The Stunning Hair Transformation Of Pippa Middleton

Though it's usually Kate Middleton who gets all the praise for gorgeous hairstyles, her younger sister Pippa Middleton proves enviable tresses run in the family. While Pippa's had several outfits that caused a stir, she also had royal watchers floored in July 2025 when she made a rare public appearance at the British Grand Prix with a striking new 'do. Pippa rocked a fresh bob that proved why women in their 40's should get the chop, featuring a slightly off-center part that was so flattering. One X user wrote what we were all thinking when they posted, "She looks so beautiful."

That wasn't the only time Pippa braved the cut and took a few inches off or tried something unexpected. In fact, while it may appear the Brit hasn't changed up her tresses much since she rose to prominence as the gorgeous sister of the future Queen of England, in reality, she's experimented with several lengths and styles. And we can confirm that from wavy lobs to flirty, loose braids, Pippa's hair transformation is truly stunning.

Pippa Middleton first made it clear great hair runs in the Middleton family when she started gaining media attention in 2006. Pippa channeled her sister Kate Middleton's trademark bouncy blowout while attending the Cheltenham Races with her famous sibling. Her brunette locks had plenty of volume and movement as she styled them into a flattering rounded 'do with feathered ends. But the similarity to her sister Kate's most iconic hair moments wasn't just a one-time thing.

Pippa sported a similar cut later that year while chatting with Kate and the man who would become her husband, William, Prince of Wales, following a soccer match. Pippa wore her long hair down again and seemingly pushed it back using her hand for an effortlessly sophisticated vibe. Her tresses still fell in a flattering way that framed her face though, proving she's a natural beauty through and through.

As Pippa Middleton continued to attract attention while her sister's relationship with Prince William got stronger, we noticed her styling her thick locks in more obvious ways (potentially so she was always camera-ready). In 2008, she wowed with bouncy curls when she stepped out for the seasonal opening of an ice rink. The shade of her hair looked gorgeous at the evening event, as the photo flashes brought out the stunning, caramel mocha tone in her brunette strands.

The rising socialite was clearly in a skating (and curling wand) mood around the time, as she attended another ice-skating event the following year. This time, her curls were a little looser and she wore her rich brown mane in loose waves under a knitted hat. Her long hair cascaded down her shoulders in a glamorous way and proved she was clearly paying attention to what was fresh at the time, because loose curls and waves were a huge trend in 2009.

Interest in Pippa Middleton and her gorgeous hair reached fever pitch in 2011 after she served as maid of honor at Kate Middleton's royal wedding. She wore a stunning, half-up, half-down hairdo with curls cascading down her back, accented with fresh lily of the valley for a stunningly regal aesthetic. Pippa caused such a stir on the big day that Brian Merron, of Kantar Media Intelligence, told The Telegraph, "Her rise has been meteoric, to the extent that two weeks after the wedding Pippa overtakes Kate in our media survey." He added, "It's safe to say that Pippa Middleton's celebrity status is well and truly set to climb and climb."

As her star power rose, Pippa elevated her hairstyles to match. Later in 2011, she attended an All Saints party and looked stunning with her signature brown locks pulled into an undone updo. Pippa rocked a side part with the front sections pulled back, but kept a strand of hair down to demonstrate her effortlessly chic style with a polished edge.

In 2012, we saw Pippa Middleton sporting a few more practical hairstyles while working in London. In one paparazzi shot, the famous sister sported a basic yet sleek and chic ponytail; an aesthetic we don't see on her or her famous sister too often. Her new penchant for slicked back styles proved how seriously Pippa was still taking her work despite her new socialite status.

When it came time to play though, she was happy to let her hair down — literally. Later in 2012, Pippa was snapped at the Wimbledon tennis tournament rocking one of her most undone hairdos yet. Gone were her perfectly coiffed curls and sleek updos, in favor of less uniform, beachy, loose waves with an uneven side part. The look may have been Pippa's way of differentiating herself a little from her royal sister, who famously wears more polished, bouncy styles.

Pippa Middleton made one of her biggest hair changes ever in 2014 when she chopped several inches off her locks in favor of a sleek lob. At a Race Across America event, Pippa stepped out with a flattering shoulder-skimming, straight style in her signature brunette shade. She added a deep, side part with plenty of body in her bangs, which stayed voluminous despite the California heat (which is no easy feat).

