I've done a fair bit of Cross Country (not for a while though), the ski resorts usually aren't the best for X country.
Morraine Lake, Lake Minnawonka (sp), Lake Louise, and areas around there have a lot of Cross country trails.
As for Skating/Classic, yes it is possible to do both way at the same time, just get the right type of skis. I remember as a kid skating (although not too effectively) with Classic X country skis. Your best place for advice is to go to some of those stores who sell the equipment and ask them for advice, they can give you good trail guides.
Also, if you have children, don't force them to go X country skiing with you, you can scar them for life as my parents did, and I have absolutely no desire ever to go X country again.
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