Your post sent me on a hunt. I saw this movie eons ago and just about died laughing. When I had my video store I tried like crazy to remember the title though I doubted the guy who supplied me my videos had it. I remembered the lady in the show, at least her face, as I watched several television shows with her in it when I was younger. So I plugged in a few names until I finally came across her name, Julia Duffy, and if you've never seen Kidz In The Woods, you'll want to put it on your list to find somewhere.
"A high school history teacher takes a group of students with academic and behavioral issues on a two-week trip recreating the Oregon Trail in attempt to help them graduate. The film follows the students and teachers as they grapple with personality issues and forces of nature." If you don't absolutely get a kick out of this movie, I'll seriously start to doubt your sense of humor.