Sophie Countess of Wessex’s most fashionable moments from then, to now

sophie countess of wessex best fashion moments
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Sophie, Countess of Wessex, the Queen's daughter-in-law, is often noted as one of the most stylish members of the royal family. Married to Prince Edward, the Queen's youngest son, the Countess cemented her place in the fashion world with her stunning Samantha Keswick (née Shaw) wedding gown, which wowed onlookers at her marriage to the Prince in 1999.

In the years since then, Sophie Wessex has proved herself as one of the most popular working royals, lending her voice to a wide range of important causes, whether she's visiting the guide dog association or working to help prevent sexual violence against women.

The Countess regularly attends important events and even official royal tours, such as her 2022 trip around the Caribbean meeting communities and important individuals with Prince Edward.

Whatever Sophie Wessex is working on, you can be sure she's doing it in style with a chic, well put-together ensemble. This often appears in the form of a midi or maxi dress, with floral prints and espadrille sandals for summer and long-sleeved looks for the autumnal months.

Whether accompanying her husband, the Queen or her daughter Lady Louise (who has been dressing just as stylishly as her mother of late), Sophie Wessex can be relied on to look polished and professional so she can get on with the important work of the day.

From soft hues, to florals and block colours, these are some of her most fashionable moments from then to now, complete with excellent matching millinery for some of those more formal occasions.

Monochrome Chic

Sophie Rhys-Jones at the Royal Ascot Races in the 90s wearing white and an oversized black bow hat.

Sophie Countess of Wessex style
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Colour Block Prints

Sophie, pre-royal life, wearing a vibrant floral dress at an charity race day in aid of the Duke of Edinburgh Award scheme.

Sophie Countess of Wessex Style
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Soft Mint Suit

Sophie at Ascot wearing a tailored jacket and skirt in soft mint green with white accessories.

Sophie Countess of Wessex style
Tim Graham - Getty Images

Simple Black Gown

The then Sophie Rhys-Jones arrived at the Royal Yacht Squadron Ball at Cowes in an elegant black dress.

Sophie Countess of Wessex style
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Animal Print

Prince Edward's fiancée, Sophie Rhys-Jones, at the Sadler's Wells Theatre in London, where the couple attended a production of Bram Stoker's Dracula. She wore a stylish grey leopard print outfit.

Sophie Countess of Wessex style
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A Royal Engagement

Prince Edward and Sophie Rhys-Jones at the announcement of their engagement. Sophie chose a dark suit with sparkle details for the occasion.

Sophie Countess of Wessex style
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Glitz and Glamour

Prince Edward and Sophie dressed up for The Duke Of Edinburgh Awards World Fellowship Ball.

Sophie Countess of Wessex style
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Trooping The Colour

The Queen Mother with Sophie in a carriage procession for Trooping The Colour.

Sophie Countess of Wessex style
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Samantha Keswick Wedding Gown

For her wedding to Prince Edward, Sophie wore a classic v-neck gown by Samantha Keswick (née Shaw). The couple are now known as The Earl and Countess of Wessex.

Sophie Countess of Wessex style
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Wedding Jewels

Prince Edward and Sophie waved to the crowd from an open carriage after their wedding ceremony in St. George's Chapel, within the grounds of Windsor Castle in 1999. Sophie was gifted a new tiara made from antique pieces and wore a black and white pearl jewellery set.

Sophie Countess of Wessex style
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Easter Service

Sophie, Countess of Wessex with Edward, Earl of Wessex wearing muted tones perfect for spring at an Easter service in Windsor castle.

Sophie Countess of Wessex style
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Chic Patterned Dress

Sophie, Countess Of Wessex was all smiles in a chic patterned dress during a meeting with the Prime Minister of Malaysia in Kuala Lumpur.

Sophie Countess Of Wessex style
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Baby Blue Dress

Sophie, Countess of Wessex arrived for the Royal Charity film premiere of Topsy-Turvy in Kuala Lumpur wearing a baby blue dress with a glitzy sleeve.

