Jimmys American Restaurant – Since 1997, Jimmy’s has been Aspen’s neighborhood restaurant and bar, the kind of comfortable restaurant where you can dine again and again. Ask any local, and you will hear that Jimmy’s is an “Aspen Institution.” The menu has something for everyone, from the fresh-squeezed margaritas and the “locally-priced” bar menu to the famous crab cakes, USDA prime steaks, and fresh fish.
CP Burger – Great burgers and excellent quality. Fast and not formal. Not too pricey in a town where its easy to blow a budget quickly. http://www.tripadvisor.com/Restaurant_Review-g29141-d2579052-Reviews-CP_Burger-Aspen_Colorado.html
Aspen Things to see
If its sight seeing & hiking you like Maroon Bell Park is a must – http://www.aspenchamber.org/what-to-do/trip-highlights/maroon-bells/
If your more of the car driving sight seeing type then you have to drive up Independence Pass however keep in mind its only open from like May – Oct weather permitting – http://www.independence-pass.com/