| Sun | Mon | Tue | Wed | Thu | Fri | Sat |
|---|---|---|---|---|---|---|
| 31 |  1
| 2 | 3 | 4 | 5 | 6 |
|
Sunday August 31 2025 |
Monday September 1 2025 Labor Day (District Closed)All Day
Location: Pawling HS Monday September 1st (All Day) |
Tuesday September 2 2025 No School for Students ❌ --- Superintendent's Conference Dayfrom 7:30 am to 2:30 pm
Location: TBA Tuesday September 2nd 7:30 am - 2:30 pm (Open Sessions at 6:30)(Tour of MS)🎙️🗣️🎙️🗣️🎙️🗣️BOE Meetingsfrom 12:00 pm to 1:00 pm
Location: Pawling MS Tuesday September 2nd 12:00 pm - 1:00 pm 🎾VARSITY TENNIS PRACTICEfrom 3:15 pm to 5:15 pm
Location: Brewster High School Tuesday September 2nd 3:15 pm - 5:15 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Tuesday September 2nd 3:30 pm - 5:30 pm 👧🏽⚽VARSITY and JV GIRLS SOCCER PRACTICEfrom 4:00 pm to 6:00 pm
Location: Pawling Tiger Stadium at PCMS Tuesday September 2nd 4:00 pm - 6:00 pm ⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING VS JJCRfrom 4:30 pm to TBD
Location: Pawling Tiger Stadium at PCMS Tuesday September 2nd 4:30 pm - TBD ⭐🟩🚍⚽⚽👦🏽👦🏽AWAY JV BOYS SOCCER PAWLING @ JJCRfrom 4:30 pm to TBD
Location: John Jay High School Tuesday September 2nd 4:30 pm - TBD 🏃🏽♂️🏃🏽♀️VARSITY CROSS COUNTRY PRE-SEASON PRACTICEfrom 5:30 pm to 7:00 pm
Location: Pawling HS Grass Field Tuesday September 2nd 5:30 pm - 7:00 pm |
Wednesday September 3 2025 FIRST DAY OF SCHOOL FOR STUDENTSAll Day
Location: Pawling HS Wednesday September 3rd (All Day) 🎾VARSITY TENNIS PRACTICEfrom 3:15 pm to 5:15 pm
Location: Brewster High School Wednesday September 3rd 3:15 pm - 5:15 pm 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Wednesday September 3rd 3:15 pm - 5:00 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Wednesday September 3rd 3:30 pm - 5:30 pm 👧🏽⚽VARSITY and JV GIRLS SOCCER PRACTICEfrom 4:00 pm to 6:00 pm
Location: Pawling Tiger Stadium at PCMS Wednesday September 3rd 4:00 pm - 6:00 pm ⭐🟥⚽👦🏽HOME (SCRIMMAGE) VARSITY BOYS SOCCER PAWLING VS SPRING VALLEYfrom 5:00 pm to TBD
Location: Pawling Tiger Stadium at PCMS Wednesday September 3rd 5:00 pm - TBD |
Thursday September 4 2025 Meeting for all modified sports teams: coaches and student-athletes after school until 3:45 PMAll Day
Students may be picked up after school or take the 4PM bus home. (There will be NO practices. This is only a meeting for students and coaches.) (Practices begin on Monday, September 8, 2025.) Location: Pawling MS Thursday September 4th (All Day) ⚽VARSITY/JV BOYS SOCCER PRACTICEfrom 3:00 pm to 6:00 pm
Location: Pawling HS Grass Field Thursday September 4th 3:00 pm - 6:00 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Thursday September 4th 3:30 pm - 5:30 pm 👧🏽⚽VARSITY and JV GIRLS SOCCER PRACTICEfrom 4:00 pm to 6:00 pm
Location: Pawling Tiger Stadium at PCMS Thursday September 4th 4:00 pm - 6:00 pm ⭐🟩🚍🎾AWAY VARSITY TENNIS PAWLING/BREWSTER @ ROY C. KETCHAMfrom 4:30 pm to TBD
Location: Taconic Sport & Racquet Thursday September 4th 4:30 pm - TBD ⭐🟩🚍🏐AWAY VARSITY VOLLEYBALL PAWLING @ VALHALLAfrom 4:30 pm to TBD
Location: Valhalla High School Thursday September 4th 4:30 pm - TBD ⭐🟩🚍🏑AWAY VARSITY FIELD HOCKEY PAWLING @ PUTNAM VALLEYfrom 4:30 pm to TBD
Location: Putnam Valley High School Thursday September 4th 4:30 pm - TBD ⭐🟩🚍🏐🏐AWAY JV VOLLEYBALL PAWLING @ VALHALLAfrom 6:15 pm to TBD
Location: Valhalla Thursday September 4th 6:15 pm - TBD |
