Being a country that has so recently opened its borders so recently, there can be a frustrating lack of information about the land border crossings. So when we did cross over into Myanmar from the Mae Sot-Myawaddy check post, we were feeling particularly triumphant about it all going through so smoothly. ... Until we found out that the single-lane highway that connects Myawaddy to the rest of the country runs in opposite directions on subsequent days: odd days East and even days West. Effectively reducing your chances of getting out on the same day by a dramatic 50%! It was something we hadn't even remotely conceived of, and we paid for our lack of creative imagination by having to be stuck in a dusty, sleepy border town with nothing to do for a whole day. Lesson learnt.
Once we crossed over to the border in Myanmar everything changed. The mess increased and the roads were suddenly filled with potholes. No one speaks English here so be prepared to talk in sign language. There is nothing to do in Myawaddy - so don't spend any time here. Take a shared taxi immediately and get out of this border town. However, the strange thing is that the road that connects the border town to rest of Myanmar is a one lane road across the mountains. It's barely a road and it runs in one direction for one day. So, you can enter the rest of Myanmar only on even dates. Plan your journey beforehand so that you hit the border town on an even date and you will be good to go. If you are stuck in Myawaddy on an odd day, then explore the markets and stay in the Myawaddy hotel which is a decent crash pad.