Unfortunately, all of those games do fall in the problematic category due to their age. Particularly if on disc.
If you are using downloads from any of the 'abandonware' sites there may be other issues that the disc based version
does not have (and potential adware\spyware).
- One Compatibility setting all old games that are restricted to low 4:3 aspect ration resolutions needs is Change High DPI Setting.
This will center these games properly on a wide screen monitor.
- Diablo II will run on Win10 when using the same fixes that were required on Win7 (haven't actually run the game in
several years, and if still installed it's on my other machine, I'll verify tomorrow).
I don't have links for the various fixes, which all came from a DIABLO II fan site, but do still have them on file.
This game had a problem with colour, and there are a couple of different fixes for that, but the main tool you need,
other than the patches released by the developer when the game was still recent is the "Glide 3 to Open GL Wrapper".
This tools allows the game to run using Open GL vs the defunct Glide 3 graphics, and also has a number of other
options that help the game run on newer Windows versions.
I also have an LOD fix, and a registry fix for the colour, but I'm not sure if they are in use. The tool above may cover those issues.
- I forgot to mention a another other old issue (also true on Win7 and XP) - DOS. With old '90's DOS based games you need to use DOSBox.
DOSBox requires a bit of learning. I downloaded it years ago but ended up not using it, and by the look of it I must have deleted it a while back.
D-Fend Reloaded: Overview is a user interface for DOS (DOSBox included in the download), which helps ease the learning curve.
My DOS based games all came from GOG or Steam, and they install with DOSBox (Lucas Arts games install using ScummVM),
and these games usually only cost a few $$ when a sale is on, so if it's a good game and available, I reckon it's worth it not to have to stuff around.
Your Pinball games may be DOS based. I don't have these, but do have a couple of DOS pinball games
(Pro Pinball Big Race USA and Timeshock. Both from GOG). I just checked and they are both still working.
If the games are not DOS based, the failure to install is more likely due to them using 16bit installers.
.