Friday September 5 2025 ⚽VARSITY/JV BOYS SOCCER PRACTICEfrom 3:00 pm to 6:00 pm
Location: Pawling HS Grass Field Friday September 5th 3:00 pm - 6:00 pm 🎾VARSITY TENNIS PRACTICEfrom 3:15 pm to 5:15 pm
Location: Brewster High School Friday September 5th 3:15 pm - 5:15 pm 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Friday September 5th 3:15 pm - 5:00 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Friday September 5th 3:30 pm - 5:30 pm 👧🏽⚽VARSITY and JV GIRLS SOCCER PRACTICEfrom 4:00 pm to 6:00 pm
Location: Pawling Tiger Stadium at PCMS Friday September 5th 4:00 pm - 6:00 pm ⭐🟩🚍⚽👦🏽(Team dismissal at 1:45PM and bus leaving at 2PM due to Field Curfew in effect) AWAY VARSITY BOYS SOCCER PAWLING @ Barack Obama HSfrom 4:15 pm to 6:15 pm
Location: Tibbetts Brook Park Friday September 5th 4:15 pm - 6:15 pm ⭐🟩🚍⚽⚽👧🏽AWAY JV GIRLS SOCCER PAWLING @ MOUNT VERNONfrom 4:30 pm to TBD
 CancelledLocation: MOUNT VERNON HIGH SCHOOL Friday September 5th 4:30 pm - TBD |
Saturday September 6 2025 👧🏽⚽VARSITY and JV GIRLS SOCCER PRACTICEfrom TBD to 6:00 pm
Location: Pawling Tiger Stadium at PCMS Saturday September 6th TBD - 6:00 pm ⚽VARSITY/JV BOYS SOCCER PRACTICE (arrive by 6:45 am)from 7:00 am to 9:00 am
Location: Pawling HS Grass Field Saturday September 6th 7:00 am - 9:00 am 🏈🏈🏈MODIFIED FOOTBALL PRACTICEfrom 8:00 am to 10:00 am
Location: Pawling HS Saturday September 6th 8:00 am - 10:00 am 🟥🏈HOME Multi-team Scrimmage FB V PAWLING HIGH SCHOOL from 10:00 am to 1:00 pm
Tentative schools: Fallsburg Millbrook-Webutuck Onteora Pawling Pine Plains-Rhinebeck Location: Pawling Tiger Stadium at PCMS Saturday September 6th 10:00 am - 1:00 pm ⭐🟥🏐HOME VARSITY VOLLEYBALL PAWLING VS CROTON HARMONfrom 3:00 pm to TBD
Location: Pawling High School Saturday September 6th 3:00 pm - TBD ⭐🟩🚍🏑AWAY VARSITY FIELD HOCKEY PAWLING @ CROTON HARMON from 3:00 pm to TBD
Location: Croton - Harmon High School Saturday September 6th 3:00 pm - TBD 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Saturday September 6th 3:30 pm - 5:30 pm ⭐🟥🏐🏐HOME JV VOLLEYBALL PAWLING VS CROTON HARMONfrom 4:30 pm to TBD
Location: Pawling High School Saturday September 6th 4:30 pm - TBD |
| 7 | 8 | 9 | 10 | 11 | 12 | 13 |
|
Sunday September 7 2025 |
Monday September 8 2025 ⚽VARSITY/JV BOYS SOCCER PRACTICEfrom 3:00 pm to 6:00 pm
Location: Pawling HS Grass Field Monday September 8th 3:00 pm - 6:00 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Monday September 8th 3:30 pm - 5:30 pm ⭐🟥🏐HOME VARSITY VOLLEYBALL PAWLING VS PUTNAM VALLEYfrom 4:30 pm to TBD
Location: Pawling High School Monday September 8th 4:30 pm - TBD ⭐🟩🚍🎾AWAY VARSITY TENNIS PAWLING/BREWSTER @ CARMELfrom 4:30 pm to TBD
Location: Carmel High School Monday September 8th 4:30 pm - TBD ⭐🟥⚽⚽👦🏽HOME JV BOYS SOCCER PAWLING VS Tuckahoe HSfrom 5:00 pm to 7:00 pm
Location: Pawling HS Grass Field Monday September 8th 5:00 pm - 7:00 pm ⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ Tuckahoe HSfrom 5:00 pm to 7:00 pm
Location: TUCKAHOE HIGH SCHOOL Monday September 8th 5:00 pm - 7:00 pm 🟥🏑HOME VARSITY FIELD HOCKEY PAWLING VS IRVINGTON HS at 5PMfrom 5:00 pm to 7:00 pm
Location: Pawling Tiger Stadium at PCMS Monday September 8th 5:00 pm - 7:00 pm ⭐🟥🏐🏐HOME JV VOLLEYBALL PAWLING VS PUTNAM VALLEYfrom 6:15 pm to TBD
Location: Pawling High School Monday September 8th 6:15 pm - TBD |
