Here are our top 20 picks for the most styling moms in Hollywood — featuring fun fashion commentary by our staff and readers.
By Haley Overland
Updated Mar 29, 2017"Michelle Williams has this young, fun, but classic, almost 1950s retro-pinup style, with a little bit of a preppy/androgynous thing going on."
— Ariel Brewster, Senior Editor
"Her taste is simple yet chic."
— Laura Grande, Online Editorial Coordinator
"I think Reese Witherspoon does an amazing job of looking appropriate and fashionable, without looking overly trendy."
— @JenTrend via Twitter
"She is so elegant. I love her simple style." — Kristy Woudstra, Online Editor
"I just love her down-to-earth style. She isn't trying to win a fashion prize every day — she's just being Reese!"
— @MeltdownMommy via Twitter
"I love Jennifer Garner. She looks gorgeous in the most warm and comfy clothes, and she can rock it up when she’s glammed for events. She has her own natural beauty and truly could be you or me."
— Olga Brilant, Online General Manager
"Because when she's being a mom she looks like a mom. And when she's on the red carpet, she looks like a star!"
— @shopwithrobin via Twitter
"Jen rocks Mommy-on-the go and red carpet. Love her scarves!"
— @HeatherAButler via Twitter
"Even though I am not a Sarah Jessica Parker fan, she always look urban and chic, but still somehow effortless. Her uniform seems to be cute jackets, slouchy boyfriend jeans, sunglasses, and ballet flats or booties. In summer she seems to wear lots of Swedish Hasbeen wooden clog sandals — love them!"
— Ariel Brewster, Senior Editor
"Love. Love. Love! And I want her hair."
— Haley Overland, Online Writer/Editor
"If I had one mommy crush, it would have to be on Gwen. She is ultra cool and always looks so put together. Her kids also rock more fashion duds than most people I know and will for sure follow in their stylish mom’s footsteps. Gwen’s style is modern, yet comfortable, and always trend-setting — something a mom (like me) would aspire to if I had the time and money."
— Kerrie Lee Brown, Executive Editor
"Kate Hudson takes after her stylish mom, Goldie. She always looks sun-kissed and boho chic when out with her kids."
— Jenny Charlesworth, Online Editor
"I find Jessica dresses similar to how I like to dress when I go out with my kids: some sort of 'away from the belly' top, jeans or leggings and boots; then she always accessorizes with a scarf, a cool jacket and a pretty purse that fits all the kid stuff without screaming 'DIAPER BAG!'"
— Nadine Silverthorne, Online Managing Editor
"Jess's everyday look is always in-fashion and totally her own."
— @HeatherAButler via Twitter
"Beside the fact that she can pull off a nude jumpsuit at 43, I love how JLo's style ranges from ultra feminine to 'Fly Girl.' Indeed, she's been a muse this year for both Karl Lagerfeld and Valentino — I mean, no wonder!"
— Haley Overland, Online Writer/Editor
"Best-dressed celebrity mom is definitely Victoria Beckham. She wears her own designs and always looks so fantastic in them. #posh"
— @Kathrynhillary8 via Twitter
"I think Katie Holmes is the best dressed! She always looks comfy, classy and cute!"
— @LavishlyFrugal via Twitter
"I'm a huge fan of the boho-chic style. One day I'll figure out how to pull it off myself. In the meantime, I'm taking notes from boho-chic icon, Nicole Richie. Love!"
— Haley Overland, Online Writer/Editor
"Miranda Kerr makes style look effortless."
— Kristy Woudstra, Online Editor
"Charlotte Gainsbourg — she’s not just my style icon, she’s my mom icon. She makes cool movies, sings on awesome albums, isn’t conventionally beautiful, but striking. She can equally rock a greasy mom ponytail with a t-shirt or a red carpet dress in Cannes."
— Nadine Silverthorne, Online Managing Editor
"Whether she’s on the red carpet or walking down the street with her kids, I love her fashion sense."
— Laura Grande, Online Editorial Coordinator
"Jennifer Hudson always looks head-to-toe fabulous. And any celeb mom who can rock that bright green suit she wore on Project Runway last season, deserves a spot on our list!"
— Haley Overland, Online Writer/Editor
"She's a style icon, and she takes great pride in her overall health and wellness. Great example for her kids."
— @TaraDawnOnChay via Twitter
"What’s not to love about this super cute mom and actress? Her casual looks are put together so...casually! She looks like she just threw on some jeans and a pair of sneakers, then just hides her new-mom hair under a nice hat and accessorizes with her adorable son, Leo, and the ultimate — Javier Bardem."
— Nadine Silverthorne, Online Managing Editor
"She looks gooood."
— Dave Grant, Web Producer
I love Hilary Duff’s sense of style because it’s always simple and put together. She knows how to rock a pair of jeans and a tee with gorgeous accessories, and never looks overdone or like she’s trying too hard. Plus she always has the nicest hair; I’ve tried to recreate her hairstyle more than once!
— Cassandre Cadieux, Contributing Copy Editor
"Sure, she’s had a few slips over the years, but new-mom Drew has finally found her own perfect style."
— Jenny Charlesworth, Online Editor
And one more for good luck — especially since most of the celebs in our Top 20 have been styled by none other than...
"Rachel Zoe, 'celebrity stylist to the stars'! I've loved her since the resurgence of enormous sunglasses, natural tones and bell-bottom jeans — all of which she famously championed. Granted, I'm probably too round for her liking, but I adore her signature boho-chic style."
— Haley Overland, Online Writer/Editor
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