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The Grammy Award for Best Classical Crossover Album was awarded from 1999 to 2011.

The award was discontinued from 2012 in a major overhaul of Grammy categories. In the present day, if a classical crossover release is a non-classical artist making a classical album it should be entered in the appropriate classical category. If the release is a classical artist making a non-classical album it should be entered in the appropriate genre category (Pop, New Age, Jazz, etc.)

Years reflect

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