Funny that so many mention having lots of money in the bank. We didn't, we barely had enough for a down payment and to buy some furniture.
If we had waited until we had lots of money in the bank, we would have never gotten around to it. Of course, ours was a small start-up and so did not have the overhead of a larger place. Because of our limited funds, we were forced into this niche....and it has worked perfectly for us. I never regretted not being able to buy an established Inn. I was worried anyway that if we did buy an expensive established Inn, and hated it, that we would be stuck doing it forever or end up losing the house if things didn't work out and we couldn't sell it.
I think it's very important for aspirings to talk to innkeepers at all different sizes and types of Inns before they decide what they want to do. After talking to several different 'keepers, you may decide that the type of Inn you thought you wanted is not going to work for you. The "romantic stay" gingerbread dripping victorian with demanding guests and period furnishings might be more than you care to deal with! The viewpoints are vastly different....length of tenure, size and style of Inn and location makes for some very different opinions and advice.
I wish this forum had been around back when we were researching and when we first started out!.