Windows updates is encountering an error: "We couldn't connect to the update service. We'll try again later, or you can check now. If it still doesn't work, make sure you're connected to the internet.

3 possible way, from light to heavy:

1 on an elevated command prompt:

net stop wuauserv & rd /s /q c:\Windows\SoftwareDistribution & net start wuauserv

Select allOpen in new window

then retry. If no better:
2 https://support.microsoft.com/en-us/help/947821/fix-windows-update-errors-by-using-the-dism-or-system-update-readiness
3 do an inplace upgrade. Start windows setup within windows to do so. It will fix updating problems.

Try adding *.microsoft.com to trusted sites in IE. I've seen this fix issues before.

make sure that update was started from an administrator account. if the computer was not booted and after login you see that the updates were not installed, you may try to actively shutdown now. in many cases the updates were installed now.

if your internet connection is a wifi connection, the updates may fail after reboot because the wifi connectivity is deferred. if so, you may connect your computer by LAN cable to the router (disable WIFI if you do so). you would configure the IP4 connection of your network adapter to get DHCP and DNS automatically from the router.

Sara

I've had this happen on a couple of PC's in the past. I was able to resolve the issue by going into the update settings, changing the update method to manual applying the change, then changing it back to automatic (or what ever the original setting was)

Give it a try, I might help. It definitely won't hurt anything

Ken

also uninstalling a couple of the latest updates can help