Possible Clues:

• City entertained by actor on tour
• Home of the largest street fair in North America
• North American city also welcoming leader of revolution, not surprisingly
• Ron entertained by Dorothy’s dog in North American city
• Dorothy's dog welcomes run about in provincial capital
• Canadian city in Pixar's 'Turning Red'
• Moody Baby Love covers in North American city
• Friend of Dorothy embracing man in city
• Home to the Hockey Hall of Fame
• Storm cone atop completely borderless city