This is the official calendar of Windermere Preparatory School. Any questions, please contact Laine Allen (laine.allen@windermereprep.com).
| Upcoming Events | Date & Time |
| Crossline Community Church Services | Sat 08/15/2026 10:00 pm to Sun 08/16/2026 2:00 pm |
| BKB - Orlando Basketball Academy | Sun 08/16/2026 8:00 am - 3:30 pm |
| FUA - Apex Soccer | Sun 08/16/2026 8:00 am - 3:30 pm |
| FUA - Windermere Lacrosse Academy | Sun 08/16/2026 8:00 am - 9:00 am |
| Orlando Tennis Academy | Sun 08/16/2026 9:00 am - 1:00 pm |
| FUA - Kicking Camp | Sun 08/16/2026 9:30 am - 11:00 am |
| SL Cheer Practice | Sun 08/16/2026 10:00 am - 12:30 pm |
| Laker Aquatics | Mon 08/17/2026 5:15 am - 7:30 am |
| FUA - Apex Soccer | Mon 08/17/2026 6:00 am - 7:30 am |
| FUA - Windermere Lacrosse Academy | Mon 08/17/2026 6:00 am - 9:00 am |
| IVB MS Practice | Mon 08/17/2026 6:00 am - 7:30 am |
| Orlando Tennis Academy | Mon 08/17/2026 6:00 am - 7:00 pm |
| VFB Team Lift | Mon 08/17/2026 6:00 am - 7:30 am |
| XC Practice | Mon 08/17/2026 6:00 am - 7:30 am |
| Study Hall | Mon 08/17/2026 7:45 am - 9:20 am |
| Living the Crest | Mon 08/17/2026 9:25 am - 11:00 am |
| Study Hall | Mon 08/17/2026 1:15 pm - 2:50 pm |
| LS: SGA Presentations | Mon 08/17/2026 1:30 pm - 2:00 pm |
| FUA - OTurns2 Training | Mon 08/17/2026 3:00 pm - 4:30 pm |
| FUA - Windermere Lacrosse Academy | Mon 08/17/2026 3:00 pm - 6:00 pm |
| HS Musical Dance Audition | Mon 08/17/2026 3:00 pm - 5:30 pm |
| IB Dance Rehearsal | Mon 08/17/2026 3:00 pm - 4:30 pm |
| Laker Aquatics | Mon 08/17/2026 3:00 pm - 8:00 pm |
| VFB Practice | Mon 08/17/2026 3:00 pm - 6:15 pm |
| BKB - OBA Practice | Mon 08/17/2026 3:15 pm - 4:15 pm |
| FUA - Apex Soccer | Mon 08/17/2026 3:30 pm - 5:00 pm |
| IVB JV/Varsity Practice | Mon 08/17/2026 4:15 pm - 6:00 pm |
| FUA - OTurns2 OBP Practice | Mon 08/17/2026 5:30 pm - 7:30 pm |
| IVB JV/Varsity Parent Meeting | Mon 08/17/2026 6:30 pm - 7:30 pm |
| Laker Aquatics | Tue 08/18/2026 5:15 am - 7:30 am |
| FUA - Apex Soccer | Tue 08/18/2026 6:00 am - 7:30 am |
| FUA - Windermere Lacrosse Academy | Tue 08/18/2026 6:00 am - 9:00 am |
| IVB MS Practice | Tue 08/18/2026 6:00 am - 7:30 am |
| Orlando Tennis Academy | Tue 08/18/2026 6:00 am - 7:00 pm |
| XC Practice | Tue 08/18/2026 6:00 am - 7:30 am |
| Study Hall | Tue 08/18/2026 7:45 am - 9:20 am |
| 7th Grade - Honor Code Assembly | Tue 08/18/2026 8:00 am - 8:40 am |
| Fall Sports Media Day | Tue 08/18/2026 8:00 am - 5:00 pm |
| 6th Grade Library Orientation Day | Tue 08/18/2026 8:30 am - 2:00 pm |
| Living the Crest | Tue 08/18/2026 9:30 am - 10:50 am |
| Study Hall | Tue 08/18/2026 1:05 pm - 2:25 pm |
| 8th Grade - Honor Code Assembly | Tue 08/18/2026 2:00 pm - 3:00 pm |
| FUA - OTurns2 Training | Tue 08/18/2026 3:00 pm - 4:30 pm |
| FUA - Windermere Lacrosse Academy | Tue 08/18/2026 3:00 pm - 6:00 pm |
| HS Musical Callbacks | Tue 08/18/2026 3:00 pm - 6:00 pm |
| HS Musical Tech Interview | Tue 08/18/2026 3:00 pm - 5:00 pm |
| IB Dance Rehearsal | Tue 08/18/2026 3:00 pm - 4:30 pm |
| Laker Aquatics | Tue 08/18/2026 3:00 pm - 8:00 pm |
