Wow! You just slammed what is, in my opinion, the best place to ride in Wisconsin. Go ahead and formulate your opinion of Northern Bayfield County by the City of Bayfield but that is well documented in this thread, so no surprises there. Their disdain for snowmobilers has been there for years. I wrote of riding into Bayfield nearly 20 years ago.
Your comment about getting to the casino is baffling. If you truly did ride to the casino, which BTW is in Red Cliff, there is only one way in and out by land and that is on TR1. Its almost impossible to miss. Simple and easy.
No gas and a lot of places closed? Hmm. Not sure how to respond to that other than most riders plan ahead when riding in very rural and somewhat remote areas. Like Candyman stated, the Bayfield County Snowmobile Map might be of assistance to you. There are closed businesses in the UP as well, probably more than here, but that doesn't keep the crowds away. People figure it out and make plans to meet their needs.
Lets be honest. Snowmobiling is on the decline and, as a result, that has resulted in a negative impact on many rural areas. And not for just snowmobiling. Plus the membership in local snowmobile clubs has sharply declined which puts a lot of work to maintain the trails in the hands of a very few dedicated souls. If you want to make a difference, then get involved.