Inspired Women’s Hat Styles for Winter (Gift Guide)

holiday hat gift guide

Get her a hat – that’s what we always say. But not just any old hat. It’s got to be one of the trendiest and most timely women’s hat styles being seen on runways and red carpets now.

1930’s and 1940’s women’s hat styles may go out of style and come back. But when they do, they come back just a little differently. So for this holiday hat guide we’re bringing you the trendiest, most fashionable women’s winter hat styles.

The perfect topper will have her grinning from ear to ear and looking fierce as ever. If you’re thinking of a baseball cap, skull cap, or Santa hat…stop.

We’re going to show you different styles of women’s hat worn by JLo and Miley Cyrus. You’ll also see the latest women’s hat styles from Dior, Coach, Thierry Mugler and Agnes B, most of which we bet you’ve never seen before.

It’s trendy, fashionable women’s hat styles that make memorable gifts. So for this gift guide, we surveyed runways and red carpets far and wide in search of the perfect holiday hat gift. Fashion inspiration for holiday hats is everywhere: from movie premieres to red carpet arrivals. So you don’t have to waste your time searching for them; we’re bringing the hottest hats straight to you. 

Feast your eyes on Shantel Jackson’s fierce wide brim hat, J-Lo’s ultra-sexy leather beret, or Miley Cyrus’s edgy, fuzzy number – flawless all-around! 

Want more ideas? We’ve got tons in this exclusive Women’s Hat Styles Holiday Gift Guide. 

Trendy Leather Women’s Hat Styles

Full-leather raspberry French beret hat worn by Jennifer Lopez.
Jennifer Lopez wears a wine-colored beret at STX Entertainment\’s \”Hustlers\” Photo Call at The Four Seasons in Beverly Hills. (Photo by Matt Winkelmeyer/Getty Images)

J-Lo’s sultry wine leather beret complements her leather dress perfectly at the Hustlers movie premiere. What a mood! Her raspberry beret hat not only frames her diamond-shaped face, but it also brings out the warm undertones of her skin. And here’s one you can buy on Etsy for $40!

Women’s leather hats are a triple threat. They’re comfortable, functional, and fashionable. And this French beret hat will help keep you warm in the frigid temps of Chappelle-des-Bois and top off your outfits like a dream! 

You don’t have to be a green beret to pull this look off. And, believe us, leather berets look just as good in black. Here’s the proof:

Model wears a black leather beret on the runway
A model walks the runway in a black leather beret during the Christian Dior show as part of Paris Fashion Week. (Photo by Pascal Le Segretain/Getty Images)

Check out this gorgeous black leather beret at Christian Dior at Paris Fashion Week; it illuminates the runway as its folds catch the light. Here’s one from Neiman Marcus for $340.

The best thing about these leather beret hats for women is that their utility extends far beyond the runway. You can wear them with a crew neck sweater and your favorite jeans, or even a semi-formal midi or maxi dress. Feel free to dress things up with dainty gold or silver jewelry and heeled booties. 

Patent Leather Military Caps for Women

Model wears black leather military hat with patent leather bill and cap band.
Model Coco Rocha wears a black leather military hat as she attends \”Thierry Mugler : Couturissime\” at Paris Fashion Week. (Photo by Marc Piasecki/WireImage)

If you worry that a full-leather hat may be too much for the woman you’ve got in mind, consider this military cap with just a pop of patent leather.

Top Model Coco Rocha rocked a part fabric, part leather military hat at Thierry Mugler: Couturissime. Clearly, her barracks cover is slayed to the gawds! Here’s a cool one from FarFetched for $256

This peaked cap features a fabric crown, a thick shiny leather cap band, and a slick leather visor bill. Even sans cockade, it evokes a tangible attitude of rebellion that’s so appealing in today’s fashion landscape. And what’s more, it can be paired with a wide variety of casual and semi-formal outfits. Try it with a cropped cardigan with harem pants to a bodycon dress with an A-line coat, and everything in-between. This makes it a great gift! 

Panama Hats Styles for Women

Few hats are as stunning and historic as a wide brim panama with the brim turned down. Originally crafted in Ecuador in the 16th century from natural Toquilla straw, panamas have stood the test of time. Genuine panamas give off an aura of casual elegance that’s impossible to miss, and they’re not just for men. 

Panama hats for women slay wherever you go. Brazilian model Alessandra Ambrossio wears a Panama jack hat to hide from the paparazzi on everyday errands. Combined with dark shades, she demonstrates how a panama straw hat can transform even the simplest outfit into a spectacular one! 

We’re loving authentic panama hats for the fall and winter months because they pair exceptionally well with boots, sweaters, and jackets. And after the winter months are long gone, you can wear them with your summer dresses, swimwear, and casual fits. Talk about versatility! 

Panama jack straw hats flatter everyone, so feel free to gift them to women of all ages! 

Fur Hats

Black fur wide brim hat worn by Miley Cyrus
Miley Cyrus wears a fuzzy black fur wide brim hat at Tom Ford at New York Fashion Week. (Photo by Jamie McCarthy/Getty Images)

Quirky hats are totally “in” and Miley Cyrus definitely got the memo. She arrived at the Tom Ford arrivals in a fur wide brim hat – an homage to classic Russian fur hats. And she paired it with an all-black textural ensemble to remember. 

Here’s one on Etsy you can get from just $149.

