| 04/24/2023 | Boxford Orioles | Boxford Nationals | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 04/24/2023 | Giants | Braves | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | |
| 04/24/2023 | Topsfield Cardinals | Topsfield Royals | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 1 | |
| 04/24/2023 | Devil Rays | Angels | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 2 | |
| 04/24/2023 | Boxford Reds | Boxford Mets | 5:45PM - 7:45PM | Spofford Pond School Boxford / Spofford 2 Closest to Parking Lot | |
| 04/26/2023 | Boxford Nationals | Boxford Mets | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 04/26/2023 | Mariners | Devil Rays | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | |
| 04/26/2023 | Topsfield Royals | Topsfield Brewers | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 1 | |
| 04/26/2023 | Topsfield Cardinals | Braves | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 2 | |
| 04/26/2023 | Angels | Giants | 5:45PM - 7:45PM | Spofford Pond School Boxford / Spofford 2 Closest to Parking Lot | |
| 04/28/2023 | Boxford Orioles | Boxford Reds | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 04/28/2023 | Braves | Mariners | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | |
| 04/28/2023 | Topsfield Brewers | Topsfield Cardinals | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 2 | |
| 04/28/2023 | Devil Rays | Topsfield Royals | 5:45PM - 7:45PM | Spofford Pond School Boxford / Spofford 2 Closest to Parking Lot | |
| 05/01/2023 | Boxford Mets | Boxford Orioles | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 05/01/2023 | Angels | Devil Rays | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | |
| 05/01/2023 | Giants | Mariners | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 1 | |
| 05/01/2023 | Braves | Topsfield Royals | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 2 | |
| 05/01/2023 | Boxford Reds | Boxford Nationals | 5:45PM - 7:45PM | Spofford Pond School Boxford / Spofford 2 Closest to Parking Lot | |
| 05/03/2023 | Topsfield Cardinals | Boxford Orioles | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 05/03/2023 | Topsfield Brewers | Boxford Mets | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 1 | |
| 05/03/2023 | Angels | Boxford Reds | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 2 | |
| 05/03/2023 | Topsfield Royals | Boxford Nationals | 5:45PM - 7:45PM | Spofford Pond School Boxford / Spofford 2 Closest to Parking Lot | |
| 05/05/2023 | Boxford Reds | Mariners | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 05/05/2023 | Braves | Angels | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | |
| 05/05/2023 | Boxford Nationals | Topsfield Cardinals | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 1 | |
| 05/05/2023 | Topsfield Brewers | Boxford Orioles | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 2 | |
| 05/05/2023 | Topsfield Royals | Boxford Mets | 5:45PM - 7:45PM | Spofford Pond School Boxford / Spofford 2 Closest to Parking Lot | |
| 05/07/2023 | Mariners | Devil Rays | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | Rescheduled |
| 05/08/2023 | Boxford Reds | Angels | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 05/08/2023 | Braves | Giants | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | |
| 05/08/2023 | Boxford Mets | Topsfield Cardinals | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 1 | |
| 05/08/2023 | Boxford Orioles | Topsfield Royals | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 2 | |
| 05/08/2023 | Topsfield Brewers | Boxford Nationals | 5:45PM - 7:45PM | Spofford Pond School Boxford / Spofford 2 Closest to Parking Lot | |
| 05/10/2023 | Boxford Mets | Braves | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 05/10/2023 | Boxford Nationals | Mariners | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | |
| 05/10/2023 | Giants | Topsfield Royals | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 2 | |
| 05/10/2023 | Boxford Orioles | Topsfield Cardinals | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 3 | |
| 05/10/2023 | Boxford Reds | Topsfield Brewers | 5:45PM - 7:45PM | Spofford Pond School Boxford / Spofford 2 Closest to Parking Lot | |
| 05/12/2023 | Topsfield Brewers | Devil Rays | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 05/12/2023 | Boxford Orioles | Giants | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | |
| 05/12/2023 | Mariners | Topsfield Cardinals | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 2 | |
