4	⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ Peekskill HS	Boys' Varsity Soccer Pawling HS	Active
	Friday,  September  4,  2026  5:00 pm - 7:00 pm
	Peekskill High School

10	⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ Arlington	Boys' Varsity Soccer Pawling HS	Active
	Thursday,  September  10,  2026  5:00 pm - 7:00 pm
	Arlington High School

10	Show MenuClick this to show the menu.🟥🚑👮🏽🏈HOME(LEAGUE) FB V PAWLING HIGH SCHOOL vs. Eldred HS	🏈Football Varsity Pawling HS	Active
	Thursday,  September  10,  2026  7:00 pm - 10:00 pm
	Pawling Tiger Stadium at PCMS

12	⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING V. Tuckahoe	TUCKAHOE HIGH SCHOOL	Active
	Saturday,  September  12,  2026  10:00 am - 12:00 pm
	Pawling Tiger Stadium at PCMS

14	⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING V. Putnam Valley HS	Pawling HS	Active
	Monday,  September  14,  2026  5:00 pm - 7:00 pm
	Pawling Tiger Stadium at PCMS

16	⭐🟩🚍⚽👦🏽(Bus at 2:30 PM early dismissal for team at 2:15 PM)AWAY VARSITY BOYS SOCCER PAWLING @ Spring Valley HS	Pawling HS	Active
	Wednesday,  September  16,  2026  5:00 pm - 7:00 pm
	Spring Valley High School

18	🟩🏈🚍🚍 (LEAGUE) AWAY FB V PAWLING HIGH SCHOOL @ Sullivan West HS	Pawling HS	Active
	Friday,  September  18,  2026  7:00 pm - 10:00 pm
	Sullivan West HS

19	VARSITY CROSS COUNTRY 🟥⭐🏃‍♂️🚑Dan Purdy Cross Country Invitational	Pawling HS	Active
	Saturday,  September  19,  2026  8:30 am - 1:30 pm
	Pawling HS Grass Field

24	Show MenuClick this to show the menu.⭐🟩🏈🏈🏈AWAY MODIFIED FOOTBALL PAWLING AT Haldane HS	Pawling HS Pawling MS	Active
	Thursday,  September  24,  2026  4:15 pm - 6:30 pm
	Haldane High School

24	⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING V. Briarcliff HS	Pawling HS	Active
	Thursday,  September  24,  2026  5:00 pm - 7:00 pm
	Pawling Tiger Stadium at PCMS

25	Show MenuClick this to show the menu.🟥🚑👮🏽🏈HOME(LEAGUE) FB V PAWLING HIGH SCHOOL vs. Corinth HS	Pawling HS	Active
	Friday,  September  25,  2026  7:00 pm - 10:00 pm
	Pawling Tiger Stadium at PCMS

26	⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ Croton HS	Pawling HS	Active
	Saturday,  September  26,  2026  11:00 am - 1:00 pm
	Croton-Harmon Senior High School

28	⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ Pleasantville HS	Pawling HS	Active
	Monday,  September  28,  2026  5:00 pm - 7:00 pm
	Pleasantville High School

30	⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING V. North Salem HS	Pawling HS	Active
	Wednesday,  September  30,  2026  5:00 pm - 7:00 pm
	Pawling Tiger Stadium at PCMS

1	🟥🏈🏈🏈HOME MODIFIED FOOTBALL PAWLING V. Dover HS	Pawling MS	Active
	Thursday,  October  1,  2026  4:15 pm - 6:30 pm
	Pawling Tiger Stadium at PCMS

2	⭐⭐⭐⭐⭐ SENIOR GAME⭐⭐⭐⭐⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING V. Haldane HS	Pawling HS	Active
	Friday,  October  2,  2026  5:00 pm - 7:00 pm
	Pawling Tiger Stadium at PCMS

2	🟩🏈🚍🚍 (LEAGUE) AWAY FB V PAWLING HIGH SCHOOL @ Pine Plains/Rhinebeck HS HS	Pawling HS	Active
	Friday,  October  2,  2026  7:00 pm - 10:00 pm
	Pine Plains Central School District

6	⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ Briarcliff HS	Pawling HS	Active
	Tuesday,  October  6,  2026  5:00 pm - 7:00 pm
	Briarcliff High School

8	🟥🏈🏈🏈HOME MODIFIED FOOTBALL PAWLING V. Ellenville HS	Pawling MS	Active
	Thursday,  October  8,  2026  4:15 pm - 6:30 pm
	Pawling Tiger Stadium at PCMS

8	🎽🎽🎽🎽🎽🎽🎽🎽🎽🎽(Shirt off my Back Game) ⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING V. Croton HS	Pawling HS	Active
	Thursday,  October  8,  2026  5:00 pm - 7:00 pm
	Pawling Tiger Stadium at PCMS

10	🟩🏈🚍🚍 (LEAGUE) AWAY FB V PAWLING HIGH SCHOOL @ Onteora HS	Pawling HS	Active
	Saturday,  October  10,  2026  1:00 pm - 4:00 pm
	Onteora High School

10	PINK OUT GAME💗💗💗💗💗💗💗💗💗💗⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING V. PleasantvilleHS	Pawling HS	Active
	Saturday,  October  10,  2026  5:00 pm - 7:00 pm
	Pawling Tiger Stadium at PCMS

14	⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ North Salem HS	Pawling HS	Active
	Wednesday,  October  14,  2026  5:00 pm - 7:00 pm
	North Salem High School Middle School

15	Show MenuClick this to show the menu.⭐🟩🏈🏈🏈AWAY MODIFIED FOOTBALL PAWLING @ Onteora HS	Pawling HS Pawling MS	Active
	Thursday,  October  15,  2026  4:15 pm - 8:30 pm
	Onteora High School

16	⭐🟩🚍⚽👦🏽AWAY VARSITY BOYS SOCCER PAWLING @ Haldane HS	Pawling HS	Active
	Friday,  October  16,  2026  5:00 pm - 7:00 pm
	Haldane Middle/high School

16	Show MenuClick this to show the menu.🟥🚑👮🏽🏈HOME(LEAGUE) FB V PAWLING HIGH SCHOOL vs. Ellenville HS	Pawling HS	Active
	Friday,  October  16,  2026  7:00 pm - 10:00 pm
	Pawling Tiger Stadium at PCMS

19	⭐🟨⚽👦🏽LAST DAY TO PLAY FOR REGULAR SEASON VARSITY BOYS SOCCER PAWLING	Pawling HS	Active
	Monday,  October  19,  2026  TBD
	TBA

19	⭐🟥⚽👦🏽HOME VARSITY BOYS SOCCER PAWLING vs. Ardsley HS	Pawling HS	Active
	Monday,  October  19,  2026  5:00 pm - 7:00 pm
	Pawling Tiger Stadium at PCMS