| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
|---|---|---|---|---|---|---|
| 31 | 1 | 2 | 3 | 4 | 5 | 6 |
|
Sunday May 31 2026 $10 entry (Game at 1PM and Bus at 9:30 AM) FINALS OF SECTION 1 TOURNAMENT⭐⭐⭐VARSITY BASEBALL PAWLING VS Put Valley @ North Rockland High Schoolfrom 1:00 pm to 4:00 pm
Location: North Rockland High School Sunday, May 31 1:00 pm - 4:00 pm |
Monday June 1 2026 🥍🥍🥍👦🏽MODIFIED BOYS LACROSSE PRACTICEfrom 3:00 pm to 5:00 pm
Location: Pawling MS Monday, June 1 3:00 pm - 5:00 pm (Moved to June 2 as per Brewster conflict)⭐🟥🥍🥍🥍👦🏽HOME MODIFIED BOYS LACROSSE VS BREWSTERfrom 4:30 pm to 5:30 pm
 CancelledLocation: Pawling Tiger Stadium at PCMS Monday, June 1 4:30 pm - 5:30 pm ⭐🟥⚾⚾⚾HOME MODIFIED BASEBALL PAWLING VS PORT CHESTER (moved from 5/15)from 5:00 pm to TBD
Location: Pawling Middle School Monday, June 1 5:00 pm - TBD 👯👯👯👯👯👯👯 @ PES GYM Twirlersfrom 5:00 pm to 8:00 pm
Location: Pawling ES Monday, June 1 5:00 pm - 8:00 pm 🏀🏀🏀🏀🏀 PD BOYS AAU Basketball w/ S.M. at PCMSfrom 6:00 pm to 8:00 pm
Location: Pawling MS Monday, June 1 6:00 pm - 8:00 pm |
Tuesday June 2 2026 (Moved to June 2 as per Brewster conflict)⭐🟥🥍🥍🥍👦🏽HOME MODIFIED BOYS LACROSSE VS BREWSTERfrom 4:30 pm to 5:30 pm
Location: Pawling Tiger Stadium at PCMS Tuesday, June 2 4:30 pm - 5:30 pm ⭐🟩🚍👧🏽🥍🥍🥍AWAY MODIIFED GIRLS LACROSSE PAWLING @ BREWSTERfrom 4:30 pm to TBD
Location: Brewster High School Tuesday, June 2 4:30 pm - TBD 🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐PCMS GYM Adult Rec Volleyballfrom 6:30 pm to 9:30 pm
Location: Pawling MS Tuesday, June 2 6:30 pm - 9:30 pm |
Wednesday June 3 2026 SECTION 1 TOURNAMENT ⭐⭐⭐Finals⭐⭐⭐VARSITY GIRLS LACROSSE PAWLINGTBD
CancelledLocation: TBA Wednesday, June 3 TBD MS GYM NOT AVAILABLE DUE TO MATH CARNIVALfrom 2:30 pm to 11:00 pm
Location: Pawling MS Wednesday, June 3 2:30 pm - 11:00 pm MIDDLE SCHOOL INTRAMURALSfrom 2:45 pm to 3:45 pm
Location: Pawling Middle School Wednesday, June 3 2:45 pm - 3:45 pm (Practice and Pizza) ⚾⚾⚾MODIFIED BASEBALL PRACTICEfrom 3:00 pm to 4:45 pm
Location: Pawling Middle School Wednesday, June 3 3:00 pm - 4:45 pm 🥍🥍🥍👦🏽MODIFIED BOYS LACROSSE PRACTICEfrom 3:00 pm to 4:00 pm
Location: Pawling MS Wednesday, June 3 3:00 pm - 4:00 pm ⭐🟩🚍AWAY STATE QUALIFIER (FOR THOSE WHO QUALIFY) @ HENDRICK HUDSONfrom 3:30 pm to TBD
Location: Hendrick Hudson High School Wednesday, June 3 3:30 pm - TBD ⭐🟥🏃🏽♂️🏃🏽♀️🏃🏽♂️🏃🏽♀️🏃🏽♂️🏃🏽♀️HOME MODIFIED OUTDOOR TRACK & FIELD VS MULTIPLE SCHOOLSfrom 4:30 pm to TBD
Location: Pawling Tiger Stadium at PCMS Wednesday, June 3 4:30 pm - TBD 👯👯👯👯👯👯👯 @ PES GYM Twirlersfrom 5:00 pm to 8:00 pm
Location: Pawling ES Wednesday, June 3 5:00 pm - 8:00 pm |
