Unable to Check for Update - Apple Watch

I'm unable to update the software on my Apple Watch. It says "Unable to Check for Update - Checking for a software update failed because you are not connected to the Internet".

Both my Watch and iPhone 6 Plus have a full charge, are connected to Wi-Fi (which is confirmed to be working), and the 2 devices are sitting next to each other.

I tried restoring my iPhone through iTunes and am at iOS 8.3, watch is at 1.0 and is obviously brand new. I would like to check for updates on the Watch as the new emoji from iOS 8.3 do not display properly on the watch but am getting this error message.

Does anyone have any ideas?