Opinions to your questions will vary, and almost all of them will have merrit. That's what makes the Contender platform so great, its versatility. Anyway, here's mine based on using Contenders for just about every type of shooting/hunting for a few years.
The Contender frames DO NOT need to be opened to recock them. Those that think they do just haven't figured out the amount to squeeze the trigger guard to recock instead of open the action. Like trigger control, it takes practice until it becomes second nature.
As Walt said, the Contender has by far the best trigger of the TC handguns, and can be made even better easily. Translates to better accuracy for most shooters.
With longer barrels, sooner or later you will most likely put a scope on them. While bandoleer, hip and cross draw holsters are offered for the longer barrels, sling carry is much easier and faster to bring to battery from and adds the advantage of giving you a supported hold. With a good system like Glenn's they are comfortable to hike/climb with. For 10" barrels a cross draw holster is hard to beat for carry whether the barrel is scoped or not.
10" barrels... your 22 Hornet and 30 Herrett choices will work. Not the ones I'd choose, but they'll work OK to your 200 yards.
14" barrels... a 7X30 Waters or 30-30 Win are better choices than the 30 Herrett in the longer barrels, and a 22 Hornet will do better in this barrel length as well, especially if the ranges get long. They also balance well when scoped. Also not the cartridges I'd choose, but then I was a wildcatter mostly from the early 80's and handgun hunter from a decade before that.
Whatever you finally settle on, you are about to travel down a long road that I started down almost 43 years ago. It will have its steep hills, tight curves, slick spots and pot holes, but the rewards for taking the trip are endless no matter what type of shooting you do. If at all striken by them they will most likely take you into new types of shooting and hunting, and all for a small toll on your wallet. The TC fraternity is a very large one made up of people who are fast to help new folks along with their experience and knowledge, and there are a lot of them right here on GBO. Over a lifetime of hunting, many years shooting competition and just plain plinking, more often than not I had a Contender in my hands. Enjoy the journey... I sure did.
L.