That's what my first solo trip was, not out of choice, but it was a surprise from my family, and that's all they could afford. They called it "Mom's weekend"-came in late Friday, left Sunday morning. Each trip's been a little longer since then (6 solo trips-so far), and last year I stayed for 6 nights. I wasn't homesick, and could have stayed longer. My dream is to someday take a 2 week solo trip. But I think it's quite reasonable to start with a shorter trip, even 2 nights is OK to start. And don't feel you HAVE to feel comfortable with sit-down dining solo. It took me about 4 trips before I could do that. Still haven't done a character meal solo though-yet!