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| Winter League | 1/18/26- 3/8/26 12/14U | DR Indoor Sports Arena Topsfield |
| 2026 Spring Season Registration 4th- 8th Grade | 1/5/26 | 2/27/26 |
| 2026Spring Season Registration PreK- 3rd Grade | 1/5/26 | 3/24/26 |
| Early Bird Discount Ends!! | 1/24/26 at midnight!! | |
| Open Meeting | 1/20/26 | 8pm Magia |
| DGS Scholarship Applications | 2/6/26 | 4/1/26 |
| Youth Umpire Registration | ||
| Open Meeting | ||
| Spring Training Registration | ||
| Spring Training Clinic | ||
| Minor League Draft | ||
| Middle School League Draft | ||
| Open Meeting | ||
| Youth Umpire Training | ||
| Mandatory Coaches Meeting | ||
| Red Sox Day | Sunday 4/19/26 | 1:35 Fenway Park |
| Opening Day Parade | Saturday 5/2/26 | 10am (teams line up at 9:30) Downtown Danvers |
| Opening Day Celebrations | Saturday 5/2/26 | 11am Great Oak |
| DHS Opening Day Clinic Jr League | Saturday 5/2/26 | 11:30-12:30pm Great Oak Upper Field |
| Winter League Registration | 11/21/24 | Closes 12/6/25 |
| 2025 Spring Season Registration 4th Grade through 8th Grade | 12/18/24 | Closes 3/9/25 |
| 2025 Spring Season Registration PreK-3rd Grade | 12/18/24 | Closes 4/6/25 |
| Early Bird Discount Ends!! | 12/18/24 | Closes 1/24/25 Midnight! |
| Open Meeting | 1/13/25 | 8pm Magia |
| Youth Umpire Registration | 1/22/25 | Closes 4/1/25 |
| Open Meeting | 2/10/25 | 8pm Magia |
| Spring Training Registration | 2/4/25 | |
| Spring training Clinic | Sunday am 3/9/25-4/13/25 | Extra Innings |
| Open Meeting | 3/19/25 | 8pm Magia |
| Minor League Draft | 3/25/25 | 7pm Magia |
| Middle School League Draft | 3/25/25 | 8pm Magia |
| Mandatory Coaches Meeting | 4/14/25 | 6:30pm HRMS Cafe A |
| Youth Umpire Training | 4/17/25 | 2:30pm Rotary Filed |
| Red Sox Day | 4/24/25 | 1:35pm Fenway Park |
| Opening Day Parade | 5/3/25 | 10am (teams line up at 9:30) Downtown Danvers |
| Opening Day Celebrations | 5/3/25 | 11am Great Oak |
| DHS Opening Day Clinic Jr League | 5/3/25 | 12pm Upper Field |
| DHS JV Jr League Clinic | 5/20/25 | 3-4:30pm Rollins Field |
| Junior League Pitching Clinic | Thursdays 5/1/25-6/12/25 | 6-7:30 Batting Cage Great Oak |
| DHS JV Slugger League Clinic | 5/21/25 postponed to 6/6/25 | 3-4:30pm Rollins Field |
| DHS JV Mini Slugger League Clinic | 5/19/25 postponed to 6/14/25 | 3-4:30pm Rollins Field |
| Summer League Registration 10U, 12U, 14U | 5/16/26 | 5/30/25 |
| Summer League Evaluations 10U, 12U, and 14U | 5/31/25 Rotary Field and 6/1/25 Great Oak | |
| Summer Sandlot League Registration | 6/25/25 | |
| Summer P.I.T.C.H. League Registration | 6/25/25 | |
| Playoffs Begin MSL and ML | 6/6/25 | Great Oak |
| MSL Semi Finals | 6/9/25 | 5:30pm Tiggies and Rollins |
| ML Semi Finals | 6/10/25 | 5:30pm Tiggies and Rollins |
| ML and MSL Championships | 6/12/25 | 5:30pm Tiggies and Rollins |
| End of Exhibation Games and Season Celebrations | 6/14/25 | Great Oak |
| End of Exhibation Games and Season Celebrations- Rain Date | 6/15/25 | Great Oak |
| MSL Banquet | 6/16/25 | 6-10pm Danversport Yacht Club |
| Fall Ball Registration 10U, 12U, 14U | 8/14/25 | Closes 8/23/25 |
