Stop Android Wear Time to Leave Notifications
I haven't seen similar issue yet. So, I am not sure of the answer but you can:

Make sure you are on the latest Android Wear app update
Make sure you are on the latest Android Wear watch update
Make sure your watch is paired with your phone or tablet
Check that your phone is connected to the Internet
Make sure your watch isn’t in Theater mode
Make sure that you’re getting notifications on your phone (vibrate mode is on)
Make sure that you’re getting notifications on your phone
Make sure app notifications and system notifications on your phone are turned on
Try restarting your watch
If none of this works, then try  unpairing and pairing again

Another tip that some users experiencing this recommended:


Go to the watch -> Settings -> Permissions -> System Permissions -> Google Services Framework -> read instant messages ENABLED. 
Restart phone and watch. 


If Nothing works at all, wait for future updates!
Hope it helps.