Tuesday September 9 2025 ⚽VARSITY/JV BOYS SOCCER PRACTICEfrom 3:00 pm to 6:00 pm
Location: Pawling HS Grass Field Tuesday September 9th 3:00 pm - 6:00 pm 🎾VARSITY TENNIS PRACTICEfrom 3:15 pm to 5:15 pm
Location: Brewster High School Tuesday September 9th 3:15 pm - 5:15 pm 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Tuesday September 9th 3:15 pm - 5:00 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Tuesday September 9th 3:30 pm - 5:30 pm ⭐🟥⚽⚽👧🏽HOME JV GIRLS SOCCER PAWLING VS PEEKSKILLfrom 4:30 pm to TBD
Location: Pawling HS Grass Field Tuesday September 9th 4:30 pm - TBD |
Wednesday September 10 2025 ⚽VARSITY/JV BOYS SOCCER PRACTICEfrom 3:00 pm to 6:00 pm
Location: Pawling HS Grass Field Wednesday September 10th 3:00 pm - 6:00 pm 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Wednesday September 10th 3:15 pm - 5:00 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Wednesday September 10th 3:30 pm - 5:30 pm ⭐🟥🟦🚍🎾HOME VARSITY TENNIS PAWLING/BREWSTER VS MAHOPACfrom 4:30 pm to TBD
Location: Brewster High School Wednesday September 10th 4:30 pm - TBD ⭐🟩🚍🏃🏽♂️🏃🏽♀️AWAY VARSITY CROSS COUNTRY MEGA DUEL PAWLING @ BOWDOIN (2:45 pm bus)from 4:30 pm to TBD
Location: Bowdoin County Park Wednesday September 10th 4:30 pm - TBD |
Thursday September 11 2025 ⚽VARSITY/JV BOYS SOCCER PRACTICEfrom 3:00 pm to 5:00 pm
Location: Pawling HS Grass Field Thursday September 11th 3:00 pm - 5:00 pm 🎾VARSITY TENNIS PRACTICEfrom 3:15 pm to 5:15 pm
Location: Brewster High School Thursday September 11th 3:15 pm - 5:15 pm 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Thursday September 11th 3:15 pm - 5:00 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Thursday September 11th 3:30 pm - 5:30 pm ⭐🟩🚍⚽⚽👧🏽AWAY JV GIRLS SOCCER PAWLING @ RAMAPO HIGH SCHOOLfrom 4:30 pm to TBD
Location: RAMAPO HIGH SCHOOL Thursday September 11th 4:30 pm - TBD |
Friday September 12 2025 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Friday September 12th 3:15 pm - 5:00 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Friday September 12th 3:30 pm - 5:30 pm ⭐🟥⚽⚽👦🏽👦🏽HOME JV BOYS SOCCER PAWLING VS NORTH SALEMfrom 4:30 pm to TBD
Location: Pawling Tiger Stadium at PCMS Friday September 12th 4:30 pm - TBD ⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ NORTH SALEMfrom 4:30 pm to TBD
Location: North Salem High School Middle School Friday September 12th 4:30 pm - TBD ⭐🟩🚍🎾AWAY VARSITY TENNIS PAWLING/BREWSTER @ ARLINGTONfrom 4:30 pm to TBD
Location: Arlington High School Friday September 12th 4:30 pm - TBD ⭐🟩🚍🏐AWAY VARSITY VOLLEYBALL PAWLING @ PEEKSKILLfrom 4:30 pm to TBD
Location: Peekskill High School Friday September 12th 4:30 pm - TBD ⭐🟩🚍🏑AWAY VARSITY FIELD HOCKEY PAWLING @ NORTH SALEMfrom 5:00 pm to 11:59 pm
CancelledLocation: North Salem High School Middle School Friday September 12th 5:00 pm - 11:59 pm ⭐🟩🚍🏐🏐AWAY JV VOLLEYBALL PAWLING @ PEEKSKILLfrom 6:15 pm to 7:15 pm
Location: Peekskill High School Friday September 12th 6:15 pm - 7:15 pm |
Saturday September 13 2025 ⭐🟩🚍🏃🏽♂️🏃🏽♀️AWAY VARSITY CROSS COUNTRY PAWLING @ SOMERS (BIG RED INVITATIONAL) - Time TBDTBD
Location: Somers High School Saturday September 13th TBD S.A.T. Day from 8:00 am to 12:00 pm
Location: TBA Saturday September 13th 8:00 am - 12:00 pm 🏈🏈🏈MODIFIED FOOTBALL PRACTICEfrom 8:00 am to 10:00 am
