Would you rather live in a small town or in a big city?
Big City Pros:

- Always a hostel or place to stay. Plus you never have problems finding anything that you might need to buy.

- Excellent transportation options; larger cities are the hubs for long-distance train, plane, and bus travel, as well as car and bike rental.

- Public transportation: cheap “getting around” options allow you to see more of the city than if you were limited by two feet. Too bad they’re not all as comprehensive as the New York subway.

- Plenty of crazy tourist attractions. Big cities have both well-established destinations, many of them free, and some more esoteric ones as well. There’s space to find entertainment no matter what your palate.

- Jobs. If you’re a long-term vagabonder, it’s a lot easier to find steady work in a large city; particularly if you’re working without a visa (shhh).

Small Town Pros:

- Easier to meet people and make friends. In small towns, everyone congregates at one or two places, which makes it easy to locate people to hang out with. They’re often friendlier to you, too.

- Beautiful landscape and countryside. You can see the stars!

- Peace and quiet reduces stress. Traveling is stressful enough: figuring out how to navigate potentially distressing traffic patterns is a lot of work! Hanging out in smaller places is like a breath of (literally) fresh air.

- Finding off-the-beaten-path things to see and do; many locals know of the best swimming holes, ice cream parlors, or what-have-you that never appear in a Lonely Planet guidebook. If they don’t see too many tourists, they’re often pretty happy to share.

- Some employment can only happen in more rural areas; think fruit-picking in Australia or teaching skiing in Switzerland.