Thursday June 4 2026 ⭐🟩🚍AWAY STATE QUALIFIER @ ARLINGTON (FOR THOSE WHO QUALIFY)from 3:30 pm to TBD
Location: Arlington High School Thursday, June 4 3:30 pm - TBD 🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀 PES GYM Adult Rec Basketballfrom 6:30 pm to 8:30 pm
Location: Pawling ES Thursday, June 4 6:30 pm - 8:30 pm 🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐PCMS GYM Adult Rec Volleyballfrom 6:30 pm to 9:30 pm
Location: Pawling MS Thursday, June 4 6:30 pm - 9:30 pm |
Friday June 5 2026 🕺🏽💃🏽🕺🏽💃🏽🕺🏽💃🏽JR/SR PROM (No Pawling Athletic Events To Be Added To Schedule)from 3:00 pm to 4:00 pm
Location: Pawling HS Friday, June 5 3:00 pm - 4:00 pm ⭐🟩🚍AWAY STATE QUALIFIER @ SUFFERN MS(FOR THOSE WHO QUALIFY) from 4:00 pm to TBD
Location: Suffern Middle School Friday, June 5 4:00 pm - TBD 🏀🏀🏀🏀🏀 PD BOYS AAU Basketball w/ S.M. at PCMSfrom 6:00 pm to 8:00 pm
Location: Pawling MS Friday, June 5 6:00 pm - 8:00 pm |
Saturday June 6 2026 S.A.T. Day from 8:00 am to 12:00 pm
Location: TBA Saturday, June 6 8:00 am - 12:00 pm |
| 7 | 8 | 9 | 10 | 11 | 12 | 13 |
|
Sunday June 7 2026 SECTION 1 TOURNAMENT ⭐⭐⭐Regionals- Section 1 @ 9⭐⭐⭐VARSITY GIRLS LACROSSE PAWLINGTBD
CancelledLocation: Monroe Woodbury High School Sunday, June 7 TBD |
Monday June 8 2026 👯👯👯👯👯👯👯 @ PES GYM Twirlersfrom 5:00 pm to 8:00 pm
Location: Pawling ES Monday, June 8 5:00 pm - 8:00 pm 🏀🏀🏀🏀🏀 PD BOYS AAU Basketball w/ S.M. at PCMSfrom 6:00 pm to 8:00 pm
Location: Pawling MS Monday, June 8 6:00 pm - 8:00 pm |
Tuesday June 9 2026 NYS REGENTS ELA AND ALGEBRATBD
Location: Pawling HS Tuesday, June 9 TBD 🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐PCMS GYM Adult Rec Volleyballfrom 6:30 pm to 9:30 pm
Location: Pawling MS Tuesday, June 9 6:30 pm - 9:30 pm (Open Sessions at 7:00)🎙️🗣️🎙️🗣️🎙️🗣️BOE Meetingsfrom 7:00 pm to 8:00 pm
Location: Pawling MS Tuesday, June 9 7:00 pm - 8:00 pm |
Wednesday June 10 2026 NYS REGENTS -- PHYS. SCI.: CHEMISTRY, AND PHYS. SCI.: PHYSICSTBD
Location: Pawling HS Wednesday, June 10 TBD 👯👯👯👯👯👯👯 @ PES GYM Twirlersfrom 5:00 pm to 8:00 pm
Location: Pawling ES Wednesday, June 10 5:00 pm - 8:00 pm 🏀🏀🏀🏀🏀 PD BOYS AAU Basketball w/ S.M. at PCMSfrom 6:00 pm to 8:00 pm
Location: Pawling MS Wednesday, June 10 6:00 pm - 8:00 pm ********************** Spring/Fall Coaches Meeting 7-9 PM HS Cafeteriafrom 7:00 pm to 9:00 pm
Location: Pawling HS Wednesday, June 10 7:00 pm - 9:00 pm |
Thursday June 11 2026 🍧🍧🍧🍧🍧🍧🍧🍧🍧🍧Pawling Middle School Student Council EVENTTBD
Location: Pawling Middle School Grass Field Thursday, June 11 TBD 🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀 PES GYM Adult Rec Basketballfrom 6:30 pm to 8:30 pm
