Just spoke to a colleague who has been off season.
I think it will be warm-ish, don't expect beach weather in October. It's really a June-September resort.
October Weather Conditions
Avg. Air Temperature - 76F / 24C
Avg. Water Temperature - 77F / 25C
Avg. Amount of Rain - 6.3 inches
Here you can pick any October day and see the historic weather..
Don't be too far from Hamilton, as you may be spending quite a few days there.
http://www.bermudaweather.bm/octall.html