honestly, i think it's difficult to come up with too many ideas during the winter/cold weather months. So much I like to do is outdoors, and that's an important part of the dating ritual.
Take her somewhere fun, that way you aren't stuck trying to force a conversation on each other. Heh, I guess I'll never grow up, but they have these places back home called Dave & Busters, and up in Boston they have Jillian's. All the same stuff, arcade games, air hockey, pool tables, and to top it off a bar on each floor. I can't think of any girl who wouldn't have fun in a place like that.
I would avoid movies, personally, for start-up dates. If the movie is bad, it's a negative hex on the evening, plus all you can talk about is "Damn, that movie sucked." You can't talk till afterwards, and if you're going in the late afternoon / evening, you'll be tired when you get out. Keep it simple and somewhere with the freedom to come and go. That's my way, and haven't had any problems yet
RUgreek