Virtualbox

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Resize .vdi disk on Windows

cd "C:\Program Files\Oracle\VirtualBox"
VBoxManage.exe modifyhd "C:\Users\piotr\VirtualBox VMs\vm-ubuntu64\vm-ubuntu64.vdi" --resize 20480

Note it also can resize VHD (Hyper-V) file formats.

Generalize Windows

If you wish to re use your Windows VM image it needs to be generalized:

C:\Windows\System32\Sysprep
sysprep.exe /oobe /generalize /shutdown /mode:vm