This is the official calendar of Windermere Preparatory School. Any questions, please contact Laine Allen (laine.allen@windermereprep.com).
Lower School | Upcoming Events | Date & Time |
| LS Holiday Shop | Mon 12/08/2025 8:30 am - 3:00 pm |
| LS Holiday Shop | Tue 12/09/2025 8:30 am - 3:00 pm |
| 3rd Grade Holidays Around the World | Tue 12/09/2025 9:30 am - 11:30 am |
| LS Holiday Shop | Wed 12/10/2025 8:30 am - 3:00 pm |
| LS Holiday Shop | Thu 12/11/2025 8:30 am - 3:00 pm |
| 5th Grade Field Trip: Orlando Shakes | Thu 12/11/2025 9:30 am - TBD |
| Rising 6th Opening Event | Thu 12/11/2025 6:00 pm - 8:00 pm |
| LS Holiday Shop | Fri 12/12/2025 8:30 am - 3:00 pm |
| Kindergarten Field Trip: Disney's EPCOT | Tue 12/16/2025 (All Day) |
| 4th Grade Holidays Around the World | Tue 12/16/2025 8:45 am - 9:45 am |
| 1st Grade Gingerbread Scavenger Hunt | Tue 12/16/2025 9:00 am - 10:15 am |
| Kindergarten Polar Express Day | Wed 12/17/2025 (All Day) |
| 2nd Grade Holidays Around the World | Wed 12/17/2025 8:45 am - 9:45 am |
| 5th Grade Holiday Feast | Wed 12/17/2025 12:00 pm - 2:00 pm |
| Early/Noon Dismissal - (LEAP Open) | Thu 12/18/2025 (All Day) |
| PK3 Holiday Cookie Party | Thu 12/18/2025 9:30 am - 10:30 am |
| Teacher Work Day - NO SCHOOL (LEAP Open) | Fri 12/19/2025 (All Day) |
| Winter Break - No School | Sat 12/20/2025 (All Day) to Sun 01/04/2026 (All Day) |
| New Residential Life Students Arrive | Sat 01/03/2026 (All Day) |
| Residential Life Students Return | Sun 01/04/2026 (All Day) |
| Professional Development Day - NO SCHOOL (LEAP Open) | Mon 01/05/2026 (All Day) |
| Semester 2 Begins | Tue 01/06/2026 (All Day) |
| 2nd-5th Grade Primary Years Parent Coffee Talk | Tue 01/13/2026 8:30 am - 9:30 am |
| Martin Luther King Jr. Holiday - NO SCHOOL | Mon 01/19/2026 (All Day) |
| MLK Jr Day - NO SCHOOL | Mon 01/19/2026 7:00 am - 3:00 pm |
| Learning Buddies | Tue 01/20/2026 2:30 pm - 3:30 pm |
| 2nd Grade Field Trip: Madame Tussauds Wax Museum | Thu 01/29/2026 9:45 am - 2:00 pm |
| Lower School Conference Day - NO SCHOOL LS | Fri 01/30/2026 (All Day) |
| HS/LS ONLY Conference Day - MS in School | Fri 01/30/2026 7:30 am - 3:30 pm |
| LS Art Showcase | Fri 01/30/2026 (7:00 am) 8:00 am - 11:00 am (4:30 pm) |
| 100th Day Hat Parade | Tue 02/03/2026 8:45 am - 9:15 am |
| PK3-5th Grade Wear Red Day- American Heart Association | Wed 02/04/2026 (All Day) |
| 1st Grade FIeld Trip to Sea World | Thu 02/05/2026 (All Day) |
| PK3-5th Grade (Lower School) Kids Heart Challenge Event | Fri 02/06/2026 (All Day) |
| Admissions - Prospective Families Open House | Sat 02/07/2026 (8:00 am) 9:30 am - 11:30 am (1:00 pm) |
| LS: 4th Grade Jim Sawgrass Presentation | Mon 02/09/2026 9:00 am - 12:00 pm |
| PK3-1st Grade Early Years Parent Coffee Talk | Tue 02/10/2026 8:30 am - 9:30 am |
| Learning Buddies | Tue 02/10/2026 2:00 pm - 3:00 pm |
| 5th Grade Field Trip: The Kennedy Space Center | Thu 02/12/2026 (All Day) |
| Kindergarten Field Trip: Southern Hills Farm | Thu 02/12/2026 (All Day) |
| PK4 Valentine's Day Party | Thu 02/12/2026 9:00 am - 10:00 am |
| PK3 Valentine's Exchange & Party | Thu 02/12/2026 10:00 am - 11:00 am |
| Presidents' Day Weekend - NO SCHOOL | Fri 02/13/2026 (All Day) to Mon 02/16/2026 (All Day) |
| 2nd Grade Living Biographies Day 1 of 2 | Thu 02/19/2026 9:00 am - 11:00 am |
| 2nd Grade Living Biographies Day 2 of 2 | Fri 02/20/2026 9:00 am - 11:00 am |
| Learning Buddies | Tue 03/03/2026 12:00 pm - 1:00 pm |
| 5th Grade Mad Science (In-house Field Trip) | Mon 03/09/2026 TBD |
| 2nd-5th Grade Primary Years Parent Coffee Talk | Tue 03/10/2026 8:30 am - 9:30 am |
| 2nd Grade Field Trip : Disney's EPCOT | Tue 03/10/2026 8:45 am - 4:00 pm |