| VFB Practice | Tue 08/18/2026 3:00 pm - 6:15 pm |
| GBB - FGB Practice | Tue 08/18/2026 3:15 pm - 4:15 pm |
| FUA - Apex Soccer | Tue 08/18/2026 3:30 pm - 5:00 pm |
| SL Cheer Practice | Tue 08/18/2026 4:00 pm - 5:30 pm |
| IVB JV vs. Geneva School | Tue 08/18/2026 5:00 pm - 6:30 pm |
| FUA - OTurns2 OBP Practice | Tue 08/18/2026 5:30 pm - 7:30 pm |
| VFB & JH Parent Meeting | Tue 08/18/2026 6:00 pm - 7:00 pm |
| IVB Varsity vs. Geneva School | Tue 08/18/2026 6:30 pm - 8:00 pm |
| Laker Aquatics | Wed 08/19/2026 5:15 am - 7:30 am |
| FUA - Apex Soccer | Wed 08/19/2026 6:00 am - 7:30 am |
| FUA - Windermere Lacrosse Academy | Wed 08/19/2026 6:00 am - 9:00 am |
| IVB MS Practice | Wed 08/19/2026 6:00 am - 7:30 am |
| Orlando Tennis Academy | Wed 08/19/2026 6:00 am - 7:00 pm |
| XC Practice | Wed 08/19/2026 6:00 am - 7:30 am |
| Study Hall | Wed 08/19/2026 7:45 am - 9:05 am |
| Living the Crest | Wed 08/19/2026 9:10 am - 10:30 am |
| Study Hall | Wed 08/19/2026 12:40 pm - 2:00 pm |
| FUA - OTurns2 Training | Wed 08/19/2026 2:00 pm - 3:30 pm |
| Laker Aquatics | Wed 08/19/2026 2:00 pm - 8:00 pm |
| BKB - OBA Practice | Wed 08/19/2026 2:30 pm - 4:15 pm |
| HS Faculty Meeting | Wed 08/19/2026 2:30 pm - 4:00 pm |
| HS Musical Rehearsal | Wed 08/19/2026 2:30 pm - 5:30 pm |
| FUA - Windermere Lacrosse Academy | Wed 08/19/2026 3:00 pm - 6:00 pm |
| VFB Practice | Wed 08/19/2026 3:00 pm - 6:15 pm |
| FUA - Apex Soccer | Wed 08/19/2026 3:30 pm - 5:00 pm |
| IVB JV/Varsity Practice | Wed 08/19/2026 4:15 pm - 6:00 pm |
| FUA - OTurns2 OBP Practice | Wed 08/19/2026 4:30 pm - 7:30 pm |
| FUA - OTurns2 (Big Tuna Baseball Academy) | Wed 08/19/2026 5:30 pm - 7:30 pm |
| BKB - Orlando Basketball Academy | Wed 08/19/2026 6:00 pm - 7:30 pm |
| BKB - OBA Practice | Wed 08/19/2026 7:30 pm - 9:00 pm |
| Laker Aquatics | Thu 08/20/2026 5:15 am - 7:30 am |
| FUA - Apex Soccer | Thu 08/20/2026 6:00 am - 7:30 am |
| FUA - Windermere Lacrosse Academy | Thu 08/20/2026 6:00 am - 9:00 am |
| IVB MS Practice | Thu 08/20/2026 6:00 am - 7:30 am |
| Orlando Tennis Academy | Thu 08/20/2026 6:00 am - 7:00 pm |
| XC Practice | Thu 08/20/2026 6:00 am - 7:30 am |
| Study Hall | Thu 08/20/2026 7:45 am - 9:15 am |
| 6th Grade Library Orientation Day | Thu 08/20/2026 8:30 am - 2:00 pm |
| HS Operations Assembly | Thu 08/20/2026 9:15 am - 11:00 am |
| Living the Crest | Thu 08/20/2026 9:25 am - 10:55 am |
| Study Hall | Thu 08/20/2026 1:20 pm - 2:50 pm |
| FUA - OTurns2 Training | Thu 08/20/2026 3:00 pm - 4:30 pm |
| FUA - Windermere Lacrosse Academy | Thu 08/20/2026 3:00 pm - 6:00 pm |
| HS Musical Rehearsal | Thu 08/20/2026 3:00 pm - 5:30 pm |
| IB Dance Rehearsal | Thu 08/20/2026 3:00 pm - 4:30 pm |
| Laker Aquatics | Thu 08/20/2026 3:00 pm - 8:00 pm |
| VFB Practice | Thu 08/20/2026 3:00 pm - 6:15 pm |
| FUA - Apex Soccer | Thu 08/20/2026 3:30 pm - 5:00 pm |
| IVB MS Red vs. Master's Academy | Thu 08/20/2026 4:00 pm - 5:00 pm |
| SL Cheer Practice | Thu 08/20/2026 4:00 pm - 5:30 pm |
| IVB JV vs. Master's Academy | Thu 08/20/2026 5:00 pm - 6:30 pm |
| FUA - OTurns2 OBP Practice | Thu 08/20/2026 5:30 pm - 7:30 pm |