This is the official calendar of Windermere Preparatory School. Any questions, please contact Laine Allen (laine.allen@windermereprep.com).
| Upcoming Events | Date & Time |
| 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 |
| Middle School PE | Mon 03/16/2026 8:00 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 |
| Middle School PE | Wed 03/18/2026 8:00 am - 2:00 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 |
| Middle School PE | Fri 03/20/2026 8:00 am - 3:00 pm |
| Middle School PE | Mon 03/23/2026 8:00 am - 3:00 pm |
| Tanzania Presentation | Tue 03/24/2026 7:00 am - 4:00 pm |
| Middle School PE | Wed 03/25/2026 8:00 am - 2:00 pm |
| MS Book Club | Thu 03/26/2026 11:50 am - 12:20 pm |
| Middle School PE | Fri 03/27/2026 8:00 am - 3:00 pm |
| Softball Clinic | Sat 03/28/2026 9:00 am - 11:15 am |
| Middle School PE | Mon 03/30/2026 8:00 am - 3:00 pm |
| MS Q3 Celebration | Tue 03/31/2026 2:00 pm - 3:00 pm |
| Middle School PE | Wed 04/01/2026 8:00 am - 2:00 pm |
| MS Book Club | Thu 04/02/2026 11:50 am - 12:20 pm |
| Middle School PE | Fri 04/03/2026 8:00 am - 3:00 pm |
| 8th Grade Laker Adventures - "Go West" | Mon 04/06/2026 8:00 am to Fri 04/10/2026 9:00 pm |
| Middle School PE | Mon 04/06/2026 8:00 am - 3:00 pm |
| 7th Grade Laker Adventures - Discover Florida | Tue 04/07/2026 7:00 am to Fri 04/10/2026 7:00 pm |
| Middle School PE | Wed 04/08/2026 8:00 am - 2:00 pm |
| Book Fair Set Up | Thu 04/09/2026 11:00 am - 3:00 pm |
| Spring MS Book Fair | Fri 04/10/2026 7:00 am - 5:00 pm |
| Middle School PE | Fri 04/10/2026 8:00 am - 3:00 pm |
| NO SCHOOL (Hurricane Make Up Day) | Mon 04/13/2026 (All Day) |
| Spring MS Book Fair | Mon 04/13/2026 7:00 am - 5:00 pm |
| Middle School PE | Mon 04/13/2026 8:00 am - 3:00 pm |
| Spring MS Book Fair | Tue 04/14/2026 7:00 am - 5:00 pm |
| Learning Buddies | Tue 04/14/2026 2:30 pm - 3:30 pm |
| Spring MS Book Fair | Wed 04/15/2026 7:00 am - 5:00 pm |
| Middle School PE | Wed 04/15/2026 8:00 am - 2:00 pm |
| Spring MS Book Fair | Thu 04/16/2026 7:00 am - 5:00 pm |
| Thu 04/16/2026 8:00 am - 3:00 pm | |
| Conference Day - NO SCHOOL (LEAP Open) | Fri 04/17/2026 (All Day) |
| Fri 04/17/2026 7:00 am - 5:30 pm | |
| Spring MS Book Fair | Fri 04/17/2026 7:00 am - 5:00 pm |
| LS/MS ONLY Conference Day - HS IN SESSION | Fri 04/17/2026 7:30 am - 3:00 pm |
| Middle School PE | Fri 04/17/2026 8:00 am - 3:00 pm |
| Middle School PE | Mon 04/20/2026 8:00 am - 3:00 pm |
| Middle School PE | Wed 04/22/2026 8:00 am - 2:00 pm |
| 7th Grade Earth Day Outing | Wed 04/22/2026 10:00 am - 2:00 pm |
| MS Book Club | Thu 04/23/2026 11:50 am - 12:20 pm |
| Middle School PE | Fri 04/24/2026 8:00 am - 3:00 pm |
| Middle School PE | Mon 04/27/2026 8:00 am - 3:00 pm |
| Middle School PE | Wed 04/29/2026 8:00 am - 2:00 pm |
| Middle School PE | Fri 05/01/2026 8:00 am - 3:00 pm |
| Middle School PE | Mon 05/04/2026 8:00 am - 3:00 pm |
| Learning Buddies | Tue 05/05/2026 2:00 pm - 3:00 pm |
| 7th Grade Seedfolks Garden Party | Tue 05/05/2026 6:00 pm - 9:00 pm |
| Middle School PE | Wed 05/06/2026 8:00 am - 3:00 pm |
| Middle School PE | Fri 05/08/2026 8:00 am - 3:00 pm |
| Middle School PE | Mon 05/11/2026 8:00 am - 3:00 pm |
