Looking for the greatest collection of fabulous hats to complete your winter fits? 21Ninety’s got you covered!

Winter dressing is all about accessories. Coats, scarves, and gloves can elevate an outfit and give it a complexity that will help set you apart. Of course, we can’t forget about the all-important hat!

The accessory is not only one of the keys to staying warm on a cold or rainy day, but a hat can also help tie any outfit together perfectly. From fedoras to buckets, hats are a popular way to top off a look. Depending on your mood and style there are so many options out there to fit your personality. And who doesn’t like something that’s a true reflection of who they are, as a person?

Hats are a fun and affordable way to express yourself…and most in-person offices like them, too, so you won’t need to sacrifice fashion for form and function…or professionalism, for that matter!

So, to help you get that perfect look, we’ve compiled a list of fabulous hats to help complete whichever winter look you’re trying to achieve. From fun to flirty to warm and welcoming, these hats are the perfect topper for your holiday fit!


Wide Brim Fedora


Courtesy of Amazon

There’s just something about a wide brimmed fedora that elevates a look. This one in particular, in an easily styled neutral, is a great addition to any winter outfit. The hat has a brim measuring nine centimeters and a delicate bow detail. It’s a polyester and wool blend and comes with an adjustable strap on the interior to help fit a range of head shapes. Reviewers comment on the hat’s comfort and ability to maintain its shape.


Fiddler Cap


Courtesy of Amazon

You’ll get a cool two for one with this hat set. The fiddler cap comes in both beige and black and offers a range of styling options. This hat design has grown in popularity recently and is a great addition to a fashionable outfit. The hats feature a tweed-like texture that is breathable but also helps keep in warmth. Because of this construction, the hat can easily be worn throughout the year in all seasons. Above the brim you’ll find a double rope accent that elevates the style and look of the hat. There is a drawstring on the hat’s interior for sizing adjustments. Try adding this to a preppy outfit to complete the look.


Vegan Leather Bucket Hat


Courtesy of Amazon

The bucket hat is back! The style seen often in the 90s has recently regained popularity. This Lack of Color brand bucket hat is a modern twist on the retro fashion staple. The piece is constructed of vegan leather and comes in two size options. On the side of the hat you’ll find a patch pocket that helps give a unique look. Dress this hat up with a monochromatic skirt and top or down with a sweatsuit and sneakers.


Satin Lined Baseball Cap with Ponytail Hole


Courtesy of Amazon

Are you team big hair, don’t care? Then this satin lined baseball cap should be a great fit for you. The cap’s exterior is cotton. It comes lined with a soft satin material to protect your delicate tresses and help keep your hair moisturized. The cap also has an extra large hole in the back for your big ponytails or buns.  At the bottom of the hole you’ll find an adjustable strap that can be used to tighten or loosen the fit. The cap comes in a classic design that will easily match a variety of looks.


Tartan Beret

Courtesy of Amazon

Oh, c’est chic!  Pull off the ultimate Parisian glam with this tartan beret. It’s a one size fits all hat that is constructed with a faux leather band at the base of the cap. The tartan elevates the look and adds a fun holiday twist. The hat is both adjustable and warm for those chilly winter days or nights. You can pair this with an all black outfit or go bold and wear red with it. Reviewers love the quality and construction.


Retro Pillbox Fascinator


Courtesy of Amazon

Let’s go retro with this 100% Australian wool pillbox hat. The hat is a cute and classy option for church or high tea. It comes with a bow detail on the back to elevate the look even further. Inside you’ll find hat elastic as well as a sweatband to help with comfort and fit. Reviewers boast that this cap easily stays put without the use of pins to keep it in place.

Arielle Clay is a contributor for 21Ninety.

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