Location: Pawling ES Thursday, June 11 6:30 pm - 8:30 pm 🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐PCMS GYM Adult Rec Volleyballfrom 6:30 pm to 9:30 pm
Location: Pawling MS Thursday, June 11 6:30 pm - 9:30 pm |
Friday June 12 2026 |
Saturday June 13 2026 |
| 14 | 15 | 16 |  17
| 18 | 19 | 20 |
|
Sunday June 14 2026 |
Monday June 15 2026 👯👯👯👯👯👯👯 @ PES GYM Twirlersfrom 5:00 pm to 8:00 pm
CancelledLocation: Pawling ES Monday, June 15 5:00 pm - 8:00 pm 🏀🏀🏀🏀🏀 PD BOYS AAU Basketball w/ S.M. at PCMSfrom 6:00 pm to 8:00 pm
CancelledLocation: Pawling MS Monday, June 15 6:00 pm - 8:00 pm |
Tuesday June 16 2026 🐯🐯🐯🐯🐯🐯🐯🐯🐯🐯Pawling Tiger Athletic Club Meeting (Room Location TBA) 🐯🐯🐯🐯🐯🐯🐯🐯🐯🐯from 6:00 pm to 9:00 pm
Location: Pawling HS Tuesday, June 16 6:00 pm - 9:00 pm 🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐PCMS GYM Adult Rec Volleyballfrom 6:30 pm to 9:30 pm
CancelledLocation: Pawling MS Tuesday, June 16 6:30 pm - 9:30 pm |
Wednesday June 17 2026 NYS REGENTS TESTINGTBD
Location: Pawling HS Wednesday, June 17 TBD 👯👯👯👯👯👯👯 @ PES GYM Twirlersfrom 5:00 pm to 8:00 pm
CancelledLocation: Pawling ES Wednesday, June 17 5:00 pm - 8:00 pm 🏀🏀🏀🏀🏀 PD BOYS AAU Basketball w/ S.M. at PCMSfrom 6:00 pm to 8:00 pm
CancelledLocation: Pawling MS Wednesday, June 17 6:00 pm - 8:00 pm |
Thursday June 18 2026 NYS REGENTS TESTINGTBD
Location: Pawling HS Thursday, June 18 TBD ⭐🏃🏼♂️🏃🏼♀️⚾🥎🏌🏼♂️🥍🩰⭐Pawling High School Spring Sports Awards⭐from 6:30 pm to 9:30 pm
Location: Pawling HS Thursday, June 18 6:30 pm - 9:30 pm 🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀 PES GYM Adult Rec Basketballfrom 6:30 pm to 8:30 pm
CancelledLocation: Pawling ES Thursday, June 18 6:30 pm - 8:30 pm 🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐PCMS GYM Adult Rec Volleyballfrom 6:30 pm to 9:30 pm
CancelledLocation: Pawling MS Thursday, June 18 6:30 pm - 9:30 pm |
Friday June 19 2026 🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫🚫 DISTRICT CLOSED for JUNETEENTH HOLIDAYAll Day
Location: TBA Friday, June 19 (All Day) |
Saturday June 20 2026 |
| 21 | 22 | 23 | 24 | 25 | 26 | 27 |
|
Sunday June 21 2026 |
Monday June 22 2026 NYS REGENTS TESTINGTBD
Location: Pawling HS Monday, June 22 TBD 👯👯👯👯👯👯👯 @ PES GYM Twirlersfrom 5:00 pm to 8:00 pm
Location: Pawling ES Monday, June 22 5:00 pm - 8:00 pm 🏀🏀🏀🏀🏀 PD BOYS AAU Basketball w/ S.M. at PCMSfrom 6:00 pm to 8:00 pm
Location: Pawling MS Monday, June 22 6:00 pm - 8:00 pm |
Tuesday June 23 2026 NYS REGENTS TESTINGTBD
Location: Pawling HS Tuesday, June 23 TBD (NOTE!: The Celebration will be 5:30 to 6:30 as the BOE is at 6:30- so all can attend both🏃🏻🏒⚾🏑🎓🏈🏀⚽🤼♂️⛷️🥎🥍🏌🏻🎾🏐SENIOR ATHLETE CELEBRATION 2026 !from 6:00 pm to 7:00 pm