| 05/15/2023 | Boxford Orioles | Boxford Mets | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 05/15/2023 | Giants | Boxford Nationals | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | |
| 05/15/2023 | Angels | Topsfield Brewers | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 1 | |
| 05/15/2023 | Topsfield Cardinals | Boxford Reds | 5:45PM - 7:45PM | Spofford Pond School Boxford / Spofford 2 Closest to Parking Lot | |
| 05/17/2023 | Devil Rays | Boxford Mets | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 05/17/2023 | Angels | Braves | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | |
| 05/17/2023 | Mariners | Topsfield Brewers | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 1 | |
| 05/19/2023 | Braves | Mariners | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 05/19/2023 | Boxford Nationals | Devil Rays | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | |
| 05/19/2023 | Boxford Mets | Topsfield Royals | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 2 | |
| 05/19/2023 | Topsfield Brewers | Giants | 5:45PM - 7:45PM | Spofford Pond School Boxford / Spofford 2 Closest to Parking Lot | |
| 05/22/2023 | Giants | Braves | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 05/22/2023 | Mariners | Devil Rays | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | |
| 05/22/2023 | Topsfield Cardinals | Angels | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 1 | |
| 05/22/2023 | Topsfield Royals | Boxford Reds | 5:45PM - 7:45PM | Spofford Pond School Boxford / Spofford 2 Closest to Parking Lot | |
| 05/24/2023 | Boxford Reds | Boxford Orioles | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 05/24/2023 | Topsfield Royals | Topsfield Brewers | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 1 | |
| 05/25/2023 | Boxford Mets | Boxford Nationals | 5:45PM - 7:45PM | Keith Koster Park at Stiles Beach Boxford / Koster Field | Rescheduled |
| 05/30/2023 | Braves | Angels | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | Rescheduled |
| 05/31/2023 | Braves | Boxford Orioles | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 05/31/2023 | Angels | Giants | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | |
| 05/31/2023 | Topsfield Cardinals | Topsfield Brewers | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 1 | |
| 05/31/2023 | Devil Rays | Mariners | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 2 | |
| 05/31/2023 | Boxford Nationals | Boxford Reds | 5:45PM - 7:45PM | Keith Koster Park at Stiles Beach Boxford / Koster Field | |
| 06/02/2023 | Giants | Devil Rays | 5:00PM - 6:00PM | Pye Brook Park Topsfield / Pye Brook 2 | Rescheduled |
| 06/02/2023 | Boxford Nationals | Boxford Orioles | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | |
| 06/02/2023 | Mariners | Angels | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | |
| 06/02/2023 | Topsfield Royals | Topsfield Cardinals | 5:45PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 1 | |
| 06/02/2023 | Boxford Mets | Boxford Reds | 5:45PM - 7:45PM | Spofford Pond School Boxford / Spofford 2 Closest to Parking Lot | |
| 06/02/2023 | Giants | Devil Rays | 6:00PM - 7:45PM | Pye Brook Park Topsfield / Pye Brook 2 | Rescheduled |
| 06/05/2023 | Topsfield Cardinals | Boxford Nationals | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | Rescheduled |
| 06/05/2023 | Topsfield Brewers | Angels | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | Rescheduled |
| 06/05/2023 | Braves | Boxford Orioles | 5:45PM - 7:45PM | Keith Koster Park at Stiles Beach Boxford / Koster Field | Rescheduled |
| 06/06/2023 | Topsfield Royals | Mariners | 5:00PM - 6:30PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | Rescheduled |
| 06/07/2023 | Boxford Orioles | Boxford Reds | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | Rescheduled |
| 06/07/2023 | Mariners | Devil Rays | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | Rescheduled |
| 06/07/2023 | Boxford Nationals | Giants | 5:45PM - 7:45PM | Howe Manning School Middleton / Sergeant Edward Couture Field | Rescheduled |
| 06/07/2023 | Angels | Boxford Mets | 5:45PM - 7:45PM | Spofford Pond School Boxford / Spofford 2 Closest to Parking Lot | Rescheduled |
| 06/12/2023 | Devil Rays | Boxford Reds | 5:45PM - 7:45PM | Cole Elementary School Boxford / Cole 2 Near Playground | Rescheduled |
| 06/12/2023 | Boxford Mets | Giants | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | Rescheduled |
| 06/14/2023 | Boxford Mets | Devil Rays | 5:45PM - 7:45PM | Fuller Meadow School Middleton / Fuller Meadow 2 Grass Infield | Rescheduled |