| 1st Grade Sea Animal Presentation: Day 1 of 2 | Tue 03/10/2026 9:00 am - 10:00 am |
| 1st Grade Sea Animal Presentation: Day 2 of 2 | Wed 03/11/2026 9:00 am - 10:00 am |
| Early/Noon Dismissal - (LEAP Open) | Thu 03/12/2026 (All Day) |
| END OF Q3 - EARLY DISMISSAL DAY | Thu 03/12/2026 7:30 am - 12:00 pm |
| PK3 St. Patrick's Day Fun | Thu 03/12/2026 10:00 am - 11:00 am |
| Professional Development Day - NO SCHOOL (LEAP Open) | Fri 03/13/2026 (All Day) |
| Start of Spring Break for Students - Professional Development Day | Fri 03/13/2026 8:00 am - 3:00 pm |
| Residential Life Dorms CLOSED | Mon 03/16/2026 (All Day) to Fri 03/20/2026 (All Day) |
| Spring Break - NO SCHOOL | Mon 03/16/2026 (All Day) to Fri 03/20/2026 (All Day) |
| SPRING BREAK - NO SCHOOL | Mon 03/16/2026 7:30 am - 3:00 pm |
| SPRING BREAK - NO SCHOOL | Tue 03/17/2026 7:30 am - 3:00 pm |
| SPRING BREAK - NO SCHOOL | Wed 03/18/2026 7:30 am - 3:00 pm |
| SPRING BREAK - NO SCHOOL | Thu 03/19/2026 7:30 am - 3:00 pm |
| SPRING BREAK - NO SCHOOL | Fri 03/20/2026 7:30 am - 3:00 pm |
| Kindergarten Field Trip: Central Florida Zoo | Tue 03/24/2026 (All Day) |
| 4th Grade Field Trip: St. Augustine | Thu 03/26/2026 6:45 am - 6:30 pm |
| PK4 Pirate Day | Fri 03/27/2026 8:30 am - 3:00 pm |
| 1st Grade Egg Hunt | Fri 04/03/2026 TBD |
| PK3 Egg Hunt | Fri 04/03/2026 8:45 am - 9:45 am |
| PK4 Egg Hunt | Fri 04/03/2026 9:45 am - 10:30 am |
| Kindergarten Egg Hunt | Fri 04/03/2026 1:00 pm - TBD |
| 2nd Grade Spring Egg Hunt | Fri 04/03/2026 2:00 pm - 3:00 pm |
| PK3-1st Grade Early Years Parent Coffee Talk | Tue 04/07/2026 8:30 am - 9:30 am |
| 3rd Grade Field Trip: Orlando Science Center | Thu 04/09/2026 9:30 am - 1:30 pm |
| 5th Grade Food Truck Festival | Fri 04/10/2026 (10:00 am) 11:00 am - 12:00 pm (1:00 pm) |
| NO SCHOOL (Hurricane Make Up Day) | Mon 04/13/2026 (All Day) |
| Learning Buddies | Tue 04/14/2026 2:30 pm - 3:30 pm |
| Conference Day - NO SCHOOL (LEAP Open) | Fri 04/17/2026 (All Day) |
| LS/MS ONLY Conference Day - HS IN SESSION | Fri 04/17/2026 7:30 am - 3:00 pm |
| Kindergarten Land Animal Museum | Tue 04/21/2026 9:00 am - TBD |
| 5th Grade Field Trip: Disney World's Magic Kingdom | Fri 04/24/2026 8:30 am - 5:30 pm |
| 4th Grade: Famous Floridians Wax Museum | Tue 04/28/2026 9:00 am - 10:00 am |
| Field Trip:1st Grade Orlando Shakes | Thu 04/30/2026 9:10 am - 2:00 pm |
| 2nd-5th Grade Primary Years Parent Coffee Talk | Tue 05/05/2026 8:30 am - 9:30 am |
| Learning Buddies | Tue 05/05/2026 2:00 pm - 3:00 pm |
| PK3 Mother's Day Celebration | Fri 05/08/2026 9:30 am - 10:30 am |
| PK4 Mother's Day Celebration | Fri 05/08/2026 9:30 am - 11:00 am |
| Kindergarten Mother's Day | Fri 05/08/2026 10:30 am - TBD |
| 3rd Grade Culture Projects | Mon 05/11/2026 (12:00 pm) 1:00 pm - 2:00 pm (3:00 pm) |
| 1st Grade Math Mania | Wed 05/13/2026 11:00 am - 1:00 pm |
| 2nd Gr. Greek Festival | Thu 05/14/2026 9:00 am - 11:00 am |
| 5th Grade End of Year Pool Party | Fri 05/15/2026 9:00 am - 11:00 am |
| MS/HS Exams - Early Dismissal (MS/HS Only) | Mon 05/18/2026 (All Day) to Fri 05/22/2026 (All Day) |
| 3rd Grade End of Year Pool Party | Tue 05/19/2026 9:00 am - 11:00 am |
| Kindergarten & 5th Gr: Rehearsal | Tue 05/19/2026 9:00 am - 12:00 pm |
| Kindergarten "Starting My Story" Ceremony | Wed 05/20/2026 9:00 am - 10:00 am |
| Kindergarten Reception | Wed 05/20/2026 10:00 am - 11:00 am |
| 5th Gr. "Crossing the Bridge" Ceremony | Wed 05/20/2026 1:00 pm - 2:15 pm |
| 5th Grade Reception | Wed 05/20/2026 2:15 pm - 3:15 pm |
| 1st Grade End of Year Party | Thu 05/21/2026 9:00 am - 11:00 am |
| PK4 EOY Celebration- Splash Party | Thu 05/21/2026 9:00 am - 11:15 am |
Tandem
