This is the official calendar of Windermere Preparatory School. Any questions, please contact Laine Allen (laine.allen@windermereprep.com).
| Upcoming Events | Date & Time |
| Becka Visits Juilliard Dance | Tue 01/27/2026 (All Day) |
| Laker Aquatics | Tue 01/27/2026 6:00 am - 8:00 am |
| Orlando Tennis Academy | Tue 01/27/2026 6:00 am - 7:00 pm |
| FUA - Windermere Lacrosse Academy | Tue 01/27/2026 7:00 am - 11:00 am |
| IB Dance tech | Tue 01/27/2026 7:30 am - 9:30 am |
| Tue 01/27/2026 7:45 am - 11:00 am | |
| Study Hall | Tue 01/27/2026 7:45 am - 10:55 am |
| Anything Goes Rehearsal | Tue 01/27/2026 3:00 pm - 5:30 pm |
| BSB Practice | Tue 01/27/2026 3:00 pm - 5:15 pm |
| Laker Aquatics | Tue 01/27/2026 3:00 pm - 8:00 pm |
| BLAX Practice | Tue 01/27/2026 3:30 pm - 5:30 pm |
| Beetlejuice Rehearsal | Tue 01/27/2026 3:30 pm - 5:30 pm |
| BKB JV vs. Holy Trinity | Tue 01/27/2026 5:30 pm - 6:30 pm |
| Senior Parent information Night | Tue 01/27/2026 (6:00 pm) 6:30 pm - 7:30 pm (8:00 pm) |
| BKB Varsity vs. Holy Trinity | Tue 01/27/2026 7:00 pm - 8:00 pm |
| Laker Aquatics | Wed 01/28/2026 6:00 am - 8:00 am |
| Orlando Tennis Academy | Wed 01/28/2026 6:00 am - 7:00 pm |
| FUA - Windermere Lacrosse Academy | Wed 01/28/2026 7:00 am - 11:00 am |
| Study Hall | Wed 01/28/2026 7:45 am - 9:15 am |
| Middle School PE | Wed 01/28/2026 8:00 am - 2:00 pm |
| "Plug In & Pop In" Student Success Event (Summer Programs) | Wed 01/28/2026 8:30 am - 9:30 am |
| HS Book Clubs (both lunches) | Wed 01/28/2026 10:20 am - 12:25 pm |
| Wed 01/28/2026 12:30 pm - 2:00 pm | |
| Anything Goes Rehearsal | Wed 01/28/2026 2:00 pm - 5:00 pm |
| BSB Practice | Wed 01/28/2026 2:30 pm - 5:00 pm |
| GBB Varsity Practice | Wed 01/28/2026 2:30 pm - 4:00 pm |
| HS Division Meeting | Wed 01/28/2026 2:30 pm - 4:00 pm |
| BLAX Practice | Wed 01/28/2026 2:45 pm - 4:45 pm |
| Laker Aquatics | Wed 01/28/2026 3:00 pm - 8:00 pm |
| BWL vs LHP (virtual) | Wed 01/28/2026 3:30 pm - 4:30 pm |
| Laker Aquatics | Thu 01/29/2026 6:00 am - 8:00 am |
| Orlando Tennis Academy | Thu 01/29/2026 6:00 am - 7:00 pm |
| FUA - Windermere Lacrosse Academy | Thu 01/29/2026 7:00 am - 11:00 am |
| IB Dance tech | Thu 01/29/2026 7:30 am - 9:30 am |
| Study Hall | Thu 01/29/2026 7:45 am - 10:55 am |
| LS Art Showcase set up | Thu 01/29/2026 8:00 am - 5:00 pm |
| Makeup IB Mock Exams | Thu 01/29/2026 8:00 am - 10:00 am |
| Spring Sports Media Day | Thu 01/29/2026 11:00 am - 3:00 pm |
| Anything Goes Rehearsal | Thu 01/29/2026 3:00 pm - 5:30 pm |
| BSB Practice | Thu 01/29/2026 3:00 pm - 5:15 pm |
| Jazz Band Rehearsal | Thu 01/29/2026 3:00 pm - 5:30 pm |
| Laker Aquatics | Thu 01/29/2026 3:00 pm - 8:00 pm |
| BKB Varsity Practice | Thu 01/29/2026 3:15 pm - 5:00 pm |
| BLAX Practice | Thu 01/29/2026 3:30 pm - 5:30 pm |
| Beetlejuice Rehearsal | Thu 01/29/2026 3:30 pm - 5:30 pm |
| GBB Varsity Practice | Thu 01/29/2026 5:00 pm - 6:30 pm |
| Spain Pre-Departure Meeting | Thu 01/29/2026 6:00 pm - 7:00 pm |
| BKB JV Practice | Thu 01/29/2026 6:30 pm - 8:00 pm |
| Laker Aquatics | Fri 01/30/2026 6:00 am - 8:00 am |
