I had to google your location to see where you are, about 300 miles further north than me (I'm in upstate NY).
Motorcycles in the north are a tough business. People ride so little in the summer that a reliable cruiser bike like our VS 650s can easily last 20 years or more. Imagine trying to earn a living where a perfectly happy customer comes back every 20 years for a new bike!
Your perspective on sport touring bikes might be a little skewed for some reason. I love riding my VS 650 on secondary roads, taking my time and riding through towns and villages all over NY state, into Pennsylvania, and up around Niagara Falls. But for longer road trips I'm thinking of getting a Yamaha FJR1300.
You can get it with nice hard bags on the sides, an adjustable windshield, pretty good fairing setup, and if you check the Yamaha website its an upright riding position with the ability to lower the seat while riding for the best comfort. I think I would like to put a drivers backrest on it, if I get one. When you get on the interstate going 80mph the wind blast is a big issue, and its hard to deal with using a classic tombstone shaped windshield and fork deflectors.
You can put a fairing on a cruiser bike, but it does not look right to me - like someone tried to cross breed a 1950s Harley with a 2000 Goldwing.
On craigslist in my area there are usually 20 to 30 Yamaha cruiser bikes for sale, and only a few sport touring bikes - the FJR1300 is something I don't see up for sale very often.
Having said all that, when I'm out riding I would say I see 20 Harleys for every Vstar, Victory, or Honda cruiser bike. I don't worry about it, I love my vstar, it has never let me down- always starts and runs perfectly everytime I want to ride it, 36,000 miles on the odo and I expect to have it for another 10 years at least.
If I do get the FJR that wont take anything away from me riding my cruiser bike the way I like, on all the two lane roads all around my area, it will just open up the options for longer trips, where you really need to get on the interstate for a day or two, to get where you want to go.