Pippa then proved it's a myth shorter cuts don't have many styling options, with an ahead-of-her-time look at a wheelchair rugby exhibition match in the British capital. She sported a longer version of the bell-bottom bob (which became the flippy and flirty haircut of the moment in 2024) by turning the thick, healthy-looking ends of her 'do outwards.

Though the lob was one of Pippa Middleton's best haircuts, she didn't keep the shorter style too long. By summer 2015, she was back to her trademark, chest-length, glossy brown tresses while taking in the sights of the annual Wimbledon tournament. But there was a twist. Pippa's locks seemed to be a slightly lighter brown than her signature shade and her new cut seemingly featured more layers than her lob. That gave her mane extra body and movement, creating a cut that wouldn't be out of place as part of Kate Middleton's hair transformation.

The star also began experimenting with different styles as she let her tresses grow out. While appearing at the tennis tournament a few days later, Pippa pulled the front sections of her hair back into two French braids that started at the top of her head and finished behind her ears. The half-up, half-down aesthetic was perfect for the summer, and the slightly curled ends felt modern while giving her hair a little extra texture.

Pippa Middleton was firmly back in the headlines in 2017 when she tied the knot with James Matthews. The bride's sophisticated bun with a veil and subtle tiara on her big day not only had everyone talking, but had plenty of brides clambering to get her look. Mathew Soobroy, principal stylist at Charles Worthington Salons, told Harper's Bazaar U.K. it was created using rollers for volume, as well as ornate braids.

Later that year, the then-newlywed was back at Wimbledon sporting a very different hairstyle. Following the pomp and prestige of her big day, Pippa opted for a more relaxed vibe via her low and loose ponytail with small, face-framing sections left down. The strands were slightly curled and gave a curtain bang look, proving that even though the younger Middleton sister may not change up her haircuts often, she still looks beautiful with a wide array of styles.

By 2018, Pippa Middleton was expecting her first child, which may have influenced her decision to return to a shorter cut. While stepping out for her then-annual Wimbledon appearance, she stunned with a middle-part lob that finished just past her shoulders. Pippa styled the perfect summer cut (which appeared to have soft highlights at the front) by adding flattering waves that blew in the breeze and made her look like a supermodel strutting her stuff on the runway.

Pippa's shorter 'do wasn't too short for a ponytail, though. And that made it even more versatile as she prepared to enter a big new phase of her life. A few days later at Wimbledon, she pulled her locks back into a loose, low pony but kept volume at the roots, keeping the style soft to compliment her enviable bone structure.

Pippa Middleton took inspo from her sister Kate Middleton's rare sleeker styles in 2019 after growing her hair out again. While attending a wedding, her mane was devoid of a single flyaway. The beauty wore a defined center part with the front sections tucked behind her ears. The rest of her locks were wavy and flowed down her back. While Kate's sported similar looks with a tiara, Pippa made a case for chunky headbands with a velour accessory that brought a youthful elegance to her hair while making it appear more 'done.'

When Pippa stepped out for Wimbledon — again — in 2019, she shared a fun and easy hairstyle for busy moms by putting a flirty twist on the classic ponytail. In the Royal Box, her toffee highlighted hair was fit for royalty, with the wavy strands secured at the back of her head along with a large, loose braid along the side. She kept the 'do polished by hiding her hair tie, wrapping her hair around it for a blended, seamless aesthetic fit for the sister of a princess.

During another Wimbledon stint in 2024, Pippa Middleton was all about pulled back, long locks. The stunner pinned the front sections of her hair back to make her facial features the focus. She may also have teased the roots, as there was plenty of body at the top of her head, while the rest of her mane flowed down her back for a sophisticated 'do that was fit for rubbing shoulders with her royal family.

Later that year, Pippa wore one of her shortest looks ever after cutting several inches off her strands once again. While attending a Christmas carol service in winter 2024, her shoulder-skimming style was the closest we've seen her go to a true bob. It had plenty of volume at the ends thanks to her bouncy curls and she continued her tradition of adding plenty of body at the roots. Pippa's healthy and shiny locks were anything but flat and gave sister Kate Middleton's iconic, bouncy blow-outs a run for their money.