Location: Pawling HS Saturday September 13th 8:00 am - 10:00 am (rescheduled due to official crew shortage) 🟩🏈🚍🚍 (LEAGUE) AWAY FB V PAWLING HIGH SCHOOL @ ELDRED HS (Bus 7:30 am)from 11:00 am to 2:00 pm
Location: Eldred Junior-Senior High School Saturday September 13th 11:00 am - 2:00 pm ⭐🟥⚽⚽👧🏽HOME JV GIRLS SOCCER PAWLING VS SPRING VALLEYfrom 3:00 pm to TBD
Location: Pawling HS Grass Field Saturday September 13th 3:00 pm - TBD ⭐🟩🚍🏑AWAY VARSITY FIELD HOCKEY PAWLING @ NORTH SALEMfrom 3:00 pm to 5:00 pm
Location: North Salem High School Middle School Saturday September 13th 3:00 pm - 5:00 pm |
| 14 | 15 | 16 | 17 | 18 | 19 | 20 |
|
Sunday September 14 2025 |
Monday September 15 2025 ⚽VARSITY/JV BOYS SOCCER PRACTICEfrom 3:00 pm to 6:00 pm
Location: Pawling HS Grass Field Monday September 15th 3:00 pm - 6:00 pm 🎾VARSITY TENNIS PRACTICEfrom 3:15 pm to 5:15 pm
Location: Brewster High School Monday September 15th 3:15 pm - 5:15 pm 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Monday September 15th 3:15 pm - 5:00 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Monday September 15th 3:30 pm - 5:30 pm ⭐🟥⚽⚽👧🏽HOME JV GIRLS SOCCER PAWLING VS POUGHKEEPSIEfrom 4:30 pm to TBD
Location: Pawling HS Grass Field Monday September 15th 4:30 pm - TBD ⭐🟩🚍🏐AWAY VARSITY VOLLEYBALL PAWLING @ WOODLANDS HIGH SCHOOLfrom 4:30 pm to TBD
Location: Woodlands Middle/ High School Monday September 15th 4:30 pm - TBD ⭐🟩🚍🏐🏐AWAY JV VOLLEYBALL PAWLING @ WOODLANDSfrom 6:15 pm to TBD
Location: Woodlands Middle/ High School Monday September 15th 6:15 pm - TBD |
Tuesday September 16 2025 (Open Sessions at 7:00)(Tour of HS)🎙️🗣️🎙️🗣️🎙️🗣️BOE Meetingsfrom 12:00 pm to 1:00 pm
Location: Pawling MS Tuesday September 16th 12:00 pm - 1:00 pm 🎾VARSITY TENNIS PRACTICEfrom 3:15 pm to 5:15 pm
Location: Brewster High School Tuesday September 16th 3:15 pm - 5:15 pm 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Tuesday September 16th 3:15 pm - 5:00 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Tuesday September 16th 3:30 pm - 5:30 pm Recently Updated Event⭐🟩🚍🏑AWAY VARSITY FIELD HOCKEY PAWLING @ HORACE GREELEYfrom 4:30 pm to TBD
Location: Horace Greeley High School Tuesday September 16th 4:30 pm - TBD ⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING VS BREWSTERfrom 4:30 pm to TBD
Location: Pawling HS Grass Field Tuesday September 16th 4:30 pm - TBD ⭐🟩🚍⚽⚽👦🏽👦🏽AWAY JV BOYS SOCCER PAWLING @ BREWSTERfrom 4:30 pm to TBD
Location: Brewster High School Tuesday September 16th 4:30 pm - TBD |
Wednesday September 17 2025 ⚽VARSITY/JV BOYS SOCCER PRACTICEfrom 3:00 pm to 6:00 pm
Location: Pawling HS Grass Field Wednesday September 17th 3:00 pm - 6:00 pm 🎾VARSITY TENNIS PRACTICEfrom 3:15 pm to 5:15 pm
Location: Brewster High School Wednesday September 17th 3:15 pm - 5:15 pm 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Wednesday September 17th 3:15 pm - 5:00 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Wednesday September 17th 3:30 pm - 5:30 pm ⭐🟩🚍🏐🏐AWAY JV VOLLEYBALL PAWLING @ DOVER HSfrom 4:15 pm to 5:45 pm
Location: Dover High School Wednesday September 17th 4:15 pm - 5:45 pm ⭐🟩🚍🏐AWAY VARSITY VOLLEYBALL PAWLING @ DOVER HSfrom 6:00 pm to 7:30 pm
Location: Dover High School Wednesday September 17th 6:00 pm - 7:30 pm |
Thursday September 18 2025 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Thursday September 18th 3:30 pm - 5:30 pm ⭐🟥🟦🚍🎾HOME VARSITY TENNIS PAWLING/BREWSTER VS JJEFfrom 4:30 pm to TBD
