Madison, Indiana Food & Wine.
If you find yourself in the southeastern Indiana area make sure to look up Bistro One. It's the best restaurant in town. It's owned by a Greek Cypriot named Nick. Nick is a great chef that was trained in France and his food reflects this as well as his Mediterranian roots. His hummus is the best I've ever had. And on the current incarnation of his menu is an osso bucco style beef rib that can send you straight to culinary heaven. His menu shifts around with the seasons so upon repeat visits you can always look forward to new surprises.
Also in the area are a number of wineries. In my opinion the best of which is The Thomas Family Winery. Not only do they sell wine and offer tastings they also serve breads and cheeses and sell their wine by the glass. The tasting room is dark and cozy and filled with tables and benches for the musical guests that come in on weekends. The music ranges from blues to Irish folk music. Their wine selection tends to be more dry than sweet which is a nice change from most Indiana wineries that sell syrupy grape juice with a little alcohol in it. And my favorite drink on the menu is their own Gale's Hard Cider. Crisp, cold heaven.
I agree Bistro One is very good, and one of the few "upscale" options. But, here are a few other favorites from my frequent visits to Madison:
605 (new) @ 605 West Main - very good food, casual, reasonable and their own microbrews.
The Attic/Coffee Mill Cafe for lunch - wraps, soups, fabulous pimento cheese, delicious desserts and now they serve gelato. 631 West Main St.
For a very good burger, and midwestern fried bologna sandwiches (yes, really!) - try Shipley's Tavern. Menu has about 4 items, very laid back, but a cool retro experience.
Stream Cliff Herb Farm in Commiskey (about 20 minutes away) is terrific for lunch.
I've heard good things - but have not yet tried -
the monthly twilight 4 course dinner @ Madison Vineyards
The Downtowner - for sandwiches and casual atmosphere
I would choose any of those suggested rather than revisit Bistro One. I had a terrible experience there and you can get a much richer and more representative taste of Madison by going to the others. Bistro One is a classy place but is currently run by a very moody chef. He has been building quite the reputation in town for being a 'hot head' and that is not how we are here in Madison.