Holly Just Wore the 6 Winter Dresses We Will Actually Wear This Season

Emma Spedding

This Morning's Holly Willoughby might not be considered a directional style icon. Like most mainstream television personalities, she tends to favour cheery items with mass appeal rather than trend-led fashion buys. However, ever since she wore a long-sleeved rainbow dress by London Fashion Week designer Ashish a couple of years ago, editors have been paying closer attention to what she wears in her daily outfit posts. Right now, we're all about her selection of incredible winter dresses. There are six, in particular, that have caught our attention—from a red midi to a cute mini from Zara. 

So what is her stylist Angie Smith's tips for making the most out of a high-street budget? "I think that certain brands excel in specific styles. For example, if I need a great cashmere jumper, I always go to John Lewis & Partners or M&S; for tailoring, L.K.Bennett and The Kooples; for coats and skirts, I go to Jigsaw; for dresses, Whistles; for skirts, H&M; and for shoes, Kurt Geiger. For everything else—and for one-off unexpected pieces—I regularly shop Massimo Dutti, Maje, Hobbs, Next, Warehouse, Russell & Bromley, Topshop and Office."

As for outfits that always work for Holly? "She has an amazing hourglass figure, so she suits fitted, tailored shapes," Smith shares. "All her looks have to work 360 because we never know what she'll be doing that day." But they have to be careful about colours and prints, as Smith explains: "Stripes and checks can strobe on TV, so they're a big no, sadly. We both love colour, so I always try to pack in as much as that as possible, as I think it really works for her."

While Holly regularly wears high-street pieces (she's just as much a lover of Zara as we are), she's also been branching out recently with different brands from the likes of Markus Lupfer, Ghost and Sandro. Keep scrolling to see Holly Willoughby's best winter dresses that we'll genuinely wear, plus some of her greatest-ever looks. 

Holly's winter dresses

Shop the dress:

Warehouse Retro Floral Midi Dress (£55)

Shop the dress:

Zara Textured Dress (£30)

Shop the dress:

& Other Stories Ribbed Turtleneck Midi Dress (£85)

Shop the dress:

Alexachung Plaid Twill Mini Dress (£245)

Shop similar:

Kate Spade Flair Flora Devoré Mini Dress (£395)

Finery Beaumont Ruffle Neck Midi Dress (£139)

More of Holly Willoughby's Best Looks

Style Notes: Holly wore a Christopher Kane jumper (totally sold out now) and a sassy leather miniskirt. 

Style Notes: Chic chic chic. 

Style Notes: This Zara top is the ideal print for autumnal wear and plays into the dark floral trends for this season. Holly takes it away from being too dark by adding a deep blush coloured skirt from Warehouse. 

Style Notes: Alas, this dress has now sold out. While it would have been brilliant as a summer frock, it's easily translated for autumn by the addition of black boots. 

Style Notes: Despite the colour of this outfit, it is 100% an autumnal look thanks to the top and skirt being knitted. 

Style Notes: What's an autumn wardrobe without a touch of gold? This dress is ideal for the changing seasons. 

Style Notes: Holly opts for one of the most flattering colours around along with our favourite neckline of the summer. 

Such a pretty summer dress. 

Style Note: In preparation for the approaching heat wave, Holly opts for a sleeveless dress from Danish brand Sand Copenhagen

Style Notes: A more contemporary look for Holly here from brand Joie, but proves she can carry off plenty of different summer dress styles. 

Style Notes: Tennis-inspired polo dress is a cute way to do office wear when it gets hotter. 

Style Notes: Gorgeous colour and gorgeous style frock by one of Kate Middleton's favourite brands, Beulah. 

Style Notes: The wrap dress continues to be a fabulous silhouette for Holly. 

Style Notes: A gorgeous tea dress from Ghost is perfect as the months start to warm up. 

Style Notes: The ruffles on this Kate Spade dress are what make this outfit so special. 

Style Notes: Just because it's dark doesn't mean this Lily and Lionel dress isn't summery. 

Style Notes:  Holly knows that there are some incredible dresses in & Other Stories right now. 

Style Notes: A chic floral dress by Whistles paired with Russell & Bromley court shoes. 

Style Notes: Holly wore a dramatic sheer Maria Lucia Hohan gown for this year's BAFTAs with strappy heels and gold earrings.

Style Notes: This & Other Stories dress has been at the top of our wish list for a while now and Holly styles hers with her fave beige court shoes. 

Style Notes: You know when Holly is rocking label-of-the-moment Ganni, that she's going up in style stakes. The vibrant blue hue is perfect for a summer wedding.

Style Notes: A pop of yellow never goes amiss, as shown in this Sandro knit dress.

Style Notes: Holly embodies all our feather trim dreams in this asymmetric Christopher Kane midi dress.

Style Notes: Now this is a Who What Wear look if we ever saw one. Holly looks spring-ready in Olivia Rubin's long-sleeved floral frock.

Style Notes: This Rebecca Vallance minidress is the ultimate LBD, just with a 2019 twist via the puff sleeves. So cute.

