I'll upgrade. I just don't like touching the cold storage machine, just in case...
Personally, I would prefer to read the features of the update, and if I do not need it, there is no need to update that wallet.
In any case, when you update, remember to keep your cold storage as "air-gapped" (it has not been connected to the Internet and will not be connected) and therefore download the latest version using tails
[1] or any Linux versions, when you need to sign a transaction.
[1]
https://electrum.readthedocs.io/en/latest/tails.html