This is the official calendar of Windermere Preparatory School.  Any questions, please contact Laine Allen (laine.allen@windermereprep.com).

Upcoming Events Date & Time
Tue  03/24/2026  (All Day)
Thu  03/26/2026  6:45 am - 6:30 pm
Fri  03/27/2026  8:30 am - 3:00 pm
Tue  03/31/2026  8:30 am - 10:00 am
Fri  04/03/2026  TBD
Fri  04/03/2026  8:45 am - 9:45 am
Fri  04/03/2026  9:45 am - 10:30 am
Fri  04/03/2026  1:00 pm - TBD
Fri  04/03/2026  2:00 pm - 3:00 pm
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)
2nd Gr. Greek Festival Tue  05/12/2026  9:00 am - 11:00 am
1st Grade Math Mania Wed  05/13/2026  11:00 am - 1:00 pm
5th Gr. End of Year Pool Party Fri  05/15/2026  9:30 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)
4th Gr. End of Year Pool Party Mon  05/18/2026  9:30 am - 11:00 am
5th Grade Flash Mob Mon  05/18/2026  12:00 pm - 3:00 pm
Kindergarten & 5th Gr: Rehearsal Tue  05/19/2026  9:00 am - 12:00 pm
3rd Grade End of Year Pool Party Tue  05/19/2026  9:30 am - 11:00 am
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
2nd Gr. End of Year Splash Party Thu  05/21/2026  12:00 pm - 2:00 pm
Kindergarten End of Year Splash Party Thu  05/21/2026  12:00 pm - 2:00 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
PK3 End of Year Ice Cream Social Fri  05/22/2026  9:30 am - 10:30 am
End of Year Party Fri  05/22/2026  12:00 pm - 2:00 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)
Presidents’ Day Weekend - NO SCHOOL Mon  02/15/2027  (All Day)
Early/Noon Dismissal - LEAP CAMP OPEN Thu  03/11/2027  (All Day)
Professional Development Day - NO SCHOOL - LEAP CAMP OPEN Fri  03/12/2027  (All Day)
Spring Break - NO SCHOOL Mon  03/15/2027  (All Day)  to
Fri  03/19/2027  (All Day)
Conference Day Lower/Middle School Only - NO SCHOOL - LEAP CAMP OPEN HIGH SCHOOL IN SESSION Fri  04/16/2027  (All Day)
NO SCHOOL (Hurricane Make Up Day) Mon  04/19/2027  (All Day)
Early Dismissal MS/HS Exams Fri  05/21/2027  (All Day)  to
Wed  05/26/2027  (All Day)
LAST DAY OF SCHOOL - Early/Noon Dismissal Wed  05/26/2027  (All Day)
HS Graduation Sun  05/30/2027  (All Day)