At the end of the day these kinds of handhelds are a great way to come back and play a game you miss but if you didn't grow up in the glow of Oregon Trail on the Apple II this might not be interesting to you. The game itself is quite good and i'd my only critique is that some runs are so punishing as to be quite dark in tone. In one run everything might be going in your favor and the game seems easy and the next run you can have everyone in your party wiped out before you hit the halfway point.
As I said before I took this game to a beach house and played it with friends and if you are so included, I recommend playing it that way. Not that you must play this game from a beach house but playing this with friends feels like a shared experience game akin to Dungeons and Dragons. Basically you have one person take the roll of the Wagon Leader who controls the game and reads out what's happening on screen and everyone takes part in what choices you make to head west.
It seems that the incredibly cheap price I picked up the game for was a discount to clear out stock but if you can find it, i'd recommend getting it. As LGR says in his video above, this handheld will become collectable at some point and if it's well worth a couple bucks to play every so often to die of dysentery, a broken leg or actually make it to Oregon alive.