Sir, for us to answer your questions you need to identify your transmission type first... is yours a manual or automatic?
First of all, if you have a manual tranny then you don't have a dipstick. And yes, you need to drain the fluid thru the drain bolt and then refill thru the refill hole with a long neck funnel until it overfills (fluid level with the fill hole). Make sure your car is level.
If you have an auto tranny then you need to refill to the max mark on the dipstick. Never overfill. For Honda automatic transmission you don't really need to remove the pan and replace the screen like other auto tranny. Just drain and refill and you're all set. Check this out for your reference
SS tranny fluid change