AlphaTango15

When we did some ground test off of ridges in our area we got clear comms well over 15 - 20 minutes driving distance ; I'm guessing about 7-10 miles , that was from NW towards SW mostly directional and some clear comms from home base to NNW areas 

As I mentioned, elevation is your friend.  Be it a repeater or a simplex radio, the higher the antenna is, the more distance you are going to cover. 
 
As I look at the topo maps, there is a bit of a problem in your area.  You have a lot of terrain deviation in a very sort distance.  From the center of town, due to all the terrain obstructions, you would need a 200 foot tall tower for 5 miles of unobstructed radio path (10 mile radius) sort of.  You are 100% SOL heading west.  You would need the antenna to be a half mile in the air to get over the hills, down into the valley on the west side.
 
Your only real solution would be to actually put a repeater up around 36.930917 -80.626221, running off 100% solar power, with an antenna on a 100 foot mast.  Just a quick look, that would likely cover a 20+ mile radius.  Though I would hike or drive up there with some mobiles or portables and do a ground level test, before I spend any money. A 100 foot tower that can take 90+ mph winds will cost you $13,000+, not including installation.

Thanks for the input 

Your first goal should be to figure out how far you need to communicate. Is it just across town, or 20 miles away? Will you be using mobiles or portables as a primary radio? Are you talking between houses or to individuals? Finally are you communicating with just family or are you looking to talk with other operators, or use it for emcomms for groups like C.E.R.T.

Some of those questions determin if you need a repeater, or if simplex operations will be sufficient. They also help you decide what equipment you may need to use.

When considering a repeater you have more questions to be answered:
Do I have a way or means to get the repeater operating properly? Do I have a place to store the repeater? Do I have the funds and skill to install, test, and maintain the repeater? What would I need to achieve my goals with a repeater?

I'll be honest, when I started with building a repeater there wasn't any in the local area. (The LEH repeater is still the only repeater in the area as the Tuckerton unit was taken down) My goal was to increase portable range from the house to talk to mobiles across town, and to be able to direct link the repeater to another repeater at a family members house allowing the family to talk as a group. Since then, I have been striving to increase range, purchasing better equipment and getting the antenna up higher. In all the LEH machine had the following costs:

RKR1225: $550
DB duplexer: $325
Feedline: $75
Lightning arrestor: $35
antenna: $175
Antenna mount: $45
Antenna mast: $75
Back-up battery: $75
Pi & RIM: $150
Cabinet: $75
Test equipment: $400 (Includes SWR meter, dummy load, exc)

In total this came out to nearly $2000 to meet my goals, and that doesn't include things like duplexer tuning, programming software (Which I had to buy a dedicated computer for) or the time needed to inspect, diagnose, and repair problems which come up.

Howdy...  You want to discuss the pro's and con's of what, exactly?  What are you trying to accomplish?
 
Also, a common thread among folks that are new to GMRS is wanting to install a repeater.  There is significant cost and skill required to do it properly and with proper equipment.  I wouldn't go down that path unless you have those skills or pockets deep enough to hire someone who does.