Chesapeake Little League

08/23/2026

Apologies again... we've still been having technical difficulties getting the lists out. Hopefully everyone should hear something today.

08/19/2026

Apologies for the lack of communication thus far. It's been hectic and busy. Teams will be sorted this evening. Contact will be made by Friday. Every child will be on a team. If they did not evaluate, we will place them with the knowledge that we have of them. We want all of the kids to have fun and improve. Those are our priorities. Communication will be more expedient going forward.

08/11/2026

Makeup evaluations will be rescheduled from this evening! Date and time will be announced in a couple hours. Thank you.

08/10/2026

Teams are almost ready. Still looking for a couple more coaches.

07/31/2026

Our apologies. We will be postponing evaluations until Monday, August 3 for Baseball and Tueday, August 4 for Softball.
Each night will be separated into age groups with 8u @5:30
10u @6:15
11-13 @7:15

We will still have a coaches meeting this evening at 6 o'clock at our baseball fields for anyone wanting to coach or assist. Please message here if you want and can't make it.

07/24/2026

1 more week to sign up for Fall Ball!
Evaluations will be next Saturday, August 1!
If you're interested in coaching, please reach out ahead of time. We will have a coaches meeting Friday, July 31. Details to come.

07/16/2026

Anyone interested in coaching should this fall should reach out and sign up to volunteer if they haven't already!
https://leagues.bluesombrero.com/chesapeakelittleleague

07/12/2026

Fall Ball sign-ups will be open until Evaluations that will be held August 1st. So, it's important that the players get registered by July 31. Feel free to contact with questions. Further information will be made available soon.

07/01/2026

Fall Ball registration is live!
https://leagues.bluesombrero.com/chesapeakelittleleague

06/26/2026

We will be opening up registration for fall ball shortly. However, if someone wants additional softball work with Chesapeake coaches, here are some opportunities.

Good evening!!

This is Brendan Medley, the Head Coach of the Chesapeake High School Softball team! I am very excited to get this organization ready & developing athletes in the Tri-State area, especially our ChesaPEAKE athletes!

I am thrilled to get to work with the coaches, players & parents! Although I won’t be a head coach of any team, I will be an assistant and help with practices/games as my schedule allows in the development of the young ladies. Our coaches will be straight lined from 8u-14u and teaching/practicing the same hitting/fielding techniques!

We will have 4 age divisions 8-14u, league age is the players age as of Sept 1st this year. Example (if your daughter is 12 on Sept 20th & turns 13 on the 21st of September, she would be league age 12 & play in the 12u division)

Attached is our dates of tryouts, pick a date that fits your child’s schedule & we look forward to meeting you! Scan the QR code or click the google doc to select a tryout date!

Go Peake!

https://docs.google.com/forms/u/3/d/1ALdnsLKJtDCEneTp0TOA1yjkxp0b5OfyI02AacKPWPQ/edit?usp=drivesdk