Best Way to Upgrade Digital

Exact Audio Copy EAC. FREE!
A little setup is required and once you work out the naming conventions you want your music ripped to, you simply lookup the inserted disk on the online database, it fills in the names of tracks without the need to type, select the album cover and go do whatever you want and come back in 10 mins.

It has built in checking of data integrity and checksum, if you're not getting 100% perfect rips, you can polish the disk for another rip of just the songs and write over the imperfect rip.

I use a laptop, rip new discs to a USB stick and drop in into my server when I am ready.

You might want to rip the ones you want to listen to most, and while you're having a listening session, do a dozen every couple of days, most enjoyable to least enjoyable?

“HD Quality “ as used by the streaming services can be confusing.  Many of them are using the term for Redbook CD Quality recordings.  Amazon and Apple are particularly guilty of this.  Audiophiles think of High Resolution as 24/96 minimum.
Would I rather listen to a 24/96 Qobuz file than a red book CD from my collection?  In general, yes, but not all HD files are truly High Resolution…so Buyer Beware 

Keeping your CDs is of course fine. Liking the ritual to play, or copying them to a hard drive. The pursuit is for enjoyment in any way you choose. But make no mistake about it, there is no similarity between vinyl and CD discs. CDs have a set maximum fidelity as @jw944ts points out. Vinyl and streaming offer significantly greater sound quality. 

Oh, geez, does anyone really want to reanimate the CD vs Vinyl argument? 

+1 @mahler123...As my DAC shows the configuration of the file being played, it is absolutely true that a file listed as HD may not actually be so, which is most disappointing....and, of course if the original master  was crap, no HD conversion is going to make it sound good; all HD can promise is the best available digital conversion from analog....AND if some engineer chose to mess with the master recording while doing the conversion, well, then it might not be what you would expect, either....MANY unknowns, all along the way from the performance to you ears, sadly.....