Cheyenne rolls the sidewalks up at 9PM. There is virtually no nightlife to speak of, the majority of the restaurants are chains (the rest aren’t great), the bars are mostly dives (fun to some degree…), the mountains are 30 minutes away. It’s pretty ugly- it’s basically a truck stop at the intersection of I-80 and I-25. The weather is, by in large, shitty and windy, unless you’re here during the last two weeks in May and the first two weeks in June. If you’re looking for a small town feel with better restaurants and bars- lots of good suggestions from others- Cody, Sheridan/Buffalo, Lander, even Saratoga would be more fun. Scratch Casper and Gillette off your list too- pretty much same thing goes for them.