Leaving the bike safe for the night and insurance going into different countries.

[Golden Swagger]

I am completely green on this trip, so I am wondering if there are any tips on how best, and where is the best places anyone has found when they leave the bike when staying in a hotel/hostel.
As well I wondering the in's and out's of having to get insurance for each different country. In B.C. I can apparently not get insurance for the whole trip.
Thanks very much