Martha Stewart's Best Halloween Costumes Through the Years

"From the time I as a little girl, I have loved dressing up for Halloween," Martha recalls in the October 2018 issue of Living. "Every year, I look forward to devising my costume—some years the look is elaborate and the ensemble itself is extraordinarily complex, like when I was Fairy GrandMartha or the Spellbinding Sorceress. For those getups, I worked with the editors, makeup artists, costume designers, and seamstresses to execute some pretty ambitious designs."

Surprisingly, Martha's personal Halloween costumes have often been thrown together at the last minute: made from simple store-bought materials, her own cosmetics, and kitsch. Her Wonder Woman was such a costume, as was her Marilyn Monroe costume—both in response to attending themed Halloween parties. Her Roy Lichtenstein costume was easily assembled with bold makeup and accessories. Here, Martha emerges from behind her blue satin cloak to shock the little ones as they appear at her doorstop. Blue contacts and a streak of blue dye through her stark white wig add drama and contrast to her fiery red eyes. They make great inspiration for the perfect do-it-yourself costume.

At the studios of Martha Stewart Living, the idea for Martha's costume is set in motion as early as February. Editors create inspiration boards with several different concepts. These boards consist of images and swatches for hair, make-up, style, and mood. Martha and her editors then work together to refine the costume and the final theme. And this universal theme is often one that appeals to both kids and adults. In this creative process, Martha and her editors have created some iconic looks: the Spellbinding Sorceress with a sky-high bouffant, her magnificent Fairy GrandMartha in a pink tulle gown or the mysterious caped Motha. Of course, punny name helps personalize the ensemble to Martha even more perfectly.

This year, we pay homage to Martha's many costumes over the years—from fantastical to the terrifying—but all of them extravagant.

Last year, Martha reimagined herself as one of Roy Lichtenstein's iconic comic book women and gave us a behind-the-scenes look in her column for the October issue: "I wore an amazing platinum-blond wig and outlined a plain white shirt with black stripes. Red half-gloves, a bright-blue scarf, and exaggerated makeup added the more cartoonish touches."

With a flutter of silk-chiffon wings, a dazzling apparition emerges from the shadows to seek her place in the spotlight. Martha graced the cover of our 2011 Halloween special issue as a Motha, the winged wonder. Inspired by a vintage illustration and pieces from Alexander McQueen collections, she wore a cape, faux-fur collar, blonde bob wig, and beautiful butterfly lashes. Thanks to her platinum-blonde bob wig, flirty feathered lashes, and enigmatic smile, this chic lepidopteran is naturally luminous.

One look at Martha's captivating costume dispels any notion that practicing sorcery means looking like a wicked witch. Bedecked in crystals and stars for the cover of The Best of Martha Stewart: Halloween Handbook, Martha radiates spectral sophistication as a spellbinding sorceress. Her ruched gold stole requires some sewing, but no hard-to-find materials; her jewelry is made from Christmas ornaments and crafts-store supplies. Martha wears her own gown; scour vintage or thrift stores for something similarly sparkly.

Floating into view on a cloud of pink tulle, Fairy GrandMartha holds her glittery wand at the ready. Like the costumes, this dramatic ensemble is very easy to construct. The tulle is stitched only at the neck; a bodysuit and leggings provide coverage underneath the gossamer layers. Senior stylist Marco Maranghello from John Barrett pinned Martha's hair into a loose updo and then added in extensions and lots of sparkling accents. For a fantastical look like this, he says, "The more hair gems, the better."

Martha is turned into an autumnal goddess for the "Good Things" cover of the 2007 Halloween issue, draped in a diaphanous wrap of gauzy silk-organza strips and wearing golden leaves in her hair. For the wrap, you can achieve a similar look with a plain, sheer shawl pinned with the brooch. An urn filled with gold-leafed or painted pomegranates, apples, and leaves helps to set the scene.

Martha was instantly transformed into a haunted horsewoman for the cover of the 2009 Halloween issue. This spirited costume is inspired by the fashion of Edwardian England. Martha's grand cape swells behind her as she rides through a twilight gloaming. Her pale eyes stare from beneath red-rimmed lids. Although the cape looks elaborate, it's constructed with just a few folds and seams in a long piece of taffeta. A top hat veiled with black netting is trimmed with gray ribbon and an ostrich feather. Rutger, Martha's midnight steed, wears an ornately plaited mane.

Dramatic black makeup goes perfectly with Martha's glampire getup for the "Bad Things" cover of the 2007 Halloween issue and season 3 of the show. Her dramatic cape is made from black silk that's woven with metallic threads. Fasten it to a black dress with safety pins, and slip on long satin gloves. Martha's stylist, Eva Scrivo, trimmed a black wig into textured layers, then gave Martha a pale face, dark eye makeup, and—fittingly—blood-red lips.

Medusa, the Greek monster whose gaze could turn people into stone, was Martha's costume of choice for season four in 2008. An intricate and regal headpiece of snakes crowned her stone-colored costume. The show featured a mausoleum of audience members set in bronze, stone, and marble.

Dressed as a Black Widow for the cover of the 2000 Halloween issue, Martha shows Halloween makeup at its most glamorous and spine-tingling. Her look, achieved with makeup techniques and prosthetic features, was topped off with a swarm of spiders and a set of menacing black nails.

During a costume-creating segment on Martha Stewart Living in 2003, Martha donned a black Halloween spider veil she created using hat veiling, pom-poms, and chenille sticks.

Sporting a bright-orange bandanna and matching wig, Pirate Martha and her mates took over the Martha Stewart Living set (or rather, ship) in 2003.

For the very first Halloween special on The Martha Stewart Show in 2005, Martha dressed up as Jane of the Jungle. Accompanied by a stuffed chimpanzee, she made a grand entrance by swinging on a vine to start the show. Martha has long been a fan of author Edgar Rice Burroughs's Tarzan series.

For season five of The Martha Stewart Show, which aired in 2009, Martha presided over a Monster Bash as Queen of the Wild Things. Her furry costume was inspired by the beloved Maurice Sendak children's book Where the Wild Things Are.