Location: Brewster High School Thursday September 18th 4:30 pm - TBD ⭐🟥⚽⚽👦🏽👦🏽HOME JV BOYS SOCCER PAWLING VS ALEXANDER HAMILTONfrom 5:00 pm to TBD
Location: Pawling Tiger Stadium at PCMS Thursday September 18th 5:00 pm - TBD ⭐🟩🚍⚽⚽👧🏽AWAY JV GIRLS SOCCER PAWLING @ Tuckahoe HSfrom 5:00 pm to 6:00 pm
Location: Tuckahoe High School Thursday September 18th 5:00 pm - 6:00 pm ⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ ALEXANDER HAMILTONfrom 5:00 pm to TBD
Location: Alexander Hamilton High School Thursday September 18th 5:00 pm - TBD ⭐🟩🚍🏑AWAY VARSITY FIELD HOCKEY PAWLING @ FOX LANE from 5:00 pm to TBD
Location: Fox Lane High School Thursday September 18th 5:00 pm - TBD |
Friday September 19 2025 ⚽VARSITY/JV BOYS SOCCER PRACTICEfrom 3:00 pm to 6:00 pm
Location: Pawling HS Grass Field Friday September 19th 3:00 pm - 6:00 pm 📷📷📷📷📷📷📷📷📷📷 Pawling High School TEAM YEARBOOK Photos in HS Gym after Schoolfrom 3:00 pm to 5:00 pm
2:45 PM TENNIS (dismissal 2:30) 2:50 PM BOYS Cross Cntry (dismissal 2:30) 2:50 PM GIRLS CC(dismissal 2:30) 3:00 PM – VARSITY FOOTBALL 3:15 PM – VARSITY GIRLS VOLLEYBALL 3:15 PM – JV GIRLS VOLLEYBALL 3:30 PM – VARSITY BOYS SOCCER 3:30 PM – JV BOYS SOCCER 3:45 PM –FIELD HOCKEY Location: Pawling HS Friday September 19th 3:00 pm - 5:00 pm 🎾VARSITY TENNIS PRACTICEfrom 3:15 pm to 5:15 pm
Location: Brewster High School Friday September 19th 3:15 pm - 5:15 pm 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Friday September 19th 3:15 pm - 5:00 pm (4:15 start with 6:15 end/stop time)⭐🟥🚑🏈🏈🏈HOME MODIFIED FOOTBALL PAWLING VS ONTEORAfrom 4:15 pm to 6:15 pm
Location: Pawling Tiger Stadium at PCMS Friday September 19th 4:15 pm - 6:15 pm 🟥🚑👮🏽🏈HOME(LEAGUE) FB V PAWLING HIGH SCHOOL vs. Sullivan West HSfrom 7:00 pm to 10:00 pm
Location: Pawling Tiger Stadium at PCMS Friday September 19th 7:00 pm - 10:00 pm |
Saturday September 20 2025 VARSITY CROSS COUNTRY 🟥⭐🏃♂️🚑Dan Purdy Cross Country Invitationalfrom 8:30 am to 1:30 pm
Location: Pawling HS Grass Field Saturday September 20th 8:30 am - 1:30 pm ⭐🟥🟦🚍🎾HOME VARSITY TENNIS PAWLING/BREWSTER VS ROY C. KETCHAM HIGH SCHOOLfrom 9:00 am to TBD
Location: Brewster High School Saturday September 20th 9:00 am - TBD ⭐🟥🏐HOME VARSITY VOLLEYBALL PAWLING VS KEIO ACADEMYfrom 11:00 am to 12:00 pm
Location: Pawling High School Saturday September 20th 11:00 am - 12:00 pm ⭐🟥🏑HOME VARSITY FIELD HOCKEY PAWLING VS HENDRICK HUDSONfrom 11:00 am to 11:59 pm
CancelledLocation: Pawling Tiger Stadium at PCMS Saturday September 20th 11:00 am - 11:59 pm ⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ PUTNAM VALLEYfrom 12:00 pm to TBD
Location: Putnam Valley High School Saturday September 20th 12:00 pm - TBD ⭐🟥🏐🏐HOME JV VOLLEYBALL PAWLING VS BRIARCLIFFfrom 12:30 pm to TBD
Location: Pawling High School Saturday September 20th 12:30 pm - TBD 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Saturday September 20th 3:30 pm - 5:30 pm |
| 21 | 22 | 23 | 24 | 25 | 26 | 27 |
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Sunday September 21 2025 |
Monday September 22 2025 🎾VARSITY TENNIS PRACTICEfrom 3:15 pm to 5:15 pm
Location: Brewster High School Monday September 22nd 3:15 pm - 5:15 pm 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Monday September 22nd 3:15 pm - 5:00 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Monday September 22nd 3:30 pm - 5:30 pm NO EVENTS OR PRACTICES AFTER 6:51 PM (Sunset at 6:51 PM)from 6:00 pm to TBD
