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

Upcoming Events Date & Time
Sat  12/20/2025  (All Day)  to
Sun  01/04/2026  (All Day)
Wed  12/31/2025  6:00 am - 7:00 pm
Thu  01/01/2026  6:00 am - 7:00 pm
Fri  01/02/2026  TBD
Fri  01/02/2026  6:00 am - 7:00 pm
Fri  01/02/2026  7:00 am - 11:00 am
Fri  01/02/2026  10:00 am - 12:00 pm
Fri  01/02/2026  10:00 am - 12:00 pm
Fri  01/02/2026  12:30 pm - 2:30 pm
Fri  01/02/2026  2:30 pm - 4:00 pm
New Residential Life Students Arrive Sat  01/03/2026  (All Day)
GBB Varsity @ She Got Game Sat  01/03/2026  TBD
Orlando Tennis Academy Sat  01/03/2026  7:00 am - 3:00 pm
FUA - Windermere Lacrosse Academy Sat  01/03/2026  7:30 am - 12:00 pm
FUA - Apex Soccer Sat  01/03/2026  8:00 am - 3:30 pm
BKB - Orlando Basketball Academy Sat  01/03/2026  11:00 am - 12:15 pm
BKB Varsity Practice Sat  01/03/2026  12:30 pm - 2:00 pm
Residential Life Students Return Sun  01/04/2026  (All Day)
FUA - Apex Soccer Sun  01/04/2026  8:00 am - 3:30 pm
Orlando Tennis Academy Sun  01/04/2026  9:00 am - 1:00 pm
Professional Development Day - NO SCHOOL (LEAP Open) Mon  01/05/2026  (All Day)
Orlando Tennis Academy Mon  01/05/2026  6:00 am - 7:00 pm
FUA - Windermere Lacrosse Academy Mon  01/05/2026  7:00 am - 11:00 am
GBB Varsity Practice Mon  01/05/2026  9:00 am - 10:30 am
BKB Varsity Practice Mon  01/05/2026  10:30 am - 12:00 pm
BKB JV Practice Mon  01/05/2026  12:00 pm - 1:30 pm
GBB MS Practice & BKB MS Practice Mon  01/05/2026  1:30 pm - 3:00 pm
GSOC Practice Mon  01/05/2026  3:30 pm - 5:00 pm
MS Cheer Practice Mon  01/05/2026  4:00 pm - 5:00 pm
Semester 2 Begins Tue  01/06/2026  (All Day)
Orlando Tennis Academy Tue  01/06/2026  6:00 am - 7:00 pm
FUA - Windermere Lacrosse Academy Tue  01/06/2026  7:00 am - 11:00 am
GBB Varsity Practice Tue  01/06/2026  3:15 pm - 5:00 pm
GBB MS Practice Tue  01/06/2026  3:30 pm - 5:00 pm
MS Cheer Practice Tue  01/06/2026  4:00 pm - 5:00 pm
BKB Freshman Practice Tue  01/06/2026  5:00 pm - 6:00 pm
BKB JV @ Trinity Prep Tue  01/06/2026  5:30 pm - 6:30 pm
BKB Varsity @ Trinity Prep Tue  01/06/2026  7:00 pm - 8:00 pm
COMP CHEER @ West Orange HS Wed  01/07/2026  TBD
Orlando Tennis Academy Wed  01/07/2026  6:00 am - 7:00 pm
FUA - Windermere Lacrosse Academy Wed  01/07/2026  7:00 am - 11:00 am
BSB Practice Wed  01/07/2026  2:30 pm - 5:00 pm
GBB Varsity Practice Wed  01/07/2026  2:30 pm - 4:00 pm
SENIOR DAY - GWL vs. Foundation Academy Wed  01/07/2026  3:30 pm - 4:30 pm
BKB Freshman Practice Wed  01/07/2026  4:00 pm - 5:00 pm
BSOC MS vs. Montverde Wed  01/07/2026  4:00 pm - 5:30 pm
GSOC MS @ LHP Wed  01/07/2026  4:00 pm - 5:30 pm
BKB JV vs. Legacy Charter Wed  01/07/2026  5:30 pm - 6:30 pm
GSOC Varsity @ Horizon HS Wed  01/07/2026  6:00 pm - 7:30 pm
BKB Varsity vs. Legacy Charter Wed  01/07/2026  7:00 pm - 8:00 pm
BKB JV Practice Thu  01/08/2026  6:00 am - 7:15 am
Orlando Tennis Academy Thu  01/08/2026  6:00 am - 7:00 pm
