Baarle-Nassau & Baarle-Hertog
Netherlands/Belgium
The town of Baarle is on the border between the Netherlands and Belgium, and is technically two municipalities. But the line that divides the two isn’t straight or even kinda curved – it’s a random puzzle of 22 different enclaves and border crossings. This town is so mixed up that sometimes spouses technically don’t sleep in the same country, as their bed lies over a border line.
The whole town is divided up by white crosses on the pavement and metal studs in the road, and is subject to different taxes depending on what side of the store/market you enter on, as well as hours fluctuate. There was a time where Dutch laws declared that restaurants had to close early, while Belgian laws said they could stay open. You’d just have to switch tables from one country to the next, to drink late into the night.