I don't know the answer to all your questions, but the Canadian Timeshifting channels
appear to be part of Digital Basic (Note: I checked the Rogers website for only some of the various regions covered by Rogers).
In Ontario (at least in Toronto), I can get the American timeshifting channels
(Seattle) by subscribing to the Premium Timeshifting Package
($1.99+taxes) ... it also includes the West feeds for some Canadian Specialty channels like Showcase and Comedy. You'll have to call Rogers to find out if it's available in your area (I don't see it listed online anywhere -- perhaps it's hidden).
For a fairly complete listing of the channels that the various packages contain, simply click the name of the package (listed in red: like Digital Basic) and then click the See more channels
blue link that will appear. To change your region, simply hover your mouse pointer over the region that's currently listed near the top right corner of almost any Rogers page.
[The main Rogers packages ... select your region at the top right corner of page]
[Order Super Sports Pak]
[Note: If you see Newfoundland and Labrador listed as the region in top right corner of linked page, you can always change it to the region you want with your mouse.]
[Note: Call Rogers to see if they will set your Super Sports Pak to expire on a pre-determined date.]