Upcoming Events Date & Time
Fri  06/19/2026  (All Day)
Mon  06/22/2026  TBD
Mon  06/22/2026  5:00 pm - 8:00 pm
Mon  06/22/2026  6:00 pm - 8:00 pm
Tue  06/23/2026  TBD
Tue  06/23/2026  6:00 pm - 7:00 pm
Tue  06/23/2026  6:30 pm - 9:30 pm
Tue  06/23/2026  7:00 pm - 8:00 pm
Wed  06/24/2026  TBD
Wed  06/24/2026  5:00 pm - 8:00 pm
🏀🏀🏀🏀🏀 PD BOYS AAU Basketball w/ S.M. at PCMS Wed  06/24/2026  6:00 pm - 8:00 pm
NYS REGENTS TESTING Thu  06/25/2026  TBD
🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀 PES GYM Adult Rec Basketball Thu  06/25/2026  6:30 pm - 8:30 pm
🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐PCMS GYM Adult Rec Volleyball Thu  06/25/2026  6:30 pm - 9:30 pm
NYS REGENTS TESTING Fri  06/26/2026  TBD
PHS GRADUATION -- SCHOOL CLOSES Fri  06/26/2026  (All Day)
NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHING Mon  06/29/2026  12:00 pm - 1:00 pm
👯👯👯👯👯👯👯 @ PES GYM Twirlers Mon  06/29/2026  5:00 pm - 8:00 pm
NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHING Tue  06/30/2026  12:00 pm - 1:00 pm
🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐PCMS GYM Adult Rec Volleyball Tue  06/30/2026  6:30 pm - 9:30 pm
NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHING Wed  07/01/2026  12:00 pm - 1:00 pm
NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHING Thu  07/02/2026  12:00 pm - 1:00 pm
NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHING Fri  07/03/2026  12:00 pm - 1:00 pm
NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHING Sat  07/04/2026  12:00 pm - 1:00 pm
NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHING Sun  07/05/2026  12:00 pm - 1:00 pm
NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHING Mon  07/06/2026  12:00 pm - 1:00 pm
NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHING Tue  07/07/2026  12:00 pm - 1:00 pm
NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHING Wed  07/08/2026  12:00 pm - 1:00 pm
NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHING Thu  07/09/2026  12:00 pm - 1:00 pm
NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHING Fri  07/10/2026  12:00 pm - 1:00 pm
First Day of HS Fall Sports Practices Cross Country, Field Hockey, Soccer, Tennis, Volleyball (Football begins on Monday August 19 - re: Section 9 (8-Man Football)) Mon  08/24/2026  (All Day)
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Mon  08/24/2026  5:00 pm - 8:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Tue  08/25/2026  5:00 pm - 8:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Wed  08/26/2026  5:00 pm - 8:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Thu  08/27/2026  5:00 pm - 8:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Fri  08/28/2026  5:00 pm - 8:00 pm
⚽VARSITY/JV BOYS SOCCER PRACTICE (6:45 AM) 7:00-9:00 AM Sat  08/29/2026  6:45 am - 9:00 am
⭐🟩⚽👦🏽(bus at 7AM) AWAY Boys Varsity Soccer Scrimmage vs. Brewster/Dover AT BREWSTER Mon  08/31/2026  8:00 am - 11:00 am
⭐🟥⚽👦🏽Scrimmage vs. Woodlands HS Tue  09/01/2026  5:30 pm - 7:30 pm
(Optional) Informational Meeting for Parents/Guardians of student-athletes in grades 5-8 regarding participation in Interscholastic Athletics Tue  09/01/2026  7:00 pm - 8:00 pm
⭐🟥⚽👦🏽HOME Boys Varsity Soccer Scrimmage vs. The Leffell School Wed  09/02/2026  10:00 am - 1:00 pm
❌ --- Superintendent's Conference Day Thu  09/03/2026  (All Day)
❌ --- Asychronous Superintendent's Conference Day Fri  09/04/2026  (All Day)
⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ Peekskill HS Fri  09/04/2026  5:00 pm - 7:00 pm
🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫Labor Day (District Closed) Mon  09/07/2026  TBD
❌❌❌❌❌❌❌❌❌❌ ❌ --- Superintendent's Conference Day(NO SCHOOL FOR STUDENTS) Tue  09/08/2026  (All Day)
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Tue  09/08/2026  5:00 pm - 8:00 pm
FIRST DAY OF SCHOOL FOR STUDENTS Wed  09/09/2026  (All Day)
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Wed  09/09/2026  5:00 pm - 8:00 pm
⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ Arlington Thu  09/10/2026  5:00 pm - 7:00 pm
Show MenuClick this to show the menu.🟥🚑👮🏽🏈HOME(LEAGUE) FB V PAWLING HIGH SCHOOL vs. Eldred HS Thu  09/10/2026  7:00 pm - 10:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Fri  09/11/2026  5:00 pm - 8:00 pm
⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING V. Putnam Valley HS Mon  09/14/2026  5:00 pm - 7:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Tue  09/15/2026  5:00 pm - 8:00 pm
