At 5’5¼” (165.7 cm)—often rounded to 5’6″ (1.68 m)—and wearing a US shoe size 8, Bailee Madison has developed a red carpet style that leans heavily on footwear to refine proportion and polish her silhouettes.
💫 Jump to a Look:
From sharply pointed pumps to delicate, wrap-around sandals, her shoe choices consistently anchor her transition from child star to a confident, fashion-aware presence.
Bailee Madison and Blake Richardson out for a dinner date at Craig’s in West Hollywood, California, on January 10, 2020 (Credit: WENN / Apega / FayesVision / Adriana M. Barraza / Instar)
Her approach to fashion often balances classic silhouettes with a particular focus on statement footwear, ranging from architectural pumps to intricate, wrap-around sandals.
👠 Explore Bailee Madison’s Best Shoe & Fashion Moments:
- 🎬 Bailee Madison joins Lucy Hale in Pretty Little Liars: Original Sin promotions, where sleek heels and elevated silhouettes reflect her transition into more mature, fashion-forward roles.
- 🖤 Bailee Madison’s Giannico “Scarlett” pumps bring a bold pop of color to a streamlined black outfit, showcasing her early experimentation with statement footwear.
- 👗 Bailee Madison’s lace dress moment alongside Jennifer Lopez highlights her polished, proportion-aware styling with classic nude heels.
- 💫 Her edgy L.A.M.B. booties at Nylon’s Young Hollywood Party capture an earlier, more experimental phase—mixing youthful outfits with bold, high-fashion footwear.
For a closer look at how her style continues to evolve, explore more of Bailee Madison’s standout shoe moments below.
Star Wars Premiere: Bailee Madison Sharpens a Gray Blazer Dress With Classic Pointed Pumps
At the London premiere of Star Wars: The Rise of Skywalker in December 2019, Madison showcased a structured gray mini blazer dress.
The ensemble utilized sheer black hosiery to bridge the gap between the dress’s formal tailoring and a pair of classic pointed-toe pumps, a combination that remains a blueprint for transitional evening wear.
Bailee Madison exudes chic sophistication in a structured gray mini blazer dress paired with sheer black stockings and pointed-toe pumps at the Star Wars: The Rise of Skywalker premiere in London, England, on December 18, 2019 (Credit: WENN / Apega / FayesVision / Adriana M. Barraza / Instar)
LA Art Show: Bailee Madison Adds Texture With Velvet Pumps and a Patterned Mini
Bailee Madison arrived at the 2019 LA Art Show Opening Night Gala in a paneled printed satin mini dress by Esteban Cortazar ($810.00), styled with a delicate Melinda Maria Safety Pin Ring ($22.40) and a pair of Jimmy Choo “Romy” velvet pumps.
Bailee Madison stuns in a chic, patterned mini dress paired with classic velvet pumps at the 2019 LA Art Show Opening Night Gala at the Los Angeles Convention Center on January 23, 2019 (Credit: WENN / Apega / FayesVision / Adriana M. Barraza / Instar)
The look strikes a balance between playful and polished, with the fluid, graphic skirt offset by the clean structure of the bodice.
Her choice of velvet pumps adds a richer, more dimensional finish than standard leather—absorbing light to create a deeper, more saturated tone that subtly elevates the entire outfit under event lighting.
Bailee Madison steps out in deep green velvet pointed-toe pumps, the sleek silhouette and subtle toe cleavage adding a polished, leg-lengthening finish to her look
Golden Globes After-Party: Bailee Madison Floats in Altuzarra and Barely-There Sandals
Bailee displayed her legs in a Ponza silk-chiffon midi dress from Joseph Altuzarra’s Resort 2019 collection. Her good friend Peyton List joined her at the InStyle And Warner Bros. Golden Globes After Party.
Bailee Madison and Peyton List flaunt their legs at the InStyle And Warner Bros. Golden Globes After Party held at The Beverly Hilton Hotel in Beverly Hills, California, on January 6, 2019 (Credit: WENN / Apega / FayesVision / Adriana M. Barraza / Instar)
Bailee’s blue silk-chiffon midi dress from Altuzarra is crafted in Italy for a slim fit with a flattering V-neckline and a slender pencil skirt that is slit open on one side and printed with an idyllic coastal scene – inspired by the equally charming settings of André Aciman’s novel Call Me By Your Name.
