Hi Joe,
I've been to the highland games/Tattoo at Estes park three times so far and I plan on going again this year. Usually people book their motel rooms a year in advance. However, I think you'll be able to find a place to roost if you start looking now. There is a website that gives you an Idea of what to expect here's the link http://www.scotfest.com/index.php?info=1740

Rusty