While the concept of how to wear a hat isn't difficult, choosing the right hat or mastering how to wear a fascinator for maximum sartorial style can be a tricky one. Instantly elevating your look, from weddings to the races and even summer vacations, the right headpiece can make or break an outfit.
When it comes to what to wear to a wedding, or what to wear to the races, a hat should definitely be number one on your shopping list. With many dress codes for summer events including some form of hat or fascinator, deciphering which look works best for both your style and body type, as well as for your outfit will put a quick stop to any outfit meltdowns. Depending on the occasion, your hat needs will differ, but if you're looking for the right hat to complement the best mother of the bride outfits, or best mother of the groom dresses, or even as a guest, be guided by the type of day the couple are having as a starting point. And regardless of the event, make sure your final choice has a synergy with your outfit.
“I usually suggest to my clients to start with the piece they love the most, and this could mean a hat, a dress or even a pair of shoes or a handbag. Use that as your starting point and work the rest of your outfit around it,” explains Lisa Tan Millinery. And don't be afraid of going bold.
“Don’t feel you have to perfectly match your millinery to your outfit either, as quite often a color clash or a contrasting tone can provide a more interesting element,” says Lisa.
Beverley Edmondson Millinery agrees, adding, “Matching everything completely can lead to a bland outfit where nothing ends up standing out. Choose your ’hero’ piece of the outfit and let everything else softly complement that.”
How to wear a hat - the best styles as chosen by a fashion editor
Fascinators can vary from the cute and quirky to the full-on ridiculous but they are the perfect choice if you want to inject some playfulness to your look. When working out how to wear a fascinator, there are no hard and fast rules, but they are usually worn at the side of the head, secured with a band or clip. They're less likely to blow off in an unexpected just of wind and are easy to slide on or off at the last minute. Often elaborate affairs, expect embellishment details such as feathers, or sculptural mesh styles for added impact.
If you decide to go bold, keep the rest of your outfit pared-back - a block-colored dress or suit - and let the headpiece take center stage. “Sometimes a simple outfit needs a stand-out hat that can really turn the dress/suit into something far more exciting otherwise if the dress is quite busy and patterned, selecting one of the colors from the pattern will create a look that allows the hat to frame all the interest in the outfit, and lift colors from the pattern but not compete with it,” says Beverley.
Fashion editor’s picks…
LK Bennett Michaela Mint Fascinator
Phase Eight Twist Top Fascinator
RRP: $90 / £55 | For something a bit bolder, try this hot pink number. The artistic design is sure to make a statement with its twist decoration and sheer fabric. Wear with one of the best pink dresses for a coordinated look, or go for clashing hues in a green two-piece.
Hobbs Shona Fascinator
RRP: $165 / £79 | When all else fails, monochrome is a safe option and one you can pair with almost any outfit. The white base here is ideal for warmer weather, as it is light and bright. This has a classic disc design with a sculptural bow detail for added drama.
2. Wide brimmed hat
An elegant choice of hat, a wide-brimmed design is ideal for summer event season. Most recently showcased by Megan Markle at the Queen's Platinum Jubilee celebrations, this statement style is usually best suited to taller frames, as it can feel overwhelming on petites. If you're usually in the best petite dresses, you can make this style work by investing in some high-heeled shoes, as an elongated silhouette will carry this look off with ease - pair with a midi-length dress for maximum elegance. To add further instant inches, color match your hat to your outfit for a seamless look, and sweep your hair back into a sleek bun or pony for a sophisticated finish.
Fashion editor’s picks…
Coast Lisa Tan Premium Boater Hat
RRP: £129 (UK only) | Part of the Coast x Lisa Tan Millinery range, this vibrant hat will really make an impact. Crafted from signature sinamay - a natural straw fabric - it has a boater style silhouette in a bold color block design. Ideal for this season's dopamine dressing trend.
John Lewis & Partners Charlotte Occasion Hat
RRP: £95 (UK only) | This is a classic choice that will see you through all summer occasions. In a chic and wearable navy hue, it has a wide brim and a statement bow detail for extra interest. Wear with a wide-legged, flattering jumpsuit in a neutral hue for a chic look.
Arket Wide Brimmed Straw Hat
RRP: £69 / £55 | For something that will work for both smart and casual occasions, try this modern straw hat. It has a flattering oversized brim and a flat crown. With a cottage-core feel, there are also straps that can be tied under the chin to keep it secure.
3. Halo Headband
Headbands are one of the top fashion trends 2022 and they’re a good way of easing yourself into headpieces and fascinators if you’re new to the hat game. You can always rely on the Duchess of Cambridge for inspiration when it comes to sartorial elegance and her headpiece styling is no exception. Stick to classic hues of black and cream for a more subtle approach or add a pop of color for a bolder look. An evening do might require something more glitzy so look for beaded embellishments and pretty prints for added glam, and make sure you swot up on how to wear headbands.
Fashion editor’s picks…
Jennifer Behr Layla Silk-Satin Headband
RRP: $165 / £130 | A black headband is a wardrobe essential and suits both light and dark hair. The minimalist design is guaranteed to go with everything and the silk-satin fabric gives it a particularly high-end finish. Perfect if you’re after something more subtle.
Oliver Bonas Embellished Headband
RRP: $38 / £26 | Looking to top off your cute summer outfit? Look no further than this beaded headband. In a soft green hue, it features chic white sequin embellishment, with yellow beaded flowers for a feminine finish. Coordinate with a floaty yellow dress.
& Other Stories Braided Headband
RRP: $25 / £17 | This braided headband is worthy of any occasion and could be worn as part of a bridal outfit or as a great choice for what to wear to a bridal shower. Crafted from recycled polyester, it has sustainable credentials too. Style with neutral hues.