Style Notes: This Whistles shirtdress is classic Holly. We can also imagine wearing it with white sneakers for a more dressed down finish.

Style Notes: Needing inspo for your summer dress capsule? Look no further than this red mini by Oasis (yes, we couldn't believe it either).

Style Notes: Yup, beige-on-beige is still going strong, and Holly commits to the trend with a Massimo Dutti brown leather skirt and Pure Collection knit.

Style Notes: Holly embraces the check trend in Mango's midi. She styles it with her fave beige courts but keeps it cool with a denim shirt. 

Style Notes: Serious kudos to Holly for choosing this on-trend Ganni dress, which is expertly paired with chunky lace-up boots. 

Style Notes: Simple, elegant and grown-up, this is a quintessential Holly ensemble. We can imagine wearing that skirt with a white tee and sandals, too. 

Style Notes: We're making notes for our next summer wedding, thanks to this dream of a midi dress, which is so flattering thanks to its nipped-in waist and asymmetric hemline. 

Style Notes: A roll-neck and midi skirt is a great option for work. We're taking our cues from Holly and keeping our parings tonal. Navy is a great option. 

Style Notes: We've seen so many people in this waist-tie dress from & Other Stories. Polka dots have never felt chicer. 

Style Notes: Did you know that Meghan Markle was spotted in a dress in the same print as Holly's Reiss top? We'll have one in every colour, please.

Style Notes: Another day, another Whistles dress. This high-necked, long-sleeved look is ideal for those who are nervous about trying animal print, thanks to its vibrant red hue. 

Style Notes: Here Holly rocks the colour blocking look with a skirt from John Lewis & Partners that defies its £69 price tag. The green flowing asymmetric midi skirt also comes in a navy colour. Holly paired it with an electric blue cashmere rollneck by Pure Cashmere and a pair of white pointed court shoes from Kurt Geiger .

Style Notes: This Morning is rumoured to have a strict policy regarding hem lengths, so it's little wonder Holly made the most of mini lengths when in the Australian jungle. We love how she gave these faux-leather Gap shorts added polish with her tailored blazer.

Style Notes: The Holly effect was certainly felt when the presenter wore this La Redoute frilly blouse. Naturally it sold out within hours.

Style Notes: Okay, so Rixo isn't strictly high street, but thanks to its affordable price tag, the brand gained a new legion of followers when Holly chose to wear this tiger-print dress on-air. 

Style Notes: Swapping the This Morning sofa for a few weeks down under, Holly's I'm a Celebrity, Get Me Out of Here! outfits proved just as popular amongst her fans—particularly this AllSaints checked dress.

Style Notes: Working closely with M&S to create a fashion edit, Holly proved she knows a must-have when she sees it. This tiger-print dress, which is now on sale, was easily one of the most popular pieces. 

Style Notes: White boots are one of the easiest ways you give your favourite outfits a fresh spin, as evidenced by Holly's Kurt Geiger pair. 

Style Notes: Anthropologie has fast become one of Holly's go-to brands, and these checked trousers are one of her best finds yet. Paired with a classic cream jumper from Pure Collection, this look is easy to re-create and cost-effective, too. 

Style Notes: Holly expertly gives her pink ruffle Somerset by Alice Temperley knit and checked Topshop skirt an edgy overhaul with burgundy boots.

Style Notes: Topshop swiftly sold out of this rust-hued polka-dot dress when she wore it on This Morning. You can, however, still get your hands on the black colourway.

Style notes: Holly Willoughby's Whistles dress look is something we plan on re-creating once summer rolls back round. 

Style notes: This has been the year of polka dots, and Holly doubled up on clashing polka-dot prints, wearing a Jigsaw black-and-white polka-dot shirt with her red spotty Zara skirt. This sarong-esque silhouette is really flattering and a cool update on the classic pencil skirt.

Style Notes: We love the red-and-blue combination of this Henry Holland for Debenhams dress.

Style Notes: Holly styled her expensive-looking £40 midi with a pair of grey suede pumps and a navy roll-neck.

Style Notes: Holly Willoughby's £118 rainbow-striped sequin skirt from Anthropologie sold out almost instantly.

Style Notes: Holly's L.K.Bennett culottes are a bold trend piece, so she played down the rest of the look by pairing them with a camel J.Crew cashmere jumper and matching suede pumps. 

Style Notes: These burnt-orange Karen Millen trousers prove workwear doesn't have to be boring (or black, grey or navy).

Style Notes: Holly wore Ashish's rainbow-striped sequin minidress with a pair of gold mirrored heels. 

Style Notes: Holly provides plenty of workwear inspo with her This Morning wardrobe, and we love how she paired her classic tailored culottes with a pussy-bow blouse with a fun, playful print by Markus Lupfer.

Style Notes: Holly layered her sleeveless Warehouse black dress over a white roll-neck and paired it with black ankle boots—perfect for confusing climates.

Opening Image: @hollywillhoughby

This piece was published at an earlier time and has since been updated.

This article originally appeared on Who What Wear

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