| Date | Day | Event | Time | Location | Dress Code |
| Sep 2 | Tue | Lower School RETURNING student classroom visits | Homerooms | 8:30 - 9:30am | |
| Sep 2 | Tue | Lower School Orientation and BBQ for NEW students | LS classrooms | 11am - 1pm | |
| Sep 2 | Tue | MS RETURNING 6, 7, & 8th grade classroom visits | 8:30-9:30am | Homerooms | |
| Sep 2 | Tue | MS Orientation for NEW 6, 7, & 8th grade students | 9:30 - 11am students meet with peer leaders in 5H homeroom 11am - 1pm orientation and barbecue for students and parents | ||
| Sep 2 | Tue | MS Orientation for NEW 5th graders | 11am - 12:30pm: Orientation and barbeque 12:30 - 1:00pm: homeroom visits 1:00 - 2pm: Meet with returning 5th graders and 7th grade peer leaders | MS classrooms | |
| Sep 2 | Tue | MS RETURNING 5th grade classroom visits | 12:30 - 1:00pm in homerooms 1-2:00pm meet with new 5th grade students and 7th grade peer leaders | Homerooms | |
| Sep 3 | Wed | Classes Begin | |||
| Sep 8 | Mon | MS Back to School Night | 7 - 9:30pm | Athletic and Convocation Center | |
| Sep 10 | Wed | LS Back to School Night | 7- 9:30pm | Athletic & Convocation Center | |
| Sep 12 | Fri | Mass of the Holy Spirit | 10am | Athletic and Convocation Center | Dress uniform required |
| Sep 12 | Fri | Grade 7 & 8 Dance at Princeton Academy | 7-9:30pm | Athletic and Convocation Center | |
| Sep 16 | Tue | High School Placement Parent Meeting | 7pm | Manor House | |
| Sep 20 | Sat | Father-Son Event | 2-4pm | Athletic and Convocation Center | |
| Sep 24 | Wed | Open Basketball-Parents & Faculty | 6-8pm | Athletic and Convocation Center |