Even though you'd still be dealing with the issues of range, you could create a
Bluetooth PAN network between your tablets for sync up. Bluetooth PAN gives each device an IP address that you could use to run a web server on. To solve the distance issue, have your pit scouters take down data and save it locally to their tablet/phone/device (via the app YOU make), then have them meet with the head scout (during lunch or a match break) and connect to the head tablet/computer via Bluetooth PAN. From there, use your app to sync the stored data and send it to the web server in whatever fashion you like.
EDIT: If you plan on using all Android tablets, make sure they are running 4.0 or later, and do the following for each:
On the PAN host: Enable bluetooth tethering in the settings (If the host is a tablet, you may not find this feature. Try an app like
BlueVPN if you're setting it up on a tablet.)
On each device: Pair with the host and enable "
Internet access" in the bluetooth device's tab. (This will allow LAN communications between devices).
Credit to ce4 on StackExchange for the answer.
If you so choose, you can also use this method to share Web access from the PAN host (if it is a cell phone) to your PAN devices.