⭐🟩🚍⚽👦🏽(Bus at 2:30 PM early dismissal for team at 2:15 PM)AWAY VARSITY BOYS SOCCER PAWLING @ Spring Valley HS Wed  09/16/2026  5:00 pm - 7:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Thu  09/17/2026  5:00 pm - 8:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Fri  09/18/2026  5:00 pm - 8:00 pm
🟩🏈🚍🚍 (LEAGUE) AWAY FB V PAWLING HIGH SCHOOL @ Sullivan West HS Fri  09/18/2026  7:00 pm - 10:00 pm
VARSITY CROSS COUNTRY 🟥⭐🏃‍♂️🚑Dan Purdy Cross Country Invitational Sat  09/19/2026  8:30 am - 1:30 pm
❌❌❌❌❌❌❌❌❌❌YOM KIPPUR (NO SCHOOL 0N 9/21/26 FOR PAWLING CSD) Mon  09/21/2026  TBD
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Tue  09/22/2026  5:00 pm - 8:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Wed  09/23/2026  5:00 pm - 8:00 pm
Show MenuClick this to show the menu.⭐🟩🏈🏈🏈AWAY MODIFIED FOOTBALL PAWLING AT Haldane HS Thu  09/24/2026  4:15 pm - 6:30 pm
⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING V. Briarcliff HS Thu  09/24/2026  5:00 pm - 7:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Fri  09/25/2026  5:00 pm - 8:00 pm
Show MenuClick this to show the menu.🟥🚑👮🏽🏈HOME(LEAGUE) FB V PAWLING HIGH SCHOOL vs. Corinth HS Fri  09/25/2026  7:00 pm - 10:00 pm
⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ Croton HS Sat  09/26/2026  11:00 am - 1:00 pm
⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ Pleasantville HS Mon  09/28/2026  5:00 pm - 7:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Tue  09/29/2026  5:00 pm - 8:00 pm
⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING V. North Salem HS Wed  09/30/2026  5:00 pm - 7:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Thu  10/01/2026  5:00 pm - 8:00 pm
⭐⭐⭐⭐⭐ SENIOR GAME⭐⭐⭐⭐⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING V. Haldane HS Fri  10/02/2026  5:00 pm - 7:00 pm
🟩🏈🚍🚍 (LEAGUE) AWAY FB V PAWLING HIGH SCHOOL @ Pine Plains/Rhinebeck HS HS Fri  10/02/2026  7:00 pm - 10:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Mon  10/05/2026  5:00 pm - 8:00 pm
⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ Briarcliff HS Tue  10/06/2026  5:00 pm - 7:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Wed  10/07/2026  5:00 pm - 8:00 pm
🎽🎽🎽🎽🎽🎽🎽🎽🎽🎽(Shirt off my Back Game) ⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING V. Croton HS Thu  10/08/2026  5:00 pm - 7:00 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Fri  10/09/2026  5:00 pm - 8:00 pm
🟩🏈🚍🚍 (LEAGUE) AWAY FB V PAWLING HIGH SCHOOL @ Onteora HS Sat  10/10/2026  1:00 pm - 4:00 pm
PINK OUT GAME💗💗💗💗💗💗💗💗💗💗⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING V. PleasantvilleHS Sat  10/10/2026  5:00 pm - 7:00 pm
🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫 DISTRICT CLOSED for COLUMBUS DAY Mon  10/12/2026  TBD
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Tue  10/13/2026  5:00 pm - 8:00 pm
⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ North Salem HS Wed  10/14/2026  5:00 pm - 7:00 pm
Show MenuClick this to show the menu.⭐🟩🏈🏈🏈AWAY MODIFIED FOOTBALL PAWLING @ Onteora HS Thu  10/15/2026  4:15 pm - 8:30 pm
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Thu  10/15/2026  5:00 pm - 8:00 pm
⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ Haldane HS Fri  10/16/2026  5:00 pm - 7:00 pm
Show MenuClick this to show the menu.🟥🚑👮🏽🏈HOME(LEAGUE) FB V PAWLING HIGH SCHOOL vs. Ellenville HS Fri  10/16/2026  7:00 pm - 10:00 pm
⭐🟨⚽👦🏽LAST DAY TO PLAY FOR REGULAR SEASON VARSITY BOYS SOCCER PAWLING Mon  10/19/2026  TBD
⚽👦🏽VARSITY/JV BOYS SOCCER PRACTICE 5:00-8:00 PM Mon  10/19/2026  5:00 pm - 8:00 pm
⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING vs. Ardsley HS Mon  10/19/2026  5:00 pm - 7:00 pm
Homecoming Parade and Bonfire Fri  10/23/2026  6:00 pm - 8:00 pm
🟥🚑👮🏽🏈 ⭐⭐⭐⭐⭐⭐HOMECOMING⭐⭐⭐⭐⭐ ⭐ FB V PAWLING HIGH SCHOOL vs. Millbrook/Webutuck HS Sat  10/24/2026  TBD
TBD 🟩🏈🚍🚍PLAYOFFS FB V PAWLING HIGH SCHOOL @ Fri  10/30/2026  7:00 pm - 10:00 pm
Election Day Tue  11/03/2026  (All Day)
❌❌❌❌❌❌❌❌❌❌ ❌ --- Superintendent's Conference Day(NO SCHOOL FOR STUDENTS) Tue  11/03/2026  (All Day)
Show MenuClick this to show the menu.⭐🟩🏈🏈🏈AWAY MODIFIED FOOTBALL PAWLING @ Dover HS Thu  11/05/2026  4:15 pm - 6:30 pm
TBD 🟩🏈🚍🚍PLAYOFFS FB V PAWLING HIGH SCHOOL @ Fri  11/06/2026  7:00 pm - 10:00 pm
🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫 DISTRICT CLOSED for VETERAN'S DAY Wed  11/11/2026  (All Day)
TBD 🟩🏈🚍🚍PLAYOFFS FB V PAWLING HIGH SCHOOL @ Fri  11/13/2026  TBD
⭐⭐⭐⭐⭐⭐⭐⭐⭐ VARSITY and JV WINTER SPORTS START DATE Mon  11/16/2026  (All Day)