@rjsmith3rd: Hi! I spent a quiet morning one weekend plotting how to do that same trip. It's certainly possible, though there are challenging bits -- I was routing myself through Lake Tahoe, across Nevada to Salt Lake City, across to Denver, through Kansas, and then through Ohio and across to New England from the Buffalo area. RV parks are essential in getting across the west -- I also have a friend with a farm conveniently located mid-Kansas. Once you get east of Chicago, there are lots of options. I figured a little less than two weeks, allowing for a leisurely pace to enjoy scenic driving.
Your car is likely to be available mid-winter, which is problematic because many RV parks close in the winter.