Location: Pawling HS Monday September 22nd 6:00 pm - TBD |
Tuesday September 23 2025 ❌Rosh Hashanah (NO SCHOOL 0N 9/23/25 FOR PAWLING CSD) (HOLIDAY OBSERVED Sunset 9/22 to nightfall 9/24/25)TBD
Location: Pawling HS Tuesday September 23rd TBD |
Wednesday September 24 2025 ⚽VARSITY/JV BOYS SOCCER PRACTICEfrom 3:00 pm to 6:00 pm
Location: Pawling HS Grass Field Wednesday September 24th 3:00 pm - 6:00 pm 🎾VARSITY TENNIS PRACTICEfrom 3:15 pm to 5:15 pm
Location: Brewster High School Wednesday September 24th 3:15 pm - 5:15 pm 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Wednesday September 24th 3:15 pm - 5:00 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Wednesday September 24th 3:30 pm - 5:30 pm ⭐🟩🏈🏈🏈AWAY MODIFIED FOOTBALL PAWLING AT MILLBROOKfrom 4:15 pm to 6:30 pm
Location: Millbrook High School Wednesday September 24th 4:15 pm - 6:30 pm |
Thursday September 25 2025 ⚽VARSITY/JV BOYS SOCCER PRACTICEfrom 3:00 pm to 6:00 pm
Location: Pawling HS Grass Field Thursday September 25th 3:00 pm - 6:00 pm 🎾VARSITY TENNIS PRACTICEfrom 3:15 pm to 5:15 pm
Location: Brewster High School Thursday September 25th 3:15 pm - 5:15 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Thursday September 25th 3:30 pm - 5:30 pm ⭐🟩🏈🏈🏈AWAY MODIFIED FOOTBALL PAWLING AT MILLBROOKfrom 4:15 pm to 6:30 pm
CancelledLocation: Millbrook High School Thursday September 25th 4:15 pm - 6:30 pm ⭐🟥⚽⚽⚽👦🏽👦🏽👦🏽HOME MODIFIED BOYS SOCCER PAWLING VS HALDANEfrom 4:30 pm to TBD
Location: Pawling Middle School Grass Field Thursday September 25th 4:30 pm - TBD ⭐🟥⚽⚽👧🏽HOME JV GIRLS SOCCER PAWLING VS MOUNT VERNONfrom 4:30 pm to TBD
CancelledLocation: Pawling HS Grass Field Thursday September 25th 4:30 pm - TBD ⭐🟩🚍🏐AWAY VARSITY VOLLEYBALL PAWLING @ LEFFELLfrom 4:30 pm to TBD
Location: Leffell School Thursday September 25th 4:30 pm - TBD ⭐🟥🏑HOME VARSITY FIELD HOCKEY PAWLING VS HENDRICK HUDSONfrom 4:45 pm to 6:30 pm
Location: Pawling Tiger Stadium at PCMS Thursday September 25th 4:45 pm - 6:30 pm ⭐🟩🚍🏐🏐AWAY JV VOLLEYBALL PAWLING @ LEFFELL SCHOOLfrom 6:15 pm to TBD
Location: Leffell School Thursday September 25th 6:15 pm - TBD |
Friday September 26 2025 🎾VARSITY TENNIS PRACTICEfrom 3:15 pm to 5:15 pm
Location: Brewster High School Friday September 26th 3:15 pm - 5:15 pm 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Friday September 26th 3:15 pm - 5:00 pm ⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING VS PUTNAM VALLEYfrom 4:30 pm to TBD
Location: Putnam Valley High School Friday September 26th 4:30 pm - TBD ⭐🟥🏃🏽♂️🏃🏽♀️🏃🏽♂️🏃🏽♀️🏃🏽♂️🏃🏽♀️HOME MODIFIED CROSS COUNTRY PAWLING VS CARMEL, VAN WYCK JUNIOR HIGHfrom 4:30 pm to TBD
Location: Pawling Tiger Stadium at PCMS Friday September 26th 4:30 pm - TBD ⭐🟩🚍⚽⚽👦🏽👦🏽AWAY JV BOYS SOCCER PAWLING @ PUTNAM VALLEYfrom 4:30 pm to TBD
Location: Putnam Valley High School Friday September 26th 4:30 pm - TBD 🟩🏈🚍🚍 (LEAGUE) AWAY FB V PAWLING HIGH SCHOOL @ Taconic Hills HS (Bus 3:30 pm)from 7:00 pm to 10:00 pm
Location: Taconic Hills High School Friday September 26th 7:00 pm - 10:00 pm |
Saturday September 27 2025 ⭐🟥🟦🚍🎾HOME VARSITY TENNIS PAWLING/BREWSTER VS CARMEL HIGH SCHOOLfrom 9:00 am to TBD
Location: Brewster High School Saturday September 27th 9:00 am - TBD ⭐🟩🚍🏃🏽♂️🏃🏽♀️AWAY VARSITY CROSS COUNTRY PAWLING @ ADMIRAL HARRIER INVITE @ MILTON (7:30 am bus)from 9:30 am to TBD
