Picked this up for $10 at Best Buy a while ago.
1) Worth it if you like point and click games, so long as you don't expect DoTT levels of greatness.
2) Doubleplus worth it if you like H*R.
I think these are even better than Sam and Max, honestly. I haven't played SnM seasons 2 or 3, but these games are absolutely better than season one. Yes, they do not have the polish or breadth of material, but the actual gameplay is FAR more varied and EASILY more fluid. Anyone who is a fan of the website would be thrilled to have this, and the games are overall fairly easy, so even less experienced gamers should be able to get through it.
I will make my bias known - I buy into the H*R universe 100%. I love the characters and the sense of humor the entire atmosphere provides. The voice work is absolutely top notch, and puts professional actors to shame, especially when you consider that it's ONE dood doing every voice.
For $5, you can't go wrong with this. You're getting five episodes, all of which will take you 3-4 hours minimum, and much longer if you want to find all the goofy extras. It's one of Telltale's better efforts, which is a shame since it's far less known. Highly underrated.
Get it. Twice.