Sophie Countess Of Wessex style
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Visit to Al Fateh Mosque

Sophie, Countess of Wessex, went for a demure look wearing a scarf to cover her hair whilst visiting the Al Fateh Mosque in Bahrain.

Sophie Countess of Wessex style
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Soft Hues

The Earl and Countess Of Wessex attended the wedding of Prince Constantijn and Princess Laurentien of Holland. For the occasion Sophie wore a classic coat and skirt suit.

Sophie Countess of Wessex style
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Red Suit

Sophie, Countess of Wessex visited the Heather Ridge and Prior Heath Infant Schools in Surrey wearing a bold red suit and soft pearls.

Sophie Countess Of Wessex style
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Black Satin Dress

The Countess of Wessex attended a party at The Ritz hosted by The Queen to celebrate her Jubilee Year. For the occasion, Sophie wore a chic off-the-shoulder black satin dress and elegant jewels.

Sophie Countess of Wessex style
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Checked Coat

Alongside Prince Edward, the Earl of Wessex, Sophie, Countess of Wessex, opened the Assessment Centre at Moor House School in Surrey wearing a stylish checked coat.

Sophie Countess of Wessex style
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Maternity Chic

Sophie, Countess of Wessex, wore a black and white geometric print dress and black overcoat for a simple but stylish maternity look.

Sophie Countess Of Wessex style
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Modern Look

The Countess of Wessex looked chic in black trousers and a white blouse at The Guildhall in London, 2004.

Sophie Countess Of Wessex style
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Christmas Day Outfit

Sophie, Countess of Wessex, attended a Christmas Day service at Sandringham Church on December 25 2005 in a statement pink coat.

Sophie Countess of Wessex style
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Royal Dinner

Sophie, Countess of Wessex wore a figure-hugging floor length black skirt and high-collared embroidered shirt at a dinner at the Royal Windsor Horse Show in 2006.

Sophie Countess of Wessex style
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Bold Accessories

Sophie, Countess Of Wessex opted for a royal red dress and coat with a stunning ornate spider brooch as she visited the Royal British Legion Poppy Factory in Richmond.

Sophie Countess of Wessex style
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Paying tribute to The Queen Mother

The Countess of Wessex attended the unveiling of a memorial to The Queen Mother in a soft grey dress and cropped outwear, paired with black accessories.

Sophie Countess of Wessex style
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Classic Glamour

At the opening of the V&A's Grace Kelly: Style Icon exhibition, Sophie channeled classic glamour in a Little Black Dress with a twist.

Sophie Countess of Wessex
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Sophisticated Style

Prince Edward, The Earl of Wessex, and Sophie, the Countess of Wessex dressed up to attend a pre-wedding dinner in Stockholm, Sweden.

Sophie Countess of Wessex style
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Statement Accessories

Sophie, Countess of Wessex, wore a simple dark blue dress and lilac feathered headdress at the Easter Matins service at St George's Chapel at Windsor Castle, 2011.

Sophie Countess of Wessex style
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Bruce Oldfield Gown

Sophie wowed in this dramatic red Bruce Oldfield gown with folded neckline in 2011 next to Prince Edward.

Sophie Countess of Wessex style
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Feather Headpiece

Sophie, Countess of Wessex was photographed leaving the Commonwealth Day Observance at Westminster Abbey wearing an extravagant feathered headpiece. The muted tones add a soft edge to this statement outfit.

Sophie Countess of Wessex style
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Pretty In Pink, Again

Sophie, Countess of Wessex revisits this statement pink coat she wore in 2005 for another royal gathering. This isn't the first time the Countess of Wessex has been spotted wearing an outfit more than once, and she's not the only Royal to "recycle" outfits either.

Sophie Countess of Wessex style
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Magenta Dress

Sophie, Countess of Wessex attended an event at the Royal Academy of the Arts wearing a gorgeous magenta cut out dress. Her chic up-do and subtle earrings give the outfit a mature but elegant look.

Sophie Countess of Wessex style
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Peacock Hat

Sophie turned heads in a royal blue number and an equally extravagant peacock feather hat designed by Jane Taylor Millinery.

