| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Thursday | February 12, 2026 | 5:30 PM | 7:00 PM | Extra-Practice | 45 Taylor Ave | |
| Thursday | February 19, 2026 | 5:30 PM | 7:00 PM | Extra-Practice | 45 Taylor Ave | |
| Thursday | February 26, 2026 | 5:30 PM | 7:00 PM | Extra-Practice | 45 Taylor Ave | |
| Friday | February 27, 2026 | 5:00 PM | 5:30 PM | Other | Carmel | |
| Saturday | March 14, 2026 | 2:45 PM | 7:45 PM | Game | Hudson Valley Sportsdome | vs. Shamrock Cup |
| Thursday | March 19, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Dutchess Day School | |
| Tuesday | March 24, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Pawling Elementary School | |
| Thursday | March 26, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Pawling Elementary School | |
| Tuesday | March 31, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Pawling Elementary School | |
| Thursday | April 2, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Pawling Elementary School | |
| Tuesday | April 7, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Pawling Elementary School | |
| Wednesday | April 8, 2026 | 5:30 PM | 7:00 PM | Other | Pawling Elementary School | |
| Thursday | April 9, 2026 | 6:00 PM | 7:30 PM | Extra-Practice | Pawling Elementary School | |
| Friday | April 10, 2026 | TBD | TBD | Other | Pawling | |
| Friday | April 10, 2026 | 5:30 PM | 7:00 PM | Other | Pawling Elementary School | |
| Tuesday | April 14, 2026 | 5:30 PM | 7:00 PM | Extra-Practice | Thomas J Boyce Park | |
| Wednesday | April 15, 2026 | 6:15 PM | 7:45 PM | Game | Green Chimneys | vs. COSA 2014 |
| Thursday | April 16, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Thursday | April 16, 2026 | 7:00 PM | 7:30 PM | Meeting | Pawling Elementary School | |
| Saturday | April 18, 2026 | 2:30 PM | 4:00 PM | Game | Columbus Park | vs. Gladiator SA |
| Tuesday | April 21, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Wednesday | April 22, 2026 | TBD | TBD | Game | COSA | vs. Cosa 2014 |
| Thursday | April 23, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Saturday | April 25, 2026 | 1:00 PM | 3:00 PM | Game | Pawling Elementary School | vs. Quickstrike FC |
| Tuesday | April 28, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Thursday | April 30, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Sunday | May 3, 2026 | 12:00 PM | 2:00 PM | Game | Beacon High School | vs. Beacon |
| Tuesday | May 5, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Thursday | May 7, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Saturday | May 9, 2026 | 3:00 PM | 5:00 PM | Game | Pawling High School | vs. FC Somers |
| Tuesday | May 12, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Thursday | May 14, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Saturday | May 16, 2026 | 10:00 AM | 12:00 PM | Game | Ramapo High School | vs. Global Fourfold Stars |
| Tuesday | May 19, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Thursday | May 21, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Saturday | May 23, 2026 | TBD | TBD | Other | Pennsylvania | |
| Tuesday | May 26, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Thursday | May 28, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Friday | May 29, 2026 | 6:30 PM | 8:00 PM | Game | Blue Sky Sports Complex | vs. Tobar/Fox |
| Saturday | May 30, 2026 | 11:00 AM | 1:00 PM | Game | Pawling High School | vs. Quickstrike FC |
| Tuesday | June 2, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Thursday | June 4, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Tuesday | June 9, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Thursday | June 11, 2026 | 6:30 PM | 8:00 PM | Extra-Practice | Pawling Elementary School | |
| Saturday | June 13, 2026 | 11:00 AM | 1:00 PM | Game | Pawling Elementary School | vs. JPSC |