This fig "tree" is only about 6 - 8 inches in a cup with decent root growth.  (I never transplanted it this summer).

I am in Zone 6, it lost its few leaves that it had...

Should I leave it outside longer, bring it in?

Any type of winter care?  (watering, fertilizer?)

Just looking for some recommendations to keep this alive so I can transplant in spring.

I am in Connecticut  6B I had a few ones like that last year and I just kept them growing under a plant light inside and they did great , 

THey don't need to go dormant??

no Sir, take a look http://figs4funforum.websitetoolbox.com/post/my-martinenca-rimada-progression-7031780?pid=1284028394#post1284028394

Are there any Pros or Cons to not letting them go dormant?

If I choose to let it go dormant for winter, what would be the process/requirements be to do so.

I do not have a plant light, although I am sure I could get one.

I am just not sure why to choose the plant light over winter VS letting it go dormant.

Would you recommend a plant light for my regular fig trees in POTS? or are you just suggesting the plant light because my one "tree" that I am inquiring about is so small.

Up pot and use grow lights, it will be fine

There's probably more risk letting a real small tree go dormant before its fully established.  If you can put it indoors and under grow lights at least 12 hours a day (more is better) it should do well through the winter. 

For what it's worth, I'll mention a friend of mine, who I gave about a dozen of my extra plants last year.
He decided to let some of the plants go dormant, and others were grown under lights for the winter.
This summer he said he's not gonna go through the extra hassle (his banana plants always get infected with spider mites, which spread to his other plants)
since he can't distinguish between the dormant and non dormant ones now.
This year he's putting ALL the figs in the basement.

If the roots are well established, I would up pot it now and keep it in the dark, at about 40 to 50 degrees. If you'll be keeping it colder, it may not make it.
Give it a little sip of water once a month, and move it to indoor light a couple of weeks before your last frost date. When temperatures at night are consistently above 45 degrees, move it out to partial sun to acclimate.
I'm sure it'll be a beautiful specimen next year.

If it's that small, I would put the bottom in a plastic bag, seal it and put it in the fridge for the winter. Good luck with it.
Vito