| Date | Time | Home | Visitor | Field | Type |
| Sun, May 16 | 9:00 | NF Rebels | Tri-County Bulldogs | NF High School | Scrimmage |
| Mon, May 31 | 8:00 & 12:00 | Tri-County Bulldogs | NF Rebels | Renegades Stadium | DH |
| Sun, Jun 06 | 10:00 | Brewster Freshman Field | Practice | ||
| Sat, Jun 12 | 11 & 1:30 | Tri-County Bulldogs | S. Troy Dodgers | Pawling HS | Scrimmage |
| Sun, Jun 13 | 9:00 AM | Tri-County Bulldogs | Cyclones | Brewster Freshman Field | DH |
| Fri, Jun 18 | 6:00 PM | Brewster Freshman Field | Practice | ||
| Sat, Jun 19 | 9:00 AM | Tri-County Bulldogs | Hudson Valley Wizards | Brewster Freshman Field | DH |
| Sun, Jun 20 | 1:00 PM | Frozen Ropes Danbury | Tri-County Bulldogs | Bedford Hills | DH |
| Fri, Jun 25 | 6:00 | Brewster Freshman Field | Practice | ||
| Sat, Jun 26 | TBD | Triple Crown Sports | Newburgh | Tournament | |
| Tue, Jun 29 | 6:00 PM | Tri-County Bulldogs | Hit & Run Highlanders | Brewster Freshman Field | |
| Fri, Jul 02 | 6:00 | Bentson's | Practice | ||
| Tue, Jul 06 | 6:00 PM | Hit & Run Highlanders | Tri-County Bulldogs | West Road | |
| Fri, Jul 09 | 6:00 | Brewster Freshman Field | Practice | ||
| Sat, Jul 10 | 2:00 PM | Orange County Bombers | Tri-County Bulldogs - R/O | Newburgh Little League | DH |
| Sun, Jul 11 | 10:00 AM | Tri-County Bulldogs | Croton Bombers | Brewster Freshman Field | |
| Tue, Jul 13 | 6:00 PM | Tri-County Bulldogs | Frozen Ropes Rockies - R/O | Brewster Freshman Field | |
| Thu, Jul 15 | 6:00 PM | Taconic Rangers | Tri-County Bulldogs | Kennedy | |
| Sat, Jul 17 | 1:00 | Tri-County Bulldogs | Frozen Ropes | Brewster Freshman Field | |
| Sun, Jul 18 | 11:00 AM | Tri-County Bulldogs | North Dutchess Cardinals | Brewster Freshman Field | DH |
| Wed, Jul 21 | 6:00 | Brewster Freshman Field | Practice | ||
| Thu, Jul 22 | 6:15 PM | Frozen Ropes Rockies | Tri-County Bulldogs | Brewster Freshman Field | |
| Sat, Jul 24 | 10:00 AM | Shrub Oak Wreckers | Tri-County Bulldogs | Peekskill Stadium | |
| Mon, Jul 26 | 6:00 | Tr-County Bulldogs | Frozen Ropes Rockies | Brewster Freshman Field | Resched |
| Tue, Jul 27 | 6:00 PM | Tri-County Bulldogs | Outlaws | Brewster Freshman Field | |
| Fri, Jul 30 | 6:00 PM | Tri-County Bulldogs | OC Bombers | Brewster Freshman Field | Resched 7/10 |
| Sat, Jul 31 | Tentative | USSSA - Juvenile Diabetes | Wappingers, NY | Tournament | |
| Tue, Aug 03 | 6:00 PM | Tri-County Bulldogs | Farias All-Stars | Brewster Freshman Field | |
| Thu, Aug 05 | 6:00 | Brewster Freshman Field | Practice | ||
| Sat, Aug 07 | Playoffs | ||||
| Sun, Aug 08 | Playoffs | ||||
| Fri, Aug 13 | TBD | Baseball Heaven | East Coast Championships | Yaphank, NY | Tournament |