Location: Hudson Valley Sportsdome Saturday September 27th 9:30 am - TBD ⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING VS HALDANEfrom 11:00 am to TBD
Location: Pawling Tiger Stadium at PCMS Saturday September 27th 11:00 am - TBD ⭐🟩🚍🏑AWAY VARSITY FIELD HOCKEY PAWLING @ BREWSTERfrom 11:00 am to TBD
Location: Brewster High School Saturday September 27th 11:00 am - TBD 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Saturday September 27th 3:30 pm - 5:30 pm |
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Sunday September 28 2025 |
Monday September 29 2025 ⚽VARSITY/JV BOYS SOCCER PRACTICEfrom 3:00 pm to 6:00 pm
Location: Pawling HS Grass Field Monday September 29th 3:00 pm - 6:00 pm 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Monday September 29th 3:15 pm - 5:00 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Monday September 29th 3:30 pm - 5:30 pm ⭐🟥⚽⚽👧🏽HOME JV GIRLS SOCCER PAWLING VS RAMAPOfrom 4:30 pm to TBD
Location: Pawling HS Grass Field Monday September 29th 4:30 pm - TBD ⭐🟩🚍⚽⚽⚽👦🏽👦🏽👦🏽AWAY MODIFIED BOYS SOCCER PAWLING @ HENDRICK HUDSONfrom 4:30 pm to TBD
Location: Blue Mountain Middle School Monday September 29th 4:30 pm - TBD ⭐🟩🚍🎾AWAY VARSITY TENNIS PAWLING/BREWSTER @ JJEFfrom 4:30 pm to TBD
Location: Taconic Sport & Racquet Monday September 29th 4:30 pm - TBD ⭐🟥🚑🏈🏈🏈HOME MODIFIED FOOTBALL PAWLING VS HALDANEfrom 5:00 pm to 7:15 pm
Location: Pawling Tiger Stadium at PCMS Monday September 29th 5:00 pm - 7:15 pm |
Tuesday September 30 2025 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Tuesday September 30th 3:30 pm - 5:30 pm ⭐🟥🏈🏈🏈HOME MODIFIED FOOTBALL PAWLING VS HALDANEfrom 4:15 pm to 6:30 pm
CancelledLocation: Pawling Tiger Stadium at PCMS Tuesday September 30th 4:15 pm - 6:30 pm ⭐🟥⚽⚽👦🏽👦🏽HOME JV BOYS SOCCER PAWLING VS WOODLANDSfrom 4:30 pm to TBD
Location: Pawling HS Grass Field Tuesday September 30th 4:30 pm - TBD ⭐🟥🏑HOME VARSITY FIELD HOCKEY PAWLING VS JJCRfrom 4:30 pm to TBD
Location: Pawling Tiger Stadium at PCMS Tuesday September 30th 4:30 pm - TBD ⭐🟩🚍⚽⚽⚽👧🏽👧🏽👧🏽AWAY MODIFIED GIRLS SOCCER PAWLING @ GARRISON/HALDANEfrom 4:30 pm to TBD
Location: Garrison School Tuesday September 30th 4:30 pm - TBD ⭐🟩🚍⚽👦🏽VARSITY BOYS SOCCER PAWLING @ WOODLANDS from 4:30 pm to TBD
Location: Woodlands Middle/ High School Tuesday September 30th 4:30 pm - TBD ⭐🟩🚍🎾AWAY VARSITY TENNIS PAWLING/BREWSTER @ MAHOPACfrom 4:30 pm to TBD
Location: Mahopac High School Tuesday September 30th 4:30 pm - TBD ⭐🟩🚍🏑🏑🏑AWAY MODIFIED FIELD HOCKEY PAWLING @ LAKELAND COPPER BEECHfrom 4:30 pm to TBD
Location: Lakeland Copper Beech Middle School Tuesday September 30th 4:30 pm - TBD |
Wednesday October 1 2025 ⚽VARSITY/JV BOYS SOCCER PRACTICEfrom 3:00 pm to 4:00 pm
Location: Pawling HS Grass Field Wednesday October 1st 3:00 pm - 4:00 pm 🎾VARSITY TENNIS PRACTICEfrom 3:15 pm to 5:15 pm
Location: Brewster High School Wednesday October 1st 3:15 pm - 5:15 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Wednesday October 1st 3:30 pm - 5:30 pm ⭐🟩🚍🏑AWAY VARSITY FIELD HOCKEY PAWLING @ Our Lady Of Lourdes HSfrom 4:45 pm to 5:45 pm
Location: Our Lady Of Lourdes High School Wednesday October 1st 4:45 pm - 5:45 pm ⭐🟩🚍⚽⚽👧🏽AWAY JV GIRLS SOCCER PAWLING @ PEEKSKILL HIGH SCHOOLfrom 5:00 pm to TBD
