This might not count (unless you stretch the definition of suburban Springfield to its max), but if we're doing Oral Roberts...
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Not as tall, but seriously conspicuous out there in the middle of the Pioneer Valley, Umass Amherst's Du Bois Library always put a smile on my face. 300 feet, 30 stories tall. It was the world's tallest library when it was topped off in 1969. And back when I was there, the word was that Whitey Bulger was hiding out in the top 2 floors, which were mysteriously closed once his brother William Bulger became Umass' President.