As you already mentioned the changelog is your key place, probably a LTS 
version might give you much stability.

Some advice's:

- UI upgrade from 1.574, so you might be affected if you use any custom theme.

- You can backups the JENKINS_HOME and run a docker instance locally and test 
it before upgrading your production environment. That's how I normally do 
'major' uogrades.

- If you use puppet/chef/Ansible you can easily track your jenkins 
infrastructure, that's how I avoid manual actions and track my set of Jenkins 
instances, and also I use docker to test it locally as I've already 
mentioned....

- Although sometimes I'm forced to rollback some plugins (via puppet) rather 
than the jenkins itself. It is worth if you track your plugins and their 
versions/dependencies and uninstall those ones you are not using at all. 

I hope it helps

Cheers

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