Hi maka, if you're talking about the
Series 5:
Watches bought in Canada and the US support the same frequencies, so that part doesn't matter.
EE uses LTE bands 3, 7 and 20 (and it seems like they're migrating their UMTS band 1 spectrum for use as LTE band 1 now), and the North/South American Series 5 model A2094/A2095 supports bands 1, 3 and 7 but NOT band 20. So if you're in areas in the UK where only band 20 is used, it won't work, but if other bands are in use then it should.
Once EE migrate UMTS band 1 spectrum for use as LTE, will this provide better support the a US/Canada purchased device?
However, it should be obvious that the best fit for EE is the "rest of the world" model A2156/A2157, which supports all bands used by EE and is the model intended to be used in the UK. It isn't clear from your post if you are travelling to North America or buying online, but if you're travelling there and are transiting through a country that sells model A2156/A2157, you'd be better to purchase that instead (see a list of countries here:
https://www.apple.com/watch/cellular/ ).
Finally, if you're talking about a different series of Apple Watch then the answer will be different. Particularly in the case of the Series 3, the North/South American model supports NONE of the bands used by EE and will therefore not work at all.