To get a motorcycle license in Oregon you have two choices. You can take the Motorcycle Safety Class. Where they teach you how to ride, along with the rules of the road, and when you are done with the class you take your certificate of completion to the DMV and they will give you a motorcycle endorsement on your license. Or you can go to the DMV take the written and riding test. The preferred method is taking the class, which will also lower your insurance rates. As far as insurance. You are required to have liability. The cost of insurance will vary depending on your record, what county you are in, size of the motorcycle, and what ever excuse they can think of. Maintenance costs, that all depends on the motorcycle. Normal maintenance is just like on a car, change the oil every 3000 miles, or every spring and fall. Tires, maybe a battery, like I said, depends on the motorcycle. Purchase fees: Luckily Oregon does not have sales tax, the initial license will probably run you close to $100, but that is good for 2 years, after that it's $42 for two years.