The Best Dressed Celebrity Brides of All Time

It’s been a big summer for wedded bliss: In the last few months, everyone from Penelope Cruz to Carrie Underwood to Emily Blunt has tied the knot. And, try as Chelsea Clinton might to keep the particulars under wraps, details of her upcoming nuptials have been slowly but surely leaking out. We’re eagerly awaiting pictures of the former first daughter’s gown—rumor has it, she’s wearing Vera Wang or Oscar de la Renta—but in the meantime, we’ve decided to take a look back at the ten most iconic wedding dresses ever. 

Elizabeth Taylor
In 1950, Liz Taylor took her first trip (of seven) down the aisle, marrying hotel heir Conrad “Nicky” Hilton in a Hollywood ceremony. Her silk, basque-waisted gown cost a then-staggering $1500 (almost $14000 in today’s dollars) to make and was a gift from her studio, MGM.

Gwen Stefani

Christian Dior designer John Galliano created this dip-dyed silk faille gown specifically for the singer’s 2002 marriage to rocker Gavin Rossdale, and it’s a triumph of personal style—equal parts girlie and punk, just like the pop star herself.

Carolyn Bessette

Bessette asked close friend (and then-unknown designer) Narciso Rodriguez to design the gown she wore to marry John F. Kennedy Jr in 1996. The resulting simple bias-cut silk dress launched his career—and cemented her status as a new style icon.

Portia De Rossi

Both of the brides wore Zac Posen at their 2008 ceremony: Ellen DeGeneres opted for a tailored ensemble consisting of white pants, a dress shirt, and a white vest, while DeRossi chose a dramatic (and beautiful) backless gown with a ballerina-inspired pale pink tulle skirt.

Jacqueline Bouvier

The future first lady (and fashion icon) wore a voluminous ivory silk taffeta gown by the designer Ann Lowe when she married John F. Kennedy in 1953. A portrait neckline and wide, embellished skirt emphasized Jackie’s small waist, and an heirloom lace veil, which originally belonged to her grandmother, completed the super-romantic ensemble.

Joy Bryant

The actress was engaged to stuntman David Pope for almost a year, but she ended up planning her 2008 wedding in less than a month—luckily, designer Angela Missoni is a close friend of the bride’s and was happy to whip up this dreamy peach dress.

Victoria Adams

When the artist formerly known as Posh Spice married soccer player David Beckham in 1999, she did so in a structured, ballgown-skirted Vera Wang; the trend-setting star may very well have played a role in the subsequent ubiquity of the strapless wedding dress.

Lady Diana Spencer

Yes, her puff-sleeved, ruffled, silk taffeta gown—decorated with lace, embroidery, sequins, and around 10,000 tiny pearls—wasn’t exactly understated. But then neither was anything else about Diana’s royal wedding to Prince Charles in 1981.

Katie Holmes

Holmes once confessed that she fantasized about marrying Tom Cruise when she was a little girl—and the ornate, off-the-shoulder Armani she wore to their 2006 Italian wedding may very well have been the sort of gown she imagined wearing. Adorned with Swarovski crystals, embroidery, and a silk train, and topped with a floor-length veil made of ivory tulle, this was a true dream dress.

Marilyn Monroe

They seemed, to some, like a match made in heaven: the big-screen siren and the baseball star. While Monroe’s marriage to Joe DiMaggio didn’t even last a year, the fur-collared brown wool suit she wore to their 1954 ceremony at San Francisco’s City Hall was utterly timeless.

Elizabeth Taylor

Elizabeth Taylor’s Cleopatra co-star Richard Burton was her fifth husband. (And her sixth—they remarried less than two years after their first divorce.) So it makes sense that, in 1964, she decided against a traditional white dress. Instead, Taylor opted for a round-necked daffodil yellow chiffon mini topped with a headdress made of white hyacinths and lilies of the valley. (She wore green to their do-over in 1976.)

Ivanka Trump

Donald’s daughter was reportedly inspired by Grace Kelly’s classic gown: She converted to Judaism in order to marry Jared Kushner in 2009, and required a slightly more covered-up style. Vera Wang was happy to oblige. “I seized on the chance to do a dress that wasn’t naked,” the designer said at the time.

Mia Farrow

At 21, she personified the adjective gamine: Her close-cropped hair perfectly complemented her delicate features. And the ensemble she wore to wed Frank Sinatra in 1966—a pale mini-dress paired with a short, boxy matching jacket—likewise balanced sweet with chic.

Julianne Moore

The red-headed star’s lilac Prada wasn’t exactly traditional—but then again, neither was her 2003 wedding to director Bart Freundlich: The ceremony was held in the couple’s Greenwich Village backyard and attended by their son Cal, far left. (The groom’s coordinated shirt and tie were a nice touch.)

Audrey Hepburn

She played a water sprite in a 1954 Broadway production of Ondine, then chose a decidedly elfin tea-length, chiffon-sleeved Balmain for her wedding to co-star Mel Ferrer later that year. A wreath of fresh flowers completed the magical effect.


One might have expected the pop/folk singer to choose a slightly more glittery gown for her 2008 wedding—she was, after all, marrying a rodeo star. But the form-fitting lace Monique Lhullier gown that Jewel wore when she said her “I Dos” with Ty Murray was simply gorgeous.

Bianca Porez Morena de Macias

The soon-to-be Bianca Jagger wore a white YSL “Le Smoking” jacket over a long white skirt to marry Mick at St. Tropez Town Hall in 1971. Amazing, right?

Jada Pinkett

Jada married Will Smith on December 31, 1997, in a unique (and very of-the-moment) silk and crushed velvet mock turtleneck gown designed by Badgely Mischka.

Grace Kelly

In 1956, she played a princess onscreen in The Swan and then assumed the role in real life: The pearl-studded, long-sleeved gown she wore to marry Monaco’s Prince Rainier was a parting gift from Grace Kelly’s former studio, MGM. Conceived by costume designer Helen Rose—and constructed by three dozen seamstresses over six weeks—the elaborate silk faille, silk tulle, and rose point lace confection was pure Hollywood fantasy.

Cindy Crawford

In 1998, the already-flawless supermodel chose a simple John Galliano slipdress for her barefoot beach wedding to Rande Gerber. It’s unclear if she bothered with the old, borrowed, or blue—perhaps people this good-looking don’t need good luck.

Yoko Ono

The multi-media artist married John Lennon in Gibraltar in 1969, clad in a very counter-culture ensemble: a textured mini-dress, kneesocks, and a white felt hat.

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