Sophie Countess of Wessex style
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Royal Ascot Look

This modest dress for Royal Ascot exudes class, and blue seems to be a gorgeous colour of choice for Sophie, Countess of Wessex.

Sophie Countess of Wessex style
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Bold Bling

Sophie, Countess of Wessex showed she isn't one to shy away from graphic prints and bold colours in this stylish combo as she stepped out for a charity Gala dinner in Qatar.

Sophie Countess Of Wessex style
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Simple Jane Taylor Headpiece

The Countess of Wessex looked effortlessly fabulous in her Suzannah couture dress. The wonderful bright green silk dress with folded pleat skirt contrasted well with the black silk bow belt and simple millinery by Jane Taylor.

Sophie Countess of Wessex style
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Blue Dress

Sophie, Countess of Wessex wore another gorgeous blue calf length dress to attend the Mencap charity lunch at Sheraton Park Lane Hotel in 2017.

Sophie Countess of Wessex style
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Emilia Wickstead Dress

Sophie, Countess of Wessex opted for a pretty dusky pink dress by Emilia Wickstead at Royal Ascot in June 2017

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Ethereal in white

Sophie, Countess of Wessex looked gorgeous in a flowing white dress at the Chelsea Flower Show in 2018.

Sophie Countess of Wessex style
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Animal Print Reimagined

Sophie, Countess of Wessex wore a Galvan 'Andina' printed silk shirt dress at a charity reception and dinner at Harewood House in 2018, and yes that vibrant coloured motif is in fact llamas...

Sophie Countess Of Wessex style
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Casual Day Dress

Sophie, Countess Of Wessex wore a navy floral print tea dress from Suzannah to celebrate the 100th anniversary of Daniel Department Store in Windsor.

Sophie Countess Of Wessex style
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Royal Ascot 2019

Sophie, Countess of Wessex posed for photographs with Prince Edward ahead of their 20th wedding anniversary. Sophie chose a pale pink dress with a floral pattern and matching wide-brimmed hat.

sophie countess of wessex style
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Blue Jumpsuit

The Countess of Wessex made a bold statement during Ladies' Day at Royal Ascot in 2019 by wearing a striking navy jumpsuit.

Sophie Countess of Wessex style
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Commonwealth Day Service

The Countess wore a striking white and blue ensemble to attend the Commonwealth Day Service in 2020.

commonwealth day service 2020
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Chelsea Flower Show

Sophie Wessex wore a stunning white dress with cut-out sleeves to visit the Chelsea Flower Show in 2021, where the Queen's Green Canopy Garden was being showcased in honour of Her Majesty's Platinum Jubilee tree planting scheme.

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Remembrance Day Balcony

The Countess of Wessex stood alongside the Duchess of Cambridge and Camilla, Duchess of Cornwall to view the 2021 Remembrance day service. Sophie's all-black ensemble featured a collared coat with statement gold buttons and a stunning bow head-piece.

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Family Occasions

Sophie Wessex looked stunning in a turquoise print dress and co-ordinating millinery to attend the 2022 service in St George's Chapel at Windsor Castle on Easter Sunday, alongside other members of the Royal Family. She arrived with her daughter, Lady Louise, who looked chic in a bold pink floral dress and Parisian-style hat.

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A Royal Tour

Sophie Wessex arrived in St Lucia wearing a red midi-shirt dress with heeled sandals and woven clutch. The Countess was in the Caribbean to begin an official royal tour alongside Prince Edward in honour of the Queen's Platinum Jubilee year.