The cohesiveness of the outfit is notable, but the contrasting materials make it stand out in a chic yet mysterious way. You’ve got a velvet fitted jacket with crumpled sleeves, silk trousers, and a crisp shirt with a deep-plunging neckline. And we’d be remiss if we didn’t mention that touchable fur hat because it’s quirky-beyond-all-reason.

The hat’s magic lies in its fuzzy, plushie-like fur texture. Fur hats for women aren’t something you see every day, but we can’t deny that it tops off this texture-rich ensemble in grand fashion.

Model wears a straw sun hat with a scalloped brim and embroidered message.
A model walks the runway in an embroidered straw sun hat during the Agnes B show. (Photo by Thierry Chesnot/Getty Images)

Here’s another quirky hat that speaks to us. This model is rocking an embroidered sun hat with some super unique features. It’s got roundness in the crown, a wide scalloped brim, and an embroidered message in French. It’s a far cry from the quintessential beret or fedora.

Here’s a similar embroidered sun hat with a creased crown from Mui Mui for $310.

And one this with a round top from Saks Off Fifth for just $25 is a steal!

Believe it or not, unique hats can be as fashionable as more mainstream or minimalist hats. Even so, gifting a quirky hat is a bit risky unless you know your giftee really well. Our advice? Before you invest in an unconventional hat, be sure that she has the confidence to wear it unapologetically.

Hats for Big Heads

Wearing a hat that’s too small is not only uncomfortable, but it can also make your head look gigantic. Unfortunately, finding hats for women with large heads can be a losing game– that is, if you don’t know what hat style to get. Here are some hats that have a little extra room to accommodate larger heads while visually shrinking them.

Big Hats for Women

Bedazzled wide brim hat worn by Nafessa Williams
Nafessa Williams sports a bedazzled wide brim hat at the Essence Black Women in Hollywood Awards Luncheon at the Beverly Wilshire in Los Angeles. (Photo by Aaron J. Thornton/Getty Images for Essence)

Women’s wide brim hats are a godsend for large-headed women with even larger personalities. Some of them are casual outfit toppers while others are mega-extravagant, commanding any given room and serving up fierceness at every turn. What’s more? Women’s wide brim hats are universally flattering and always on-trend. 

Shantel Jackson in a black safari fedora
Shantel Jackson wears a black safari fedora at the 2021 Ebony Power 100 on October 23, 2021 in Beverly Hills, California. (Photo by Alberto E. Rodriguez/Getty Images)

Shantel Jackson shut down the Ebony Power 100 in a sexy black safari fedora hat.

How’d she do it?

She paired a cute curly hairstyle with a sparkly top and black bottoms. The hat’s got an unusually high crown – proportionally accenting her face and torso. It’s no question – the look was a complete knockout! If the woman on your gift list has a colorful personality and draws attention wherever she goes, she’ll love a wide brim hat! 

Bucket Hats

Karreuche Tran in a Coach C Print bucket hat
Karrueche Tran wears a branded bucket hat by Coach at NYFW (Photo by Dimitrios Kambouris/Getty Images)

Bucket hats were super big in the 90s, and they remain a staple in any casual wardrobe today. All the top fashion houses are doing them now.

There are Gucci bucket hats, Prada bucket hats, Dior bucket hats and, in this photo, one from Coach for $125.

But what many don’t know is that they visibly shrink your head, thanks to the shadows cast by the low brim of the hat. 

Cloche Hat

This 1920’s women’s hat style is called the cloche came before bucket hats and is a great gift for any vintage babe! It’s got a classic feel that lends itself well to most formal or semi-formal outfits.

Here’s a beige one for $246 to get for your girl.

You can wear a wool cloche hat to black tie events and holiday parties, or anywhere else you want to look glam. And you can wear a straw cloche hat to a crochet party.

Hat Bands

Cree Summer in a brown wide brim hat with a brown suede hat band.
Actress Cree Summer arrives at the 48th NAACP Image Awards in a brown wide brim hat with a suede hat band at Pasadena Civic Auditorium in Pasadena, California. (Photo by Gregg DeGuire/WireImage)

Hat bands can completely transform a hat’s appearance and energy. Luckily, you don’t have to go far to find bands in a wide array of colors, patterns, and sizes. Here’s an adjustable suede hat band from Paul Lashton for $30 that will make an excellent stocking stuffer.

Sangria-colored fedora hat with matching band worn by a model
A model walks the runway in a sangria-colored fedora at the Maisonnoee show during the MBFW in Berlin, Germany. (Photo by John Phillips/Getty Images for MBFW)

Choose a contrasting band or go matchy-matchy with a band that’s the same color as your hat. Just be sure that it’s got some texture, so it won’t blend in too much. The hat band in the above photo adds a subtle sense of formality to this already-bold hat. 

Pro tip: Hats can get pretty expensive, especially for name brand ones. So, instead of splurging on multiple hats for her, purchase one hat. Then, stuff her stocking with a set of several colorful wool hat bands from Rodeo Chic on Etsy. That way, she can switch the bands out as she pleases. 

The Hat Stops Here

This guide is filled to the brim (pun intended) with red carpet, runway, and Insta-worthy hat picks. We’re so glad you saw these expert-approved fashion hat style tips.

The hat you need to impress your girlfriend, granny, mom, sister, or daughter is here!

Choose a hat from our list that reflects her personality and personal style to a T.

Our guess is that she’ll be more than delighted! 

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