Why can’t my watch update
I’m trying to do an update for my watch and it’s telling me not enough storage. How do I delete some storage?
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To Free-Up Storage
For songs, see the "Remove music from Apple Watch" section in:
Add music to Apple Watch - Apple Support
and for pictures, see the "Limit photo storage on Apple Watch section in:
Choose a photo album and manage storage on Apple Watch - Apple Support
Also, try unpairing and pairing your watch again and restoring from the backup just created in the unpairing process. This deletes all temp and corrupted files and re-indexes the file system. In some cases, this can free a lot of storage.
Unpair and erase your Apple Watch - Apple Support
Set up your Apple Watch - Apple Support
Also see:
If you don’t have enough space to update your Apple Watch - Apple Support