While Peyton opted for a revealing Valentino dress, both ladies highlighted their feet in strappy, barely-there sandals.
Bailee Madison and Peyton List flaunt their pedicures in glamorous metallic stiletto sandals at the 2019 InStyle and Warner Bros. Golden Globes After Party (Credit: WENN / Apega / FayesVision / Adriana M. Barraza / Instar)
Radio Disney Music Awards: Bailee Madison Sparkles in René Caovilla Snake Sandals
Bailee Madison also showed off her feet in ‘Snake’ crystal-embellished metallic leather sandals from René Caovilla at the 2018 Radio Disney Music Awards in Los Angeles.
Bailee Madison looks radiant in a plaid spaghetti strap dress, complemented by bold red lipstick and soft waves at the 2018 Radio Disney Music Awards in Los Angeles on June 22, 2018 (Credit: WENN / Apega / FayesVision / Adriana M. Barraza / Instar)
The American ‘Good Witch’ actress paired her shoes with a gorgeous plaid Prabal Gurung Pre-Fall 2018 Collection dress.
Bailee Madison accessorized with a variety of rings from Monica Vinader (Credit: WENN / Apega / FayesVision / Adriana M. Barraza / Instar)
Cut from draped all-over plaid fabric, it features a cascading ruffle down the side, highlighting the feminine form. She accessorized with a variety of rings from Monica Vinader.
Bailee Madison’s Prabal Gurung dress features a cascading ruffle down the side, highlighting the feminine form (Credit: WENN / Apega / FayesVision / Adriana M. Barraza / Instar)
René Caovilla has used the same expert craftsmanship methods since its launch in the ’30s. These silver leather ‘Snake’ sandals have shimmering crystal-embellished straps that coil around your ankle. They’re lightly structured, so they won’t slouch down as you walk.
Rihanna wore a custom-made pair of René Caovilla’s ‘Snake’ sandals at her Fenty Beauty launch in London.
Bailee Madison showcases her flawless pedicure in René Caovilla’s ‘Snake’ crystal-embellished metallic leather sandals (Credit: WENN / Apega / FayesVision / Adriana M. Barraza / Instar)
How Celebrities Around 5’5″ Use Heels to Refine Proportion and Presence
At around 5’5¼” (165.7 cm), Bailee Madison sits in a sweet spot where footwear becomes a defining tool rather than an afterthought.
Like many celebrities in this height range, she consistently turns to pointed pumps, delicate sandals, and leg-lengthening silhouettes to sharpen proportions and elevate each look.
For more inspiration, explore how other stars at a similar height use heels to shape their red carpet style.
👠 Explore Celebrities Around Bailee Madison’s Height:
- ✨ Standing at 5’5″ (165 cm) and wearing a US shoe size 9, Keke Palmer uses statement heels, sharp tailoring, and bold designer choices to give her red carpet style extra presence.
- 🎬 Kirsten Dunst’s 5’5″ style shows how pointed pumps, strappy sandals, and clean proportions can make a mid-height frame look especially polished.
- 🖤 At 5’5″ (165.1 cm), Halle Berry consistently turns to designer heels from Christian Louboutin, Jimmy Choo, Casadei, and Giuseppe Zanotti to sharpen her glamorous red carpet looks.
- 👗 Standing at 5’5″ (165.1 cm) with a US shoe size 8, Kate Bosworth relies on refined pointed pumps and understated designer heels to keep her style sleek and elegant.
- 💫 LeAnn Rimes’ 5’5″ heel strategy is all about height-boosting platforms, towering stilettos, and leg-lengthening silhouettes that add drama without overwhelming her frame.
- 🌟 At 5’6″ (167.6 cm) with a US shoe size 8, Hayley Atwell offers a slightly taller comparison point, using classic pumps, minimalist sandals, and strong tailoring to create a quietly powerful finish.
- 👠 Emma Stone’s 5’6″ red carpet style is a strong match for readers interested in how designer heels from Louis Vuitton, Louboutin, and Jimmy Choo can elongate a similar-height silhouette.