The Box is a hang-out for long-term expats, who can probably answer other questions about the region. Good italian food/drink, too.
Yunjoy Coffee has recently re-opened in Wenhua Xiang, in the ground floor of the Korean restaurant opposite the Mei Er jewelry store. It's a good place to chat over good, inexpensive coffee.
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The beer is good. The food, OK, if you're dying for something Western. Food service is better in the daytime, mamahuhu in the night time.
I haven't stayed in their guesthouse, but I'll guess it's noisy in the night times.
Prague Cafe in Bei Chen Walking Street is Prague III.
There are other branches in Wen Lin Jie and in Lijiang.
I've been a long time customer of the Wen Lin branch.
Both Kunming branches are pleasant places to meet and chat with friends.
The food may not be the cheapest, but the cheapest would be from the street vendors.
I meet and drink coffee with friends at the Wen Lin PC several times weekly, especially since the Yun Joy Cafe is no more.
I've been drinking Beer Lao and coffee here, off and on for some years.
It's always a pleasant place to relax. The food is good as well. Close to cheap hotels and bike rental on Manting Lu, too.