| 8th Grade TAP Rehearsal | Tue 05/12/2026 1:00 pm - 2:00 pm |
| MS Q4 Celebration | Tue 05/12/2026 2:00 pm - 3:00 pm |
| Middle School PE | Wed 05/13/2026 8:00 am - 2:00 pm |
| Middle School PE | Fri 05/15/2026 8:00 am - 3:00 pm |
| TAP Practice | Fri 05/15/2026 9:00 am - 12:00 pm |
| MS/HS Exams - Early Dismissal (MS/HS Only) | Mon 05/18/2026 (All Day) to Fri 05/22/2026 (All Day) |
| Middle School PE | Mon 05/18/2026 8:00 am - 3:00 pm |
| Middle School PE | Wed 05/20/2026 8:00 am - 2:00 pm |
| TAP Setup | Wed 05/20/2026 3:00 pm - 8:00 pm |
| 8th Grade "Turning a Page" Ceremony | Thu 05/21/2026 8:00 am - 9:00 pm |
| HS Graduation | Fri 05/22/2026 (All Day) |
| Last Day of School - Early/Noon Dismissal - (LEAP Open) | Fri 05/22/2026 (All Day) |
| End of Q4 - LAST DAY OF SCHOOL- Early Dismissal | Fri 05/22/2026 7:30 am - 12:00 pm |
| Middle School PE | Fri 05/22/2026 8:00 am - 3:00 pm |
| Middle School PE | Mon 05/25/2026 8:00 am - 3:00 pm |
| Middle School PE | Wed 05/27/2026 8:00 am - 2:00 pm |
| Middle School PE | Fri 05/29/2026 8:00 am - 3:00 pm |
| MS New Student/Family Orientation/Social | Fri 08/07/2026 (All Day) |
| Returning Residential Students Arrive | Sun 08/09/2026 (All Day) |
| HS New Student/Family Orientation/Social | Mon 08/10/2026 (All Day) |
| LS Meet the Teacher/New Family Orientation | Tue 08/11/2026 (All Day) |
| First Day of Instruction All LS students/All 6th grade students/All 9th grade students/New 7th-12th grade students | Wed 08/12/2026 (All Day) |
| First Day of Instruction - All MS and HS Students | Thu 08/13/2026 (All Day) |
| MS Back to School Night | Mon 08/24/2026 (All Day) |
| HS Back to School Night | Tue 08/25/2026 (All Day) |
| LS Back to School Night | Wed 08/26/2026 (All Day) |
| Labor Day - NO SCHOOL | Mon 09/07/2026 (All Day) |
| Conference Day - NO SCHOOL - LEAP CAMP OPEN | Fri 09/18/2026 (All Day) |
| Admissions - Prospective Families Open House | Sat 10/03/2026 (8:00 am) 10:00 am - 12:00 pm (1:00 pm) |
| Early/Noon Release - Teacher Work Day - LEAP CAMP OPEN | Wed 10/07/2026 (All Day) |
| Teacher Professional Development Day - NO SCHOOL - LEAP CAMP OPEN | Thu 10/08/2026 (All Day) |
| Fall Break - NO SCHOOL | Fri 10/09/2026 (All Day) |
| Fall Break - NO SCHOOL | Mon 10/12/2026 (All Day) |
| Veterans Day - NO SCHOOL | Wed 11/11/2026 (All Day) |
| Thanksgiving Break - NO SCHOOL | Mon 11/23/2026 (All Day) to Fri 11/27/2026 (All Day) |
| Early Dismissal - LEAP CAMP OPEN | Thu 12/17/2026 (All Day) |
| Teacher Work Day - NO SCHOOL | Fri 12/18/2026 (All Day) |
| Winter Break - NO SCHOOL | Fri 12/18/2026 (All Day) to Mon 01/04/2027 (All Day) |
| Professional Development Day - NO SCHOOL - LEAP CAMP OPEN | Tue 01/05/2027 (All Day) |
| Classes Resume - Semester 2 Begins | Wed 01/06/2027 (All Day) |
| MLK JR Holiday - NO SCHOOL | Mon 01/18/2027 (All Day) |
| LOWER/HIGH SCHOOL ONLY Teacher Conference Day NO SCHOOL for Lower/High School students MS Students are in class full day | Fri 01/29/2027 (All Day) |
| Admissions - Prospective Families Open House | Sat 01/30/2027 (8:00 am) 10:00 am - 12:00 pm (1:00 pm) |
| Presidents’ Day Weekend - NO SCHOOL | Fri 02/12/2027 (All Day) |