediate All-Star Game | Saturday, June 18 | Veterans Park (Lower Field) |