The nightlife in Pueblo is nonexistent. There are a few big bars that are popular on the weekends, but if you’re not 21, these bars won’t let you in after 9 p.m. If you are interested in clubs, you will have to drive to Colorado Springs, which is about 40 minutes away. The clubs in Colorado Springs are dangerous, though, as they are in a bad part of town that's not safe.
There are also some really big clubs and bars in Denver. Although Denver is about an hour and a half away from Pueblo, the trip is worth it for those who seek nightlife. The city has fairs and a chili festival and other festivals during certain parts of the year. Festivals often last all weekend and go late into the night, as well. If you are really into going out at night, you are not going to find what you are looking for in Pueblo.