Location: Pawling Tiger Stadium at PCMS Tuesday, June 23 6:00 pm - 7:00 pm 🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐PCMS GYM Adult Rec Volleyballfrom 6:30 pm to 9:30 pm
Location: Pawling MS Tuesday, June 23 6:30 pm - 9:30 pm (Open Sessions at 7:00)🎙️🗣️🎙️🗣️🎙️🗣️BOE Meetingsfrom 7:00 pm to 8:00 pm
Location: Pawling MS Tuesday, June 23 7:00 pm - 8:00 pm |
Wednesday June 24 2026 NYS REGENTS TESTINGTBD
Location: Pawling HS Wednesday, June 24 TBD 👯👯👯👯👯👯👯 @ PES GYM Twirlersfrom 5:00 pm to 8:00 pm
Location: Pawling ES Wednesday, June 24 5:00 pm - 8:00 pm 🏀🏀🏀🏀🏀 PD BOYS AAU Basketball w/ S.M. at PCMSfrom 6:00 pm to 8:00 pm
Location: Pawling MS Wednesday, June 24 6:00 pm - 8:00 pm |
Thursday June 25 2026 NYS REGENTS TESTINGTBD
Location: Pawling HS Thursday, June 25 TBD 🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀🏀 PES GYM Adult Rec Basketballfrom 6:30 pm to 8:30 pm
Location: Pawling ES Thursday, June 25 6:30 pm - 8:30 pm 🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐PCMS GYM Adult Rec Volleyballfrom 6:30 pm to 9:30 pm
Location: Pawling MS Thursday, June 25 6:30 pm - 9:30 pm |
Friday June 26 2026 PHS GRADUATION -- SCHOOL CLOSESAll Day
Location: Pawling HS Friday, June 26 (All Day) NYS REGENTS TESTINGTBD
Location: Pawling HS Friday, June 26 TBD |
Saturday June 27 2026 |
| 28 | 29 | 30 | 1 | 2 | 3 | 4 |
|
Sunday June 28 2026 |
Monday June 29 2026 NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHINGfrom 12:00 pm to 1:00 pm
Location: Pawling MS Monday, June 29 12:00 pm - 1:00 pm 👯👯👯👯👯👯👯 @ PES GYM Twirlersfrom 5:00 pm to 8:00 pm
Location: Pawling ES Monday, June 29 5:00 pm - 8:00 pm |
Tuesday June 30 2026 NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHINGfrom 12:00 pm to 1:00 pm
Location: Pawling MS Tuesday, June 30 12:00 pm - 1:00 pm 🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐🏐PCMS GYM Adult Rec Volleyballfrom 6:30 pm to 9:30 pm
Location: Pawling MS Tuesday, June 30 6:30 pm - 9:30 pm |
Wednesday July 1 2026 NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHINGfrom 12:00 pm to 1:00 pm
Location: Pawling MS Wednesday, July 1 12:00 pm - 1:00 pm |
Thursday July 2 2026 NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHINGfrom 12:00 pm to 1:00 pm
Location: Pawling MS Thursday, July 2 12:00 pm - 1:00 pm |
Friday July 3 2026 NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHINGfrom 12:00 pm to 1:00 pm
Location: Pawling MS Friday, July 3 12:00 pm - 1:00 pm |
Saturday July 4 2026 NO MIDDLE SCHOOL GYM EVENTS DUE TO FLOOR REFINISHINGfrom 12:00 pm to 1:00 pm
Location: Pawling MS Saturday, July 4 12:00 pm - 1:00 pm |
Tandem
