| Saturday, May 25 |
| Cal Ripken C Division |
| Ortho Prompt C8 @ Dominoes C2 | PostPoned | RP Field 2 |
| Danbury News Times C3 @ Teddy's Tanks C1 | PostPoned | RP Field 2 |
| Jerry's Transmission C9 @ N.E. Mitchell C5 | PostPoned | RP Field 2 |
| Dick's Sporting Goods C6 @ Cornell Memorial C4 | PostPoned | RP Field 2 |
| Babe Ruth American Division |
| Greenwich 2 @ norwalk | PostPoned | RP Field (aka Westerners) |
| Greenwich 1 @ Ridgefield | PostPoned | RP Field (aka Westerners) |
| Fairfield @ 15U Extreme Babe Ruth | PostPoned | RP Field (aka Westerners) |
| Ridgefield @ 15U Extreme Babe Ruth | PostPoned | RP Field (aka Westerners) |
| Babe Ruth National Division |
| Wilton 13PX @ 13 Year Old Extreme Babe Ruth | 11:00am | Wilton - Allen's Meadow |
| Tournament Teams |
| 12 Year Old Tournament Team PRACTICE | PostPoned | RP Field 1 |
| 11 Year Old Tournament Team PRACTICE | PostPoned | RP Field 4 |
| Travel Teams |
| 12 Year Old Travel Team PRACTICE | PostPoned | RP Field 1 |
| 9 Year Old Travel Team @ Southbury | 5:00pm | New Milford |
| 10 Year Old Travel Team PRACTICE | PostPoned | Stadley Rough School |
| 11 Year Old Travel Team PRACTICE | PostPoned | RP Field 3 |
| Sunday, May 26 |
| Cal Ripken M Division |
| Belimo Air M6 @ Elmer's Diner M5 | 11:30am | RP Field 1 |
| Sports Authority M10 @ Rob's Lawn M4 | 11:30am | RP Field 3 |
| SCS M1 @ Microsoft M3 | 2:00pm | RP Field 1 |
| Cal Ripken A Division |
| Rob's Lawn A3 @ Bulldog Esq. A5 | 9:00am | RP Field 1 |
| Cal Ripken B Division |
| Salvatore Plumbing B7 @ Roger Electric B5 | 9:00am | RP Field 3 |
| Cal Ripken C Division |
| Danbury News Times C3 @ Ortho Prompt C8 | 9:00am | RP Field 2 |
| Dominoes C2 @ Teddy's Tanks C1 | 11:00am | RP Field 2 |
| Bishop Photo C7 @ Cornell Memorial C4 | 1:00pm | RP Field 2 |
| Jerry's Transmission C9 @ Dick's Sporting Goods C6 | PostPoned | RP Field 2 |
| Babe Ruth American Division |
| Fairfield @ Greenwich1 | 10:00am | RP Field (aka Westerners) |
| 15U Extreme Babe Ruth @ Greenwich2 | 1:00pm | RP Field (aka Westerners) |
| norwalk @ Ridgefield | 4:00pm | RP Field (aka Westerners) |
| Babe Ruth National Division |
| 13 Year Old Extreme Babe Ruth @ Brookfield | 5:00pm | Wilton JV Field |
| Tournament Teams |
| 10 Year Old Tournament Team PRACTICE | 5:30pm | Pembroke School |
| Travel Teams |
| 9 Year Old Travel Team @ New Fairfield | 12:00pm | New Milford |
| 9 Year Old Travel Team @ New Milford | 4:00pm | New Milford |
| 15 Year Old Travel Team @ Tryouts | 6:30pm | RP Field (aka Westerners) |
| Middlebury @ 12 Year Old Travel Team | PostPoned | RP Field 1 |
| Monday, May 27 |
| Babe Ruth American Division |
| Seed #6 @ Seed #5 | 10:00am | RP Field (aka Westerners) |
| Seed #4 @ Seed #3 | 1:00pm | RP Field (aka Westerners) |
| Seed #2 @ Seed #1 | 4:00pm | RP Field (aka Westerners) |
| Babe Ruth National Division |
| 13 Year Old Extreme Babe Ruth @ POSITION/TBD | 1:00pm | TBD |
| Travel Teams |
| 9 Year Old Travel Team @ POSITION/TBD | TBA | New Milford |
| Greenwich @ 12 Year Old Travel Team | 11:30am | RP Field 1 |
| Greenwich @ 12 Year Old Travel Team | 2:00pm | RP Field 1 |
| 10 Year Old Travel Team PRACTICE | 7:00pm | RP Field 4 |
| Tuesday, May 28 |
| Cal Ripken M Division |
| Elmer's Diner M5 @ Belimo Air M6 | 5:30pm | RP Field 1 |
| Cal Ripken C Division |
| Ortho Prompt C8 @ Dick's Sporting Goods C6 | 5:30pm | RP Field 2 |
