Upcoming Events Date & Time
Tue  06/17/2025  (All Day)
Tue  06/17/2025  6:30 pm - 9:30 pm
Wed  06/18/2025  (All Day)
Wed  06/18/2025  6:30 pm - 9:30 pm
Thu  06/19/2025  (All Day)
Thu  06/19/2025  6:30 pm - 9:00 pm
Thu  06/19/2025  6:30 pm - 9:30 pm
Fri  06/20/2025  (All Day)
Mon  06/23/2025  (All Day)
Tue  06/24/2025  (All Day)
REGENTS TESTING Wed  06/25/2025  (All Day)
REGENTS TESTING Thu  06/26/2025  (All Day)
🏀🏀🏀🏀🏀Pawling Recreation Basketball at PES Thu  06/26/2025  6:30 pm - 9:00 pm
REGENTS TESTING Fri  06/27/2025  (All Day)
👨🏾‍🎓🧑🏼‍🎓👩🏿‍🎓👩‍🎓PAWLING HS GRADUATION Fri  06/27/2025  (All Day)
🏀🏀🏀🏀🏀Pawling Recreation Basketball at PES Thu  07/03/2025  6:30 pm - 9:00 pm
🏀🏀🏀🏀🏀Pawling Recreation Basketball at PES Thu  07/10/2025  6:30 pm - 9:00 pm
🏀🏀🏀🏀🏀Pawling Recreation Basketball at PES Thu  07/17/2025  6:30 pm - 9:00 pm
🏀🏀🏀🏀🏀Pawling Recreation Basketball at PES Thu  07/24/2025  6:30 pm - 9:00 pm
🏀🏀🏀🏀🏀Pawling Recreation Basketball at PES Thu  07/31/2025  6:30 pm - 9:00 pm
🏀🏀🏀🏀🏀Pawling Recreation Basketball at PES Thu  08/07/2025  6:30 pm - 9:00 pm
❌❌❌❌❌❌❌❌❌TURF NOT AVAILABLE due to Reconditioning by CHENANGO Field/turf Services Mon  08/11/2025  7:00 am - 10:00 pm
🏀🏀🏀🏀🏀Pawling Recreation Basketball at PES Thu  08/14/2025  6:30 pm - 9:00 pm
First Day of 8-Man Football Practices begins on Monday August 18 - re: Section 9 (8-Man Football)) Mon  08/18/2025  (All Day)
🏀🏀🏀🏀🏀Pawling Recreation Basketball at PES Thu  08/21/2025  6:30 pm - 9:00 pm
First Day of HS Fall Sports Practices Cross Country, Field Hockey, Soccer, Tennis, Volleyball (Football begins on Monday August 18 - re: Section 9 (8-Man Football)) Mon  08/25/2025  (All Day)
🏀🏀🏀🏀🏀Pawling Recreation Basketball at PES Thu  08/28/2025  6:30 pm - 9:00 pm
No School for Students ❌ --- Asynchronous Superintendent's Conference Day Fri  08/29/2025  (All Day)
No School for Students ❌ --- Superintendent's Conference Day Tue  09/02/2025  (All Day)
FIRST DAY OF SCHOOL FOR STUDENTS Wed  09/03/2025  (All Day)
🟥🏑HOME VARSITY FIELD HOCKEY PAWLING VS IRVINGTON HS at 5PM Mon  09/08/2025  5:00 pm - 7:00 pm
🟩🏈🚍🚍 (LEAGUE) AWAY FB V PAWLING HIGH SCHOOL @ ELDRED HS Fri  09/12/2025  7:00 pm - 10:00 pm
🟥🏈HOME(LEAGUE) FB V PAWLING HIGH SCHOOL vs. Sullivan West HS Fri  09/19/2025  7:00 pm - 10:00 pm
VARSITY CROSS COUNTRY 🟥⭐🏃‍♂️Dan Purdy Cross Country Invitational Sat  09/20/2025  8:30 am - 1:30 pm
(To be rescheduled)⭐🟥🏈🏈🏈HOME MODIFIED FOOTBALL PAWLING VS ONTEORA Sat  09/20/2025  10:00 am - 12:00 pm
NO EVENTS OR PRACTICES AFTER 6PM (Sunset at 6:51 PM) Mon  09/22/2025  6:00 pm - TBD
❌Rosh Hashanah (NO SCHOOL 0N 9/23/25 FOR PAWLING CSD) (HOLIDAY OBSERVED Sunset 9/22 to nightfall 9/24/25) Tue  09/23/2025  TBD
