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Top 10 Oprah hairstyles across the decades

As the Oprah Show comes to an end, we can’t help but look back at the moments that stood out or ignore the hairstyles that stood straight up. Oprah’s hairstyles have been as controversial as many of her guests so we’ve picked the top ten to remember as we see Oprah off the air.

The Ponytail

Oprah knows class. No hairstyle better reflects her powerful presence, appropriate for this red carpet moment at the TCA Winter Press Tour, than a sleek ponytail. This 2011 hairstyle makes a bold statement and will always be fashionable. The height and length of the ponytail makes it characteristically elegant.

Oprah Winfrey at the 2011 TCA Winter Press Tour

Oprah’s Signature Look

This hairstyle is an integral part of the Oprah signature look we’ve all come to know and love. It comes as no surprise that Oprah accepted Barbara Walter’s most fascinating person award while sporting such a sophisticated, classic hairstyle. There’s a little too much poof for our liking, but no other look defines Miss Winfrey better.

Oprah Winfrey and Barbara Walters, Oprah as the most fascinating person of 2010

The All-In-One

In 2009, Oprah’s hair couldn’t quite decide what to do. So it did what it knows best: a little bit of everything. The curls add dimension to this otherwise flat hairstyle. This look is as versitle as Winfrey herself. When you can’t decide between curly and straight, why not have both?

Oprah Winfrey on the Oprah Winfrey Show 2009

The Up-Do

Oprah swept her ringlets into a ponytail for this 2007 interview. The few curls framing her face perfects this professional-looking hairstyle. The hairdo also proved to be an excellent way to show off her earrings. There’s no doubt Oprah has worn some jewels that could steal the show.

Oprah Winfrey on the Oprah Winfrey Show 2007



Oprah dared to go straight in 2006 with this short and simple style. An elegant headband perfected the look. She might have had a day in the park as she played with dogs in San Diego, but her hair meant business. Although over the years Oprah rarely revisited this style, it comes as no surprise that sleek and straight is hidden in her hairstyle archives.

Oprah Winfrey with her dogs in 2006


ConsistEntly Curly

Oprah can never go wrong with curls. This hairstyle might have been from back in the day, but it sure isn’t outdated. The look is fun and laid back with a touch of wild. Remind you of any day-time television celebrity? It looks easy to manage as well. Maybe that’s what Oprah’s so smiley about.

Oprah Winfrey on the Oprah Winfrey Show 2005

Frizzy Fashion

In 2004 Oprah had some rough hair days. While on Jay Leno, her hair seemed, well, wider than usual. The frizz shows the importance of knowing when to put the brush down. Oprah’s effortless style will never be short-lived, but it’s a good thing this hairstyle was.

Oprah Winfrey with Jay Leno on Late Night With Jay Leno in 2004

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Bold Bangs

In 2002, Oprah polished her Jackie-O look from the previous decade. With her bangs heavier and more numerous, she seemed ready to take on the world as she was well into the Oprah empire we know today . This hairstyle is undoubtedly more serious than some of her others. It seems appropriate Winfrey’s sky-rocketing career.

Oprah Winfrey 2002

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The Jackie-O

The new decade brought a new hairstyle. This smoothed down look was a modern take on the First Lady’s famous hair, and reminded viewers that Oprah was a also a regal beauty. Oprah kept her bob and bangs for the majority of the nineties. Whether she was sitting on the interview couch or working out with John Travolta, it suited her well.

Oprah Winfrey with John Travolta in 1990

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Oprah’s Retro Style

This hairstyle is certainly a blast from the past. It brings back memories of yearbook photographs we’d rather have stay on the shelves. It does, however, confirm Oprah’s legacy and iconic status. Her beauty was never in question. We could only imagine the amount of hairspray bottles that must have been on the rough draft of Oprah’s favorite things list.

Oprah Winfrey in 1983



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