How to choose between two girls?

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So, the consensus here seems to be that the shy, agreeable girl would be best. You seem to agree with that and based on what I've read I agree. As for how to initiate a relationship, I'm afraid I'm in no position to be giving advice. I've had terrible luck with asking girls out. I don't do anything embarrassing mind you, I usually just end up with a female friend who I feel kind of awkward around for a while.

It's good that you know what she's interested in. I never personally understood the appeal when it came to Canada. I live just a relatively short drive from the border and it's basically the same as the U.S. except they're on the metric system and just a little bit more socialist (though the difference is far more slight than most people make it sound). It's not a bad place at all, just one that I've never heard of anybody being so entranced by it. Of course, it may just seem mundane to me because it's always been so close. Not that I've travelled all over Canada (or the U.S. for that matter). Just dipped my toes in British Columbia and the Pacific Northwest. I'd offer to see if I could get a Canadian license plate or something from my uncle Will and send it to you to give to her, but that could be an awkward process.

Something that I always struggle (and often fail) to bring myself to do is actually tell someone when I have romantic feelings for her. If you want things to progress in that direction, you're going to have to tell her at some point. I know how terrifying it is to face the potential for rejection, but just think of what you stand to gain if things go well Also, if she's as nice as you make her sound the potential for it to really bit you in the ass is fairly minimal. Something that I've learned from a couple of an ever increasing number of female friends I once had romantic feelings for is that someone can recover from something like that if it turns out she isn't interested. A couple times now I've grown close to a girl, expressed feelings for her, found that she didn't reciprocate those feelings, then just pretended like it didn't ever happen afterwards. It'll be a bit awkward for a while, but a lot of girls will forget about something like that if you just continue to act as you always have.

Good luck and let us know how things go.

You should establish a friendship first.

That makes sense. I want to establish a friendship with her outside of scheduled events. I have a habit of doing much of my socializing at such events and I have a feeling she does too. If I could come up with some kind of platonic sounding excuse to see her outside of the lodge than I could gradually ease into friendship with her.

I'd want to friend her on Facebook as well. That would help so I'd have some means of communicating with her other than seeing her at the lodge once per week (assuming she becomes a regular). The trouble is, I don't know her last name

What sort of "lodge" is this, anyway?

Just ask her to go for a coffee! For heaven sake, you're not asking her to marry you.
And forget about the Sydney girl. She doesn't respect you.

I live in Kingston, Ontario. It's beautiful here (not in the winter.) On the shore of Lake Ontario (one of the great lakes.) Lots of restaurants, the Grand Theatre, a half hour from cottage country. Halfway between Toronto and Montreal (both interesting cities.) Not to mention Ottawa, the capital of Canada. And the 1000 islands. Plus we have an airport with flights to Toronto.

No I don't. I have one girl that might be better for me (mentally stable) and another girl who I already know is willing to date me, move in, marry me, etc and I already know she's more sexually liberal whereas, shy-girl might be, shy, and/or hypersensative to touch.

I think since the girl in Sydney will remain in Sydney for a few months more, this gives me some time to get to know the shy girl a bit better so she'll be less of a mystery.

Actually, the girl in Sydney has been giving me the cold shoulder lately for some reason...

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