welcome to the board
First off, you definitely can get the longest journey to run on newer systems, but it could take tinkering (or simply buying it from gog.com). Buuuut, the puzzles in TLJ can be overly complicated and low on logic, so it may not be what youre looking for. It is rather fantastical though, and worth a shot if open to using a walkthrough sometimes.
Its a tough question for newer games, you might want to take a look at the book of unwritten tales or the whispered world. Those are both charming fantasy adventures. Whispered world in particular is emotionally charged, and aesthetically pleasing, and sortv has tolkien vibe to it IMO.
