As I am in a college town, it is really hard to find a really classy and romantic place to eat out. My fiance and I have been going to Cucina Di Betto for the past three years on our anniversary and they have never let us down once. The food is delicious and much better then Olive Garden. They even have a wine expert to help you choose the right wine. It's small and cozy and if you get there early you can reserve a semi-private window seating for two.\r
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The only downsides are that they tend to be a little pricey (think slightly more then Olive Garden), you can't reserve a specific table (reservations tend to fall through as well), and they stopped carrying their spumoni Cheesecake, which was the best cheesecake I have ever had.
Pros: Food, ambience, service
Cons: reservations, busy, parking
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