Getting Oregon Trail II (2) to run on Windows 10 64 bit without DosBox

Solution 1:

Had this exact same problem. Oregon Trail II would stall when playing a movie on startup, or when crossing a river.

Find the file OREGONII.INI in the application directory. Make sure the rsrcpath is an absolute path, including drive letter, and ends with a slash. Example:

[cdrom]
rsrcpath=C:\MECC\Oregon Trail II\DATA\

Just a note: as OP mentioned in their own answer, you can skip the QuickTime installation completely.

However, if you do this, game will have a black screen during startup (usually there would be a little QuickTime animation with the MECC logo).

Game will not freeze, but it will never move past the black startup screen. To continue, the window has to lose focus (ALT + TAB to another window), return to the game, the theme music will begin to play, and will load the main menu.