Question
Leeds, UK, 13th March 2025: Photo of an historic videodisc of the singer Dolly Parton

How many times has Dolly Parton topped the Billboard Hot 100?

Last updated: September 17, 2025

Dolly Parton has dominated country music for over five decades and has sold over 100 million records worldwide. She's written some of the most beloved songs in American music history, crossed over into pop success multiple times, and even conquered rock with her recent "Rockstar" album. How many times has Dolly Parton reached number one on the Billboard Hot 100?

Correct Answer: Twice

(Source)

Despite a record-holding 25 number one hits on the Billboard Hot Country Songs chart, she's only topped the Billboard Hot 100 twice. Her only solo victory was the working woman's anthem "9 to 5" and then she topped the chart again alongside Kenny Rogers with their flirty duet "Islands in the Stream." For someone with such an enduring legacy, it gets even stranger when you consider that including her #1 hits, she's only ever broken into the top ten four times. Now if we're talking about her success as a songwriter, we can't forget Whitney Houston turning "I Will Always Love You" into a 14-week chart champion.

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