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Members Of The British Royal Family Attend The Commonwealth GamesBIRMINGHAM, UNITED KINGDOM - AUGUST 01: (EMBARGOED FOR PUBLICATION IN UK NEWSPAPERS UNTIL 24 HOURS AFTER CREATE DATE AND TIME) Sophie, Countess of Wessex attends the 2022 Commonwealth Games at the NEC on August 1, 2022 in Birmingham, England. (Photo by Max Mumby/Indigo/Getty Images)

sophie, countess of wessex attends the 2022 commonwealth games at the nec on august 1, 2022 in birmingham
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The British Royal Family Attend The 'Together at Christmas' Carol ServiceLONDON, UNITED KINGDOM - DECEMBER 15: (EMBARGOED FOR PUBLICATION IN UK NEWSPAPERS UNTIL 24 HOURS AFTER CREATE DATE AND TIME) Sophie, Countess of Wessex attends the 'Together at Christmas' Carol Service at Westminster Abbey on December 15, 2022 in London, England. Spearheaded by Catherine, Princess of Wales and supported by The Royal Foundation, this year's carol service is dedicated to Her late Majesty Queen Elizabeth II and the values she demonstrated throughout her life. (Photo by Max Mumby/Indigo/Getty Images)

sophie, countess of wessex attends the 'together at christmas' carol service at westminster abbey on december 15, 2022 in london
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The Countess Of Wessex Attends The Countess Of Wessex Cup At Gibraltar BarracksCAMBERLEY, UNITED KINGDOM - FEBRUARY 07: (EMBARGOED FOR PUBLICATION IN UK NEWSPAPERS UNTIL 24 HOURS AFTER CREATE DATE AND TIME) Sophie, Countess of Wessex watches the rafting challenge as she attends the Countess of Wessex Cup at Gibraltar Barracks on February 7, 2023 in Camberley, England. The Countess of Wessex Cup is an annual inter-services competition that sees regiments from RAF Wittering, 5th Battalion The Rifles (5 Rifles), The Royal Corps of Army Music, Queen Alexandra's Royal Army Nursing Corps, The Lincoln and Welland Regiment and The Corps of Royal Electrical and Mechanical Engineers, in which The Countess of Wessex holds honorary military appointments, compete against each other in a series of challenges. (Photo by Max Mumby/Indigo/Getty Images)

sophie, countess of wessex watches the rafting challenge as she attends the countess of wessex cup at gibraltar barracks on february 7, 2023 in camberley, england
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Prince Edward Given Duke of Edinburgh TitleEDINBURGH, SCOTLAND - MARCH 10: Prince Edward, Duke of Edinburgh and Sophie, Duchess of Edinburgh meet members of the Ukrainian community at the City Chambers in Edinburgh to mark one year since the city's formal response to the invasion of Ukraine on March 10, 2023 in Edinburgh, Scotland. King Charles III has handed his late father's title the Duke of Edinburgh to his brother Prince Edward, honouring the late Queen and Philip's wishes. Charles conferred the title on the former Earl of Wessex in celebration of his 59th birthday. (Photo by Jane Barlow - Pool/Getty Images)

prince edward, duke of edinburgh and sophie, duchess of edinburgh
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Royal Windsor Horse Show - SaturdayWINDSOR, UNITED KINGDOM - MAY 13: (EMBARGOED FOR PUBLICATION IN UK NEWSPAPERS UNTIL 24 HOURS AFTER CREATE DATE AND TIME) Sophie, Duchess of Edinburgh seen using stepping stones to cross a stream as she attends day 3 of the 2023 Royal Windsor Horse Show in Home Park, Windsor Castle on May 13, 2023 in Windsor, England. (Photo by Max Mumby/Indigo/Getty Images)

sophie, duchess of edinburgh seen using stepping stones to cross a stream
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The Prince Of Wales Attends United For Wildlife Screening Of "Rhino Man"LONDON, ENGLAND - JUNE 13: Sophie, Duchess of Edinburgh attends a private screening of "Rhino Man", hosted by United For Wildlife at Battersea Power station on June 13, 2023 in London, England. (Photo by Karwai Tang/WireImage)

sophie, duchess of edinburgh attends a private screening of rhino man
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Grand Opening Of New Charfleet Book Bindery In Canvey IslandCANVEY ISLAND, ENGLAND - JUNE 27: Sophie, Duchess of Edinburgh attends the grand opening of the new Charfleet Book Bindery on June 27, 2023 in Canvey Island, England. (Photo by Dave Benett/Getty Images for Charfleet Book Bindery)

sophie, duchess of edinburgh attends the grand opening of the new charfleet book bindery
Dave Benett - Getty Images

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