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I suggest you to break the task into two.
1) Version upgrade from 10gR2 to 11gR2 on Windows 2003
2) After Successful Version upgrade, Migrate the 11gR2 database from Windows 2003 to Linux.
Before upgrading your Production database. Upgrade & Migrate a copy of Production database, and test all your exisiting applications with upgraded database.
N.B.: To earn a good reputation on forums, and if you want that your questions will be answered timely. Kindly adopt the habit of marking your questions closed as soon as you get the answer. and be courteous to the people who trying to help.
The easiest method is to perform and export / import - http://docs.oracle.com/cd/E11882_01/server.112/e23633/expimp.htm
I would recommend you use the same process for both Production and Dev databases. Pl respond to Justin's other questions - size and downtime will be factors that will determine your approach