| Orlando Tennis Academy | Fri 01/30/2026 6:00 am - 7:00 pm |
| FUA - Windermere Lacrosse Academy | Fri 01/30/2026 7:00 am - 11:00 am |
| IB Dance Performance | Fri 01/30/2026 7:00 am - 6:00 pm |
| HS/LS ONLY Conference Day - MS in School | Fri 01/30/2026 7:30 am - 3:30 pm |
| Study Hall | Fri 01/30/2026 7:45 am - 9:15 am |
| LS Art Showcase | Fri 01/30/2026 (7:00 am) 8:00 am - 11:00 am (4:30 pm) |
| Middle School PE | Fri 01/30/2026 8:00 am - 3:00 pm |
| IT Conference - NAE | Fri 01/30/2026 8:30 am - 3:30 pm |
| BSB Practice | Fri 01/30/2026 3:00 pm - 5:15 pm |
| Laker Aquatics | Fri 01/30/2026 3:00 pm - 8:00 pm |
| BKB Varsity Practice | Fri 01/30/2026 3:15 pm - 5:00 pm |
| BLAX Practice | Fri 01/30/2026 3:30 pm - 5:30 pm |
| GBB Varsity Practice | Fri 01/30/2026 5:00 pm - 6:30 pm |
| Laker Aquatics | Sat 01/31/2026 6:30 am - 11:30 am |
| FUA - Windermere Lacrosse Academy | Sat 01/31/2026 7:00 am - 11:00 am |
| Orlando Tennis Academy | Sat 01/31/2026 7:00 am - 3:00 pm |
| FUA - Apex Soccer | Sat 01/31/2026 8:00 am - 3:30 pm |
| FUA - Football Camp | Sat 01/31/2026 8:30 am - 11:00 am |
| IT Conference - NAE | Sat 01/31/2026 8:30 am - 3:30 pm |
| Crossline Community Church Services | Sat 01/31/2026 10:00 pm to Sun 02/01/2026 2:00 pm |
| FUA - Apex Soccer | Sun 02/01/2026 8:00 am - 3:30 pm |
| Orlando Tennis Academy | Sun 02/01/2026 9:00 am - 1:00 pm |
| BKB - Orlando Basketball Academy | Sun 02/01/2026 10:00 am - 1:45 pm |
| FUA - Football Camp | Sun 02/01/2026 1:30 pm - 3:00 pm |
| NAE STEAM Festival | Mon 02/02/2026 (All Day) |
| Laker Aquatics | Mon 02/02/2026 6:00 am - 8:00 am |
| Orlando Tennis Academy | Mon 02/02/2026 6:00 am - 7:00 pm |
| FUA - Windermere Lacrosse Academy | Mon 02/02/2026 7:00 am - 11:00 am |
| Study Hall | Mon 02/02/2026 7:45 am - 10:10 am |
| Makeup IB Mock Exams | Mon 02/02/2026 8:00 am - 11:30 am |
| Middle School PE | Mon 02/02/2026 8:00 am - 3:00 pm |
| Anything Goes Rehearsal | Mon 02/02/2026 3:00 pm - 5:30 pm |
| BSB Practice | Mon 02/02/2026 3:00 pm - 5:15 pm |
| Dance Rehearsals IB & Rep Company | Mon 02/02/2026 3:00 pm - 6:00 pm |
| Laker Aquatics | Mon 02/02/2026 3:00 pm - 8:00 pm |
| BLAX Practice | Mon 02/02/2026 3:30 pm - 5:30 pm |
| Beetlejuice Rehearsal | Mon 02/02/2026 3:30 pm - 5:30 pm |
| NAE STEAM Festival | Tue 02/03/2026 (All Day) |
| Laker Aquatics | Tue 02/03/2026 6:00 am - 8:00 am |
| Orlando Tennis Academy | Tue 02/03/2026 6:00 am - 7:00 pm |
| FUA - Windermere Lacrosse Academy | Tue 02/03/2026 7:00 am - 11:00 am |
| Study Hall | Tue 02/03/2026 7:45 am - 10:55 am |
| MS Book Author Presentation | Tue 02/03/2026 8:00 am - 9:30 am |
| 100th Day Hat Parade | Tue 02/03/2026 8:45 am - 9:15 am |
| Anything Goes Rehearsal | Tue 02/03/2026 3:00 pm - 5:30 pm |
| BSB Practice | Tue 02/03/2026 3:00 pm - 5:15 pm |
| Jazz Band Rehearsal | Tue 02/03/2026 3:00 pm - 5:00 pm |
| Laker Aquatics | Tue 02/03/2026 3:00 pm - 8:00 pm |
| MS Cheer End of Season Party | Tue 02/03/2026 3:00 pm - 4:00 pm |
| BLAX Practice | Tue 02/03/2026 3:30 pm - 5:30 pm |
| Beetlejuice Rehearsal | Tue 02/03/2026 3:30 pm - 5:30 pm |