My boyfriend and I are visiting New Orleans in mid-April (before JazzFest) for our anniversary. He grew up 2 hours away so has been several times; it's my first trip. He's insisted on hitting up Cafe du Monde, which sounds great, but he doesn't have much experience with the more fine dining options. We would like to go someplace nice for our anniversary and would be fine with spending up to $100 for the total bill -- however, if we spend that much, we want it to be totally worth it! Any suggestions of venues that fit the bill?
Also, we haven't booked our hotel yet. We've checked out all main travel sites and they seem to only list chain hotels and fancy four-star places that we can't really afford. We'll do a chain hotel if that's all we can afford, but we'd like to stay somewhere with a little bit more local flair (even if it's not super-fancy). We're looking at spending up to $100 a night. Any suggestions?