Location: Peekskill High School Wednesday October 1st 5:00 pm - TBD NO EVENTS OR PRACTICES AFTER 6:36 PM (Sunset at 6:36 PM)from 6:00 pm to TBD
Location: Pawling HS Wednesday October 1st 6:00 pm - TBD |
Thursday October 2 2025 ❌YOM KIPPUR (NO SCHOOL 0N 10/2/25 FOR PAWLING CSD) (HOLIDAY OBSERVED Sunset 10/1 to nightfall 10/2/25)TBD
Location: Pawling HS Thursday October 2nd TBD |
Friday October 3 2025 🚌🚌🚌🚌🚌🚌🚌🚌🚌🚌 EARLY DISMISSAL AND EVACUATION DRILLfrom 2:00 pm to 2:35 pm
Location: TBA Friday October 3rd 2:00 pm - 2:35 pm 🏑VARSITY FIELD HOCKEY PRACTICEfrom 3:15 pm to 5:00 pm
Location: Pawling Tiger Stadium at PCMS Friday October 3rd 3:15 pm - 5:00 pm ⭐🟥⚽⚽⚽👦🏽👦🏽👦🏽HOME MODIFIED BOYS SOCCER PAWLING VS PEEKSKILLfrom 4:30 pm to TBD
Location: Pawling Middle School Grass Field Friday October 3rd 4:30 pm - TBD ⭐🟥🏐🏐🏐HOME MODIFIED VOLLEYBALL PAWLING VS PEEKSKILL MIDDLE SCHOOLfrom 4:30 pm to TBD
Location: Pawling MS Friday October 3rd 4:30 pm - TBD ⭐🟥🟦🚍🎾HOME VARSITY TENNIS PAWLING/BREWSTER VS ARLINGTON HIGH SCHOOLfrom 4:30 pm to TBD
Location: Brewster High School Friday October 3rd 4:30 pm - TBD ⭐🟩🚍⚽⚽👧🏽AWAY JV GIRLS SOCCER PAWLING @ SPRING VALLEYfrom 4:30 pm to TBD
Location: Spring Valley High School Friday October 3rd 4:30 pm - TBD ⭐🟩🚍🏃🏽♂️🏃🏽♀️🏃🏽♂️🏃🏽♀️🏃🏽♂️🏃🏽♀️AWAY MODIFIED CROSS COUNTRY PAWLING @ WAPPINGERS JUNIOR HIGH SCHOOLfrom 4:30 pm to TBD
Location: Wappingers Junior High School Friday October 3rd 4:30 pm - TBD ⭐🟩🚍🏑🏑🏑AWAY MODIFIED FIELD HOCKEY PAWLING @ PUTNAM VALLEYfrom 4:30 pm to TBD
Location: Putnam Valley Middle School Friday October 3rd 4:30 pm - TBD ⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐ PAWLING HS TIGER "FEST" Begins tonight with All Fall Teams being recognized at the 50 Yard Line on the Turf and Saturday's "Tiger Fest" schedule announced at Halftimefrom 7:00 pm to 10:00 pm
Location: Pawling Tiger Stadium at PCMS Friday October 3rd 7:00 pm - 10:00 pm 🟥🏈 🚑👮🏽 ⭐⭐⭐⭐⭐⭐HOMECOMING⭐⭐⭐⭐⭐ ⭐ FB V PAWLING HIGH SCHOOL vs. Pine Plains/Rhinebeck HSfrom 7:00 pm to 10:00 pm
Location: Pawling Tiger Stadium at PCMS Friday October 3rd 7:00 pm - 10:00 pm |
Saturday October 4 2025 ⭐⭐⭐⭐⭐⭐⭐⭐⭐⭐ PAWLING HS TIGER "FEST"from 12:00 am to 11:55 pm
Location: Pawling Tiger Stadium at PCMS Saturday October 4th 12:00 am - 11:55 pm S.A.T. Day from 8:00 am to 12:00 pm
Location: TBA Saturday October 4th 8:00 am - 12:00 pm (Changes to a Home game) ⭐🟥⚽⚽👦🏽👦🏽HOME JV BOYS SOCCER PAWLING V CROTON HARMONfrom 3:00 pm to TBD
Location: Pawling HS Grass Field Saturday October 4th 3:00 pm - TBD ⭐🟥🏐HOME "TIGER FEST" VARSITY VOLLEYBALL PAWLING VS NORTH SALEMfrom 3:00 pm to TBD
Location: Pawling High School Saturday October 4th 3:00 pm - TBD ⭐🟩🚍🏑AWAY VARSITY FIELD HOCKEY PAWLING @ ARLINGTONfrom 3:00 pm to 11:59 pm
CancelledLocation: Arlington High School Saturday October 4th 3:00 pm - 11:59 pm 🏈VARSITY FOOTBALL PRACTICEfrom 3:30 pm to 5:30 pm
Location: Pawling HS Saturday October 4th 3:30 pm - 5:30 pm ⭐🟥🏐🏐HOME "TIGER FEST" JV VOLLEYBALL PAWLING VS NORTH SALEMfrom 4:30 pm to TBD
Location: Pawling High School Saturday October 4th 4:30 pm - TBD ⭐🟥🏑HOME "TIGER FEST" VARSITY FIELD HOCKEY PAWLING VS Our Lady Of Lourdes HSfrom 4:30 pm to 6:30 pm
Location: Pawling Tiger Stadium at PCMS Saturday October 4th 4:30 pm - 6:30 pm ⭐🟥⚽👦🏽HOME "TIGER FEST" VARSITY BOYS SOCCER PAWLING VS CROTON HARMONfrom 7:00 pm to TBD
Location: Pawling Tiger Stadium at PCMS Saturday October 4th 7:00 pm - TBD |
Tandem
