| Date | Day | Event | Time | Location | Dress Code |
| Dec 1 | Tue | "Why Princeton Academy, a School for Boys?" | 7pm | Manor House | |
| Dec 4 | Fri | Barnes & Noble Book Fair | |||
| Dec 4 | Fri | First Friday Gathering - Dr. Eileen Burke | 9am refreshments; 9:45 presentation: "Christmas: A Legacy of Love"; 11:15 Mass | Manor House | |
| Dec 5 | Sat | Squash Club | 9:00-10:00am | Semans/Lawson-Johnston Squash Courts at The Lawrenceville School | |
| Dec 5 | Sat | Visit with Santa - Grades JK through 2nd | 10am to noon | Library | |
| Dec 5 | Sat | Holiday Boutique | 8am-1pm | Athletic & Convocation Center | |
| Dec 7 | Mon | Basketball (A/B) v. Trenton Charter (Away) | 3:45pm | Trenton Community Charter School | |
| Dec 7 | Mon | Wrestling v. Rutgers Prep (Home) | 3:45pm | Athletic and Convocation Center | |
| Dec 8 | Tue | Feast of the Immaculate Conception Liturgy | 10am | Athletic and Convocation Center | Dress uniform required |
| Dec 9 | Wed | Parent-Faculty Open Basketball | 6:30-8:30pm | Athletic and Convocation Center | |
| Dec 10 | Thu | Lecture: Rick Wolff, sports psychologist | 7pm | Athletic and Convocation Center | |
| Dec 11 | Fri | Wrestling v. Upper Freehold (Away) | 4:15pm | Upper Freehold Regional Middle School | |
| Dec 11 | Fri | Basketball (A/B) v. Rutgers Prep (Away) | 3:30pm | Rutgers Prep | |
| Dec 12 | Sat | Squash Club | 9:00-10:00am | Semans/Lawson-Johnston Squash Courts at The Lawrenceville School | |
| Dec 14 | Mon | Wrestling v. Cranbury (Home) | 3:45pm | Athletic and Convocation Center | |
| Dec 15 | Tue | Wrestling v. Millstone (Away) | 3:45pm | Millstone Middle School | |
| Dec 15 | Tue | Basketball (A/B) v. Hun (Home) | 3:30pm | Athletic and Convocation Center | |
| Dec 18 | Fri | Christmas Program | 9am followed by dismissal | Athletic and Convocation Center | Dress uniform is required |
| Dec 18 | Fri | Friday, December 18: AM bus service only; no afternoon bus service | |||
| Dec 21 | Mon | Christmas Break through Jan. 4; classes resume Jan. 5 | |||
| Dec 28 | Mon | Christmas Break continues through Jan. 4; classes resume Jan. 5 |