4. Pillbox Hat
Made popular by former First Lady Jackie Kennedy, a pillbox hat is an occasionwear classic. And if you want to learn how to dress like Carrie Bradshaw, the fictional style icon is a fan too. Chic and understated with a vintage twist, the small round hat has no brim and sits neatly on the head attached by elastic or pins. A stylish and flattering choice for petites, it's a go-to for what to wear to a christening or wedding and looks best paired with formal outfits such as a tailored dress or skirt suit and the best designer heels.
Fashion editor’s picks…
Beverley Edmonson Ramie PillBox
RRP: £160 (UK only) | The ramie fabric gives this hat a summery aesthetic and the cream hue makes it easy to style with almost any look. It attaches to the head with elastic that sits neatly underneath the back of the hair.
Maison Michel Wool Felt Pillbox Hat
RRP: $1,014 / £735 | Modern brides will love this white pillbox hat. Crafted from wool felt it has a tulle trim and a subtle gold logo. Perfect if you’re after something simple and elegant, team with a timeless shift or fit and flare dress.
5. Straw Hat
Practical and stylish, a straw hat is a summer essential keeping you protected from the rays whilst looking effortlessly chic too. More casual than a pillbox or fascinator, this versatile hat design can be an everyday piece or dressed up for special occasions. Look to structured styles such as a boat or trilby to keep it on the smart side and team with the best dresses or sleek separates. The neutral hue is guaranteed to go with everything too from chic whites to pastel shades.
More casual iterations of this trend make great vacation partners and to keep your hat safe in transit, you might want to add it to your 'what to wear on a plane' look. Pair with your best beach cover-ups and best beach bag - in a similar straw or rattan design for a chic poolside outfit.
Fashion editor’s picks…
Reiss Lexi Woven Bucket Hat
RRP $91 / £48 | '90s-inspired bucket hats are taking over the fashion-sphere this summer making any outfit look instantly cool. The straw fabric on this design gives it more of a grown-up feel that you can dress up with the best midi dresses and strappy sandals.
Mango Braided Straw Hat
RRP: $49.99 / £29.99 | For more of a laid-back vibe, try this braided beauty from one of the best Spanish clothing brand Mango. The perfect companion to a tiered skirt or '70s style dress, the neutral hues keep it timeless and versatile. You’ll wonder how you ever coped without it.
6. Trilby and Fedora Hats
Both year-round staples and another versatile choice of headgear, the trilby and fedora straddle the casual and smart arena. Similar in style, the main difference between the two is the brim size. A fedora has a slightly bigger brim, but both silhouettes are incredibly flattering on all face shapes. Available in many iterations from autumnal felt to summer straw, they can even be worn with your best jeans and best blazer to give a sharper finish on more casual days. Take note from Pippa Middleton (above) and go for a color-coordinating look for a stylish day out in the sun.
Fashion editor’s picks…
Accessorize Sarah Sparkle Trilby Hat
RRP: $26 / £18 | The glittery finish on this hat gives it a fun look that’s ideal for what to wear to a festival this summer. In a wearable trilby silhouette in a pink hue, style with a little white dress or your favorite denim cut-offs. A sweet casual accessory.
Hush Mael Fedora in Khaki
RRP: $115 / £75 | Wondering what is boho style? This classic felt iteration slots this look into your wardrobe with ease. Finished with a buckled leather band, it’s available in both khaki and black. Wear with a printed midi dress and classic cowboy boots.
Chloé Crocheted Cotton Fedora
RRP: $800 / £600 | Pull out all the stops in this cute crochet design from designer Chloé. Trimmed with a chic ribbon and embellished with the designer logo, the open weave design will keep you cool in the heat. The rusty hues keep it timeless.
How to choose the right hat
Much like body type dressing, when selecting a hat or fascinator, you should consider your face shape and which styles will flatter you most. You will also want to consider investigating 'what color suits me', as the hat will sit close to your face.
"If you have a square-shaped face you want to go for a hat that has slightly softer curves as well as something that gives angle to your face. If you have a large forehead I would suggest a piece that would cut the forehead. If you are short do not go for hats that will overwhelm you like an extra-large or extra high (hat), if you are tall you can pull off large hats," says Merve Bayindir Millinery.
Weddings and race days can be long so comfort is also key when choosing your hat.
“When shopping for millinery, do make sure the piece you choose is comfortable to wear. You’ll be wearing it for at least a few hours – or several hours if it’s a race day – so choose a piece that feels right and sits well on your head,” says Lisa.
Merve Bayindir believes big race days such as Royal Ascot are the best events to go big with your hat, whereas at weddings you can go for something more subtle.
"I usually suggest stronger hats for races especially if they are one of the big ones, as I believe races are the best place to show off your hats. For weddings, unless it is a destination wedding, I insist that the mother of the bride wears a proper hat instead of a small fascinator. At least close members of the family, especially at a church or synagogue should keep in mind that it is not just the bride and the groom that are being presented but the entire close family members. So hats should show this off."
Of course, as long as you feel 100% confident in your hat, it doesn't matter what style you go for.
Lisa adds, “Have fun with your millinery – how often do we get the chance to wear a hat? Embrace it! And if you’re worried your hat might be ‘too much’, I can almost guarantee that will never be the case on a race day, as there will always be someone with a bigger, louder hat!”
Charlie is the Deputy Fashion Editor at Future plc across multiple women’s magazines including Woman & Home, Woman and Woman's Own.
She bagged her first magazine job in 2009 and has previously written for titles including Stylist, Closer and Dare. Over the years Charlie has embraced anything that was thrown at her from styling celebrities to testing out the best jeans on the high street to writing about must-have beauty buys.
With a weakness for a printed midi dress, Charlie is on a mission to shop more sustainably and loves finding new ethical brands and second-hand buys.
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