| Special Olymipics North Shore Summer Softball Tournament | 8/3/25 | Great Oak |
| Wiffle Bowl | 9/28/25 1:30pm | Great Oak |
| 2026 ML Spring Evaluations | 10/26/25 10:30-11:30am | Great Oak |
| 2026 MSL Spring Evaluations | 10/26/25 11:30-12:30pm | Great Oak |
| Open Meeting | 11/17/25 | 8pm Ponte Vecchio |
| Winter League 2026 Registration | 11/20/25 | Closes 12/19/25 |
| 2026 BOD Nominations | 11/17/25 | Closes 11/23/25 |
| 2026 BOD Voting | 1/5/26 | Closes 1/9/26 |
| Open Meeting | 1/23/24 | 8pm Magia |
| Early Bird Discount All Levels | 1/29/24 | 2/9/24 Midnight! |
| Spring Registration Middle School and Minor Leagues | 1/29/24 | Closes 3/8/24 |
| Spring Registration Jrs, Slugger and Mini Slugger Leagues | 1/29/24 | Closes 4/3/24 |
| Youth Umpire Registration | 1/29/24 | Closes 4/5/24 |
| Open Meeting | 2/28/24 | 8:30pm Magia |
| Minor League Draft | 3/20/24 | 7pm Magia |
| MSL Draft | 3/20/24 | 8pm Magia |
| Youth Umpire Training | 4/9/24 2:15-3:45pm | Rotary Field |
| Team Sponsor Deadline | 4/7/24 | |
| Mandatory Coaches Meeting/Open Meeting | 4/23/24 | 6-8pm HRMS Cafe A |
| Equipment Pick Up | 4/21/24 | Great Oak |
| Batting Cages Open | 4/10/24 | |
| Danvers Fields Open | Great Oak 4/15/24 | John George, Riverside, Williams 4/22/24 |
| DGS Parents Night Out | ||
| DGS Red Sox Game | 4/18/24 1:35pm | Fenway Park! |
| Parade | 4/27/24 | 10am (teams line up 9:30am) |
| Opening Day Celebration | 4/27/24 | 11am Great Oak Fields |
| 2nd Annual DGS Golf Outing | 5/20/24 | Gannon Municipal Golf Course |
| Summer Travel League Registration | 5/15/24 | |
| DHS JV Practice with Mini Sluggers | 5/21/24 | 3:30-4:30 Rollins |
| DHS JV Practice with Sluggers | 5/22/24 | 3:30-4:30 Rollins |
| DHS JV Practice with Sluggers | 5/23/24 | 3:30-4:30 Rollins |
| Middle School and Minor League Playoffs | 6/8/24-/6/14/24 | Tiggies and Rollins |
| Minor League Semi Finals | 6/10/24 | 5:30pm Tiggies and Rollins |
| Middle School League Semi Finals | 6/11/24 | 5:30pm Tiggies and Rollins |
| Minor League Championship | 6/12/24 | 5:30pm Rollins |
| Middle School League Championship | 6/12/24 | 5:30pm Tiggies |
| Mini Slugger, Slugger, Junior League Closing Ceremonies | 6/15/24 | Great Oak Fields |
| Minor League Celebration | 6/15/24 | 11:30-1:30pm Upper Field |
| Minor League All Star Game | 6/15/24 | 5:30pm Rollins |
| Middle School League All Star Game | 6/15/24 | 5:30pm Tiggies |
| Rain Date for 6/15 Celebrations | 6/16/24 | same schedule |
| Middle School League Banquet | 6/17/24 | 6-10pm Spinelli's |
| Fall Ball Registration | ||
| 8U Fall Ball Registration | 9/9/24-9/12/24 | |
| ML Evaluations- All 4th Grade and New Players Only | 10/4/24 5-6pm | Great Oak |
| MSL Evaluations- All 6th Grade and New Players Only | 10/6/24 5-6pm | Great Oak |
| Open Meeting | 10/21/24 7pm | Magia |
| Make Up Evaluations ML and MSL | 11/3/24 3:30pm | Great Oak |
| 2025 Spring Season Registration 4th Grade through 8th Grade | 12/18/24 | Closes 3/9/25 |
| 2025 Spring Season Registration PreK-3rd Grade | 12/18/24 | Closes 4/6/25 |
| Early Bird Discount Ends!! | 12/18/24 | Closes 1/24/25 Midnight |