Donna, when you ask for a plant that blooms often. Some orchids bloom once a year and stay in bloom from a few days to a few weeks.. ( the Phal. Is an exception!) . Some orchids bloom on every new growth ( if they are happy) which could be 2 or 3 times a year.
Growing outside is no problem for you.. But moving them inside presents all kinds of issues.. Unless you have a greenhouse or a REALLY sunny space available to you.. Or you are willing to rig up grow lights in an area where getting the floor and walls wet!
If you have a window sill that gets full sun in the winter, that will work.. But will limit you to just a couple of plants...and I can tell you that's REALLY HARD TO DO!
I try to have a few plants in bloom at any given time... And this is what it takes for me.