Just walking along the miles of porticoed streets is worth a trip. All of the main streets and most of the side streets are covered with beautiful archways, so you can window shop and wander the city in any kind of weather. The Piazza Maggiore is the center of the city, with its beautiful cathedral, old palazzos converted to museums, and the famous fountain of Neptune. To the south and east of the Piazza, you'll find restaurants and high-end shopping (Prada, Fendi, and the like). Further east you'll see the Torre degli Asinelli, one of the tallest medieval towers in Italy, and the 900 year-old university. There's lots of nightlife, too, because of the young population. While we were there, Bologna was voted the best city to live in in Italy; if you spend some time there you'll find out why.
Quick Tips:
December is a great time to visit the city. There are concerts, festivals, lights hanging everywhere, and virtually no tourists (although there are hardly any to begin with). The University Quarter is a good place to get a cheap bite, grab a drink, and/or meet people if you're young. The food here is excellent; we never had even an indifferent meal in the city. As in most Italian cities of any size, there are at least a dozen beautiful cathedrals that are worth spending a little time in. If you're not much of a walker and you're staying near the Piazza Maggiore, you might want to take a cab from the train station; it's about a 20-30 minute walk. Best Way To Get Around:
Once you're in the city center, you should walk everywhere. The center is very compact, and a pleasure to travel by foot. The train station, as I mentioned above, is a good walk from town. Bologna is on the EuroStar line between Rome and Venice. There is also a major airport with direct flights to and from New York.