FUA - Windermere Lacrosse Academy Thu  01/08/2026  7:00 am - 11:00 am
GBB Varsity Practice Thu  01/08/2026  3:15 pm - 5:00 pm
BSOC Varsity vs. International Community School Thu  01/08/2026  3:30 pm - 5:00 pm
GBB MS Practice Thu  01/08/2026  3:30 pm - 5:00 pm
GSOC Varsity vs. Trinity Prep Thu  01/08/2026  3:30 pm - 5:00 pm
BKB Varsity Practice Thu  01/08/2026  5:00 pm - 6:30 pm
Orlando Tennis Academy Fri  01/09/2026  6:00 am - 7:00 pm
FUA - Windermere Lacrosse Academy Fri  01/09/2026  7:00 am - 11:00 am
BKB Freshman Practice Fri  01/09/2026  3:15 pm - 4:15 pm
BKB JV vs. Foundation Academy Fri  01/09/2026  4:30 pm - 5:30 pm
GSOC MS @ Montverde Fri  01/09/2026  4:30 pm - 6:00 pm
SENIOR NIGHT - GBB Varsity vs. Foundation Academy Fri  01/09/2026  6:00 pm - 7:00 pm
BKB Varsity vs. Foundation Academy Fri  01/09/2026  7:30 pm - 8:30 pm
Orlando Tennis Academy Sat  01/10/2026  7:00 am - 3:00 pm
FUA - Windermere Lacrosse Academy Sat  01/10/2026  7:30 am - 12:00 pm
FUA - Apex Soccer Sat  01/10/2026  8:00 am - 3:30 pm
FUA - Football Camp Sat  01/10/2026  8:30 am - 11:00 am
BKB 7 @ MS Citrus League Tournament Sat  01/10/2026  9:00 am - 12:00 pm
GBB @ MS Citrus League Sat  01/10/2026  9:30 am - 11:30 am
BKB Varsity Practice Sat  01/10/2026  10:30 am - 12:00 pm
BKB 8 @ MS Citrus League Tournament Sat  01/10/2026  12:00 pm - 3:00 pm
FUA - Apex Soccer Sun  01/11/2026  8:00 am - 3:30 pm
Orlando Tennis Academy Sun  01/11/2026  9:00 am - 1:00 pm
Orlando Tennis Academy Mon  01/12/2026  6:00 am - 7:00 pm
FUA - Windermere Lacrosse Academy Mon  01/12/2026  7:00 am - 11:00 am
BSB Practice Mon  01/12/2026  3:00 pm - 5:15 pm
BKB Varsity Practice Mon  01/12/2026  3:15 pm - 5:00 pm
Track & Field Interest Meeting Mon  01/12/2026  3:30 pm - 4:00 pm
GSOC MS @ Citrus League Semifinals Mon  01/12/2026  4:00 pm - 5:30 pm
MS Cheer Practice Mon  01/12/2026  4:00 pm - 5:00 pm
GBB Varsity Practice Mon  01/12/2026  5:00 pm - 6:30 pm
BKB JV @ Trinity Prep Mon  01/12/2026  5:30 pm - 6:30 pm
BKB Freshman Practice Mon  01/12/2026  7:30 pm - 8:45 pm
Orlando Tennis Academy Tue  01/13/2026  6:00 am - 7:00 pm
FUA - Windermere Lacrosse Academy Tue  01/13/2026  7:00 am - 11:00 am
BSB Practice Tue  01/13/2026  3:00 pm - 5:15 pm
BSOC Varsity @ Polk Christian Tue  01/13/2026  3:30 pm - 5:00 pm
GBB MS Practice Tue  01/13/2026  3:30 pm - 5:00 pm
GSOC Varsity vs. Orangewood Christian Tue  01/13/2026  3:30 pm - 5:00 pm
MS Cheer Practice Tue  01/13/2026  4:00 pm - 5:00 pm
BKB 9 @ Windermere HS Tue  01/13/2026  4:15 pm - 5:15 pm
BKB JV @ Windermere HS Tue  01/13/2026  5:30 pm - 6:30 pm
GBB Varsity vs. Cardinal Mooney Tue  01/13/2026  6:00 pm - 7:00 pm
BKB Varsity @ Windermere HS Tue  01/13/2026  7:00 pm - 8:00 pm
Orlando Tennis Academy Wed  01/14/2026  6:00 am - 7:00 pm
FUA - Windermere Lacrosse Academy Wed  01/14/2026  7:00 am - 11:00 am
BKB Varsity Practice Wed  01/14/2026  2:30 pm - 4:00 pm
BSB Practice Wed  01/14/2026  2:30 pm - 5:00 pm