⭐🟩🏈🏈🏈AWAY MODIFIED FOOTBALL PAWLING AT MILLBROOK Thu  09/25/2025  4:15 pm - 6:30 pm
🟩🏈🚍🚍 (LEAGUE) AWAY FB V PAWLING HIGH SCHOOL @ Taconic Hills HS Fri  09/26/2025  7:00 pm - 10:00 pm
⭐🟥🏈🏈🏈HOME MODIFIED FOOTBALL PAWLING VS HALDANE Tue  09/30/2025  4:15 pm - 6:30 pm
NO EVENTS OR PRACTICES AFTER 6PM (Sunset at 6:36 PM) Wed  10/01/2025  6:00 pm - TBD
❌YOM KIPPUR (NO SCHOOL 0N 10/2/25 FOR PAWLING CSD) (HOLIDAY OBSERVED Sunset 10/1 to nightfall 10/2/25) Thu  10/02/2025  TBD
🚌🚌🚌🚌🚌🚌🚌🚌🚌🚌 EARLY DISMISSAL AND EVACUATION DRILL Fri  10/03/2025  2:00 pm - 2:35 pm
🟥🏈 ⭐⭐⭐⭐⭐⭐HOMECOMING⭐⭐⭐⭐⭐ ⭐ FB V PAWLING HIGH SCHOOL vs. Pine Plains/Rhinebeck HS Fri  10/03/2025  7:00 pm - 10:00 pm
🟩🏈🏈🏈AWAY MODIFIED FOOTBALL PAWLING AT PINE PLAINS Wed  10/08/2025  4:15 pm - 6:30 pm
🟩🏈🚍🚍 (LEAGUE) AWAY FB V PAWLING HIGH SCHOOL @ ELLENVILLE HS Fri  10/10/2025  7:00 pm - 10:00 pm
Pawling Community Foundation Fall GALA Sat  10/11/2025  (All Day)
🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫 DISTRICT CLOSED for COLUMBUS DAY Mon  10/13/2025  (All Day)
🟩🏈🚍🚍 (LEAGUE) AWAY FB V PAWLING HIGH SCHOOL @ Millbrook/Webutuck HS Fri  10/17/2025  7:00 pm - 10:00 pm
🟩🏈🏈🏈AWAY MODIFIED FOOTBALL PAWLING AT ONTEORA Wed  10/22/2025  4:15 pm - 5:15 pm
🟥🏈HOME⭐⭐⭐⭐⭐⭐ FOOTBALL SENIOR GAME (LEAGUE) FB V PAWLING HIGH SCHOOL vs. Onteora HS Fri  10/24/2025  7:00 pm - 10:00 pm
⭐🟥🏈🏈🏈HOME MODIFIED FOOTBALL PAWLING VS MILLBROOK Tue  10/28/2025  4:15 pm - 6:30 pm
TBD 🟥?🟩🏈🚍🚍PLAYOFFS FB V PAWLING HIGH SCHOOL @ TBD Fri  10/31/2025  7:00 pm - 10:00 pm
🟩🏈🏈🏈AWAY MODIFIED FOOTBALL PAWLING AT HALDANE Sat  11/01/2025  10:00 am - 12:00 pm
TBD 🟥?🟩🏈🚍🚍PLAYOFFS FB V PAWLING HIGH SCHOOL @ TBD Fri  11/07/2025  7:00 pm - 10:00 pm
No School for Students ❌ --- Superintendent's Conference Day Mon  11/10/2025  (All Day)
🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫 DISTRICT CLOSED for VETERAN'S DAY Tue  11/11/2025  (All Day)
TBD 🟥?🟩🏈🚍🚍PLAYOFFS FB V PAWLING HIGH SCHOOL @ TBD Fri  11/14/2025  7:00 pm - 10:00 pm
TBD 🟥?🟩🏈🚍🚍PLAYOFFS FB V PAWLING HIGH SCHOOL @ TBD Fri  11/21/2025  7:00 pm - 10:00 pm
❌No School for Students - THANKSGIVING HOLIDAY Wed  11/26/2025  (All Day)
🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫 DISTRICT CLOSED for THANKSGIVING HOLIDAY Thu  11/27/2025  (All Day)
🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫 DISTRICT CLOSED for THANKSGIVING HOLIDAY Fri  11/28/2025  (All Day)
❌ No School for Students -- Parent Teacher Conferences Fri  12/05/2025  (All Day)
❌No School for Students --- WINTER RECESS 12/22-12/31 Mon  12/22/2025  12:00 pm - 1:00 pm
❌No School for Students --- WINTER RECESS 12/22-12/31 Tue  12/23/2025  12:00 pm - 1:00 pm
🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫 DISTRICT CLOSED for CHRISTMAS HOLIDAY Wed  12/24/2025  (All Day)
🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫 DISTRICT CLOSED for CHRISTMAS HOLIDAY Thu  12/25/2025  (All Day)
❌No School for Students --- WINTER RECESS 12/22-12/31 Fri  12/26/2025  12:00 pm - 1:00 pm
❌No School for Students --- WINTER RECESS 12/22-12/31 Mon  12/29/2025  12:00 pm - 1:00 pm
❌No School for Students --- WINTER RECESS 12/22-12/31 Tue  12/30/2025  12:00 pm - 1:00 pm
🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫 DISTRICT CLOSED for NEW YEARS HOLIDAY Wed  12/31/2025  (All Day)
🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫 DISTRICT CLOSED for NEW YEARS HOLIDAY Thu  01/01/2026  (All Day)
❌No School for Students --- WINTER RECESS 12/22-12/31 Fri  01/02/2026  12:00 pm - 1:00 pm
🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫 DISTRICT CLOSED for MARTIN LUTHER KING Jr. DAY Mon  01/19/2026  (All Day)
NYS REGENTS TESTING (Schedule TBA course/student specific) Tue  01/20/2026  12:00 pm - 1:00 pm
NYS REGENTS TESTING (Schedule TBA course/student specific) Wed  01/21/2026  12:00 pm - 1:00 pm
NYS REGENTS TESTING (Schedule TBA course/student specific) Thu  01/22/2026  12:00 pm - 1:00 pm
NYS REGENTS TESTING (Schedule TBA course/student specific) Fri  01/23/2026  12:00 pm - 1:00 pm
❌ No School -- PRESIDENT'S DAY Mon  02/16/2026  (All Day)
❌ No School -- LUNAR NEW YEAR Tue  02/17/2026  (All Day)
No School for Students ❌ --- Superintendent's Conference Day Fri  03/06/2026  (All Day)
⭐⭐⭐⭐⭐⭐⭐⭐⭐ VARSITY and JV SPRING SPORTS START DATE Mon  03/09/2026  TBD
❌ NO SCHOOL -- SPRING RECESS / EASTER BREAK Mon  03/30/2026  (All Day)
❌ NO SCHOOL -- SPRING RECESS / EASTER BREAK Tue  03/31/2026  (All Day)
❌ NO SCHOOL -- SPRING RECESS / EASTER BREAK Wed  04/01/2026  (All Day)
❌ NO SCHOOL -- SPRING RECESS / EASTER BREAK Thu  04/02/2026  (All Day)
🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫 DISTRICT CLOSED for GOOD FRIDAY Fri  04/03/2026  (All Day)
❌ NO SCHOOL -- SPRING RECESS / EASTER BREAK Mon  04/06/2026  (All Day)
🤞🏼 Wed  05/20/2026  TBD
🤞🏼 Thu  05/21/2026  12:00 pm - 1:00 pm
🤞🏼 Fri  05/22/2026  12:00 pm - 1:00 pm
🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫 DISTRICT CLOSED for MEMORIAL DAY Mon  05/25/2026  (All Day)
🤞🏼 Tue  05/26/2026  12:00 pm - 1:00 pm
🤞🏼 Wed  05/27/2026  12:00 pm - 1:00 pm
🕺🏽💃🏽🕺🏽💃🏽🕺🏽💃🏽JR/SR PROM (No Pawling Athletic Events To Be Added To Schedule) Fri  06/05/2026  3:00 pm - 4:00 pm
NYS REGENTS ELA AND ALGEBRA Tue  06/09/2026  TBD
NYS REGENTS -- PHYS. SCI.: CHEMISTRY, AND PHYS. SCI.: PHYSICS Wed  06/10/2026  TBD
NYS REGENTS TESTING Wed  06/17/2026  TBD
NYS REGENTS TESTING Thu  06/18/2026  TBD
⭐🏃🏼‍♂️🏃🏼‍♀️⚾🥎🏌🏼‍♂️🥍🩰⭐Pawling High School Spring Sports Awards⭐ Thu  06/18/2026  6:30 pm - 9:30 pm