| Teddy's Tanks C1 @ N.E. Mitchell C5 | 5:30pm | RP Field 4 |
| Babe Ruth National Division |
| Jim Barbaries BRN-4 @ Flight Department BRN-2 | 6:00pm | Mountainville |
| Tournament Teams |
| 12 Year Old Tournament Team PRACTICE | 5:30pm | Stadley Rough School |
| Travel Teams |
| 10 Year Old Travel Team PRACTICE | 7:00pm | RP Field 4 |
| 12 Year Old Travel Team PRACTICE | 7:30pm | RP Field 1 |
| Wednesday, May 29 |
| Cal Ripken C Division |
| Bishop Photo C7 @ Teddy's Tanks C1 | 5:30pm | RP Field 2 |
| Cornell Memorial C4 @ Jerry's Transmission C9 | 5:30pm | RP Field 4 |
| Babe Ruth National Division |
| 13 Year Old Extreme Babe Ruth PRACTICE | 5:30pm | Mountainville |
| Vision Designs BRN-1 @ Diamond Electric BRN-3 | PostPoned | RP Field (aka Westerners) |
| Vision Designs BRN-1 @ Ridgefield 13P-4 | 6:00pm | RP Field (aka Westerners) |
| Travel Teams |
| 12 Year Old Travel Team PRACTICE | 7:30pm | RP Field 1 |
| Thursday, May 30 |
| Tournament Teams |
| 10 Year Old Tournament Team PRACTICE | 5:30pm | Pembroke School |
| 12 Year Old Tournament Team PRACTICE | 7:30pm | RP Field 1 |
| Friday, May 31 |
| Travel Teams |
| 10 Year Old Travel Team PRACTICE | 7:00pm | RP Field 4 |
| 12 Year Old Travel Team PRACTICE | 7:30pm | RP Field 1 |
| Saturday, Jun 1 |
| Babe Ruth American Division |
| Ridgefield 4 15U @ Ogden BRA-1 | 9:00am | RP Field (aka Westerners) |
| Ridgefield 2 15U @ Exact Fit Roofing BRA-3 | 11:30am | RP Field (aka Westerners) |
| Ridgefield 3 15U @ Lehey BRA-2 | 2:00pm | RP Field (aka Westerners) |
| Greenwich 15UX1 @ 15U Extreme Babe Ruth | 8:00pm | RP Field (aka Westerners) |
| Babe Ruth National Division |
| Jim Barbaries BRN-4 @ Newtown 13P-2 | 11:30am | Sandy Hook - Walnut Tree |
| Diamond Electric BRN-3 @ Newtown 13P-3 | 2:30pm | Sandy Hook - Walnut Tree |
| Vision Designs BRN-1 @ Newtown 13P-5 | 3:00pm | Newtown - Fairfield Hills |
| Flight Department BRN-2 @ Newtown 13P-4 | 5:00pm | Sandy Hook - Walnut Tree |
| Buddy Ball |
| Southbury Knights @ Danbury Lions | 9:00am | RP Field 4 |
| Tournament Teams |
| 10 Year Old Tournament Team PRACTICE | 5:00pm | Pembroke School |
| Travel Teams |
| 11 Year Old Travel Team PRACTICE | 6:00pm | RP Field 3 |
| Sunday, Jun 2 |
| Babe Ruth American Division |
| Lehey BRA-2 @ Ridgefield 2 15U | 11:00am | RP Field (aka Westerners) |
| Ogden BRA-1 @ Ridgefield 3 15U | 1:30pm | Ridgefield - East Ridge |
| Brookfield 15UX @ 15U Extreme Babe Ruth | 7:00pm | RP Field (aka Westerners) |
| Babe Ruth National Division |
| Newtown 13P-5 @ Flight Department BRN-2 | 9:00am | Mountainville |
| Newtown 13P-4 @ Diamond Electric BRN-3 | 11:30am | Mountainville |
| Ridgefield 13P-1 @ Vision Designs BRN-1 | 1:00pm | RP Field (aka Westerners) |
| Newtown 13P-3 @ Jim Barbaries BRN-4 | 2:00pm | Mountainville |
| Darien 13PX @ 13 Year Old Extreme Babe Ruth | 4:00pm | Mountainville |
| Darien 13PX @ 13 Year Old Extreme Babe Ruth | 5:00pm | Mountainville |
| Fairfield 13PX @ 13 Year Old Extreme Babe Ruth | 6:30pm | Mountainville |
| Travel Teams |
| Brookfield @ 9 Year Old Travel Team | 7:00pm | RP Field 1 |
| Southbury @ 12 Year Old Travel Team | 7:00pm | RP Field 1 |
| Men's League |
| Men's League @ Men's League | 9:00am | RP Field (aka Westerners) |
| Monday, Jun 3 |
| Travel Teams |
| 15 Year Old Travel Team @ Brookfield | 5:45pm | Brookfield |
