1
A little more edgy
Brixton Fiddler Fisherman Cap

1
A little more edgy
Brixton Fiddler Fisherman Cap
Credit: NordstromThis fisherman cap has two rope trims on the base of the crown with a rich herringbone texture. Try this with your fave fall outfit and it will be the signature look of the season.
2
Newsboy Wool Beret Cap

2
Newsboy Wool Beret Cap
Credit: AmazonThis timeless beret cap can be bought in a variety of cute colors! This retro-inspired beret will go well with any outfit and can be dressed up for a night out or casual hang with your friends.
3
Paige Lorenze Inspired Hat
Teddy Bucket Hat

3
Paige Lorenze Inspired Hat
Teddy Bucket Hat
Credit: WETMTLooking for a hat that's cute as it is warm? This one if going be perfect. Not to mention it, it's great for a Paige Lorenze inspired outfit this fall and winter.
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4
A classic wide brim hat
Wide Brim Rancher Hat

4
A classic wide brim hat
Wide Brim Rancher Hat
Credit: Fluffy SenseWe're all a little obsessed with Lainey Wilson right now and this hat is perfect for the country singer's look. The light mocha color will go well with all of our fall fits.
5
A vintage look
Phoebe Slouchy Lieutenant Cap

5
A vintage look
Phoebe Slouchy Lieutenant Cap
Credit: Free PeopleFinish your look off with this classic lieutenant style cap. It comes in six different colors to fit your style and the soft wool material is ideal for a chilly Autumn day.
6
Wool hat for the weather
Wool Sherpa Cloche Hat

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Wool hat for the weather
Wool Sherpa Cloche Hat
Cloche hats are big this fall! A mix between a beanie and a bucket hat, it will be your new fave fall accessory. The warm sherpa material will stay with you well into the winter as well.
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7
A Nora Ephron Inspired Hat
Felted Wool Fedora

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A Nora Ephron Inspired Hat
Felted Wool Fedora
Credit: Kurt GeigerThe one thing I want to watch during fall? Nora Ephron movies! And this hat reminds us of the one Meg Ryan famously wears in When Harry Met Sally.
8
A cozy beanie
Carhartt Knit Cuffed Beanie

8
A cozy beanie
Carhartt Knit Cuffed Beanie
While Carharrt has been a beloved brand for a while, these beanies arrived on the trend scene a couple of years ago and the style is here to stay. These knit beanies will keep you warm on the chilliest of days.
9
For a Chic and Sophisticated Look
Pinnacle Wool Felt and Leather Safari Hat

9
For a Chic and Sophisticated Look
Pinnacle Wool Felt and Leather Safari Hat
Credit: PinnacleWith both leather and felt materials, this hat is the best of both worlds! We think it's perfect for a trip to pumpkin patch or a visit to an apple orchard this season.
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10
For a feminine fit
Pink Du Jour Beret

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For a feminine fit
Pink Du Jour Beret
Credit: Free PeopleSince the Barbie movie has taken over the world, everyone is inspired by Margot Robbie's outfits, including her adorable pink beret. This hat will add a feminine touch to any fall fit.
11
Rancher Hat
ASN Luna Rancher Hat

11
Rancher Hat
ASN Luna Rancher Hat
Credit: ASNRancher hats are a must for fall. This wide brim one comes with a contrasting velvet trim around the crown and the edge of the hat that adds a cozy feel.
12
A different kind of bucket hat
Kavu Fur Boonie Hat

12
A different kind of bucket hat
Kavu Fur Boonie Hat
Credit: KavuFuzzy bucket hats are in this season. We love how this one from Kavu has more of an outdoorsy look. It will be your new go-to hat for a weekend of camping or sitting by the fire.
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13
Quarter Hemp Snapback

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Quarter Hemp Snapback
Credit: SeagerIf you're going for the western look this fall, we're obsessed with this trucker hat from Seager. Throw it on when your running quick errands or dress it up with a pair of hoops and a chic coat for a Princess Diana look.
14
Fange Women's Felt Fedora Wide Brim Panama Hat with Tassels

14
Fange Women's Felt Fedora Wide Brim Panama Hat with Tassels
Credit: AmazonThis hat brings a bohemian twist on a fall classic: the Panama hat. From a variety of colors to choose from, from olive green (shown) to khaki and wine red, the combination of the tassels and hat is colorful and different. In fact, with this hat you don't need much to make a look work, a pair of jeans and a white t-shirt will already work beautifully!
15
A Unique Hat
Idyllwind Maybelle Wool Felt Western Hat

15
A Unique Hat
Idyllwind Maybelle Wool Felt Western Hat
Credit: IdyllwindThis rust color and burnt orange are always in our fall color scheme, but the exuberant color is really having a moment this season. The wrapped around bandana and feathers adds a unique touch, too.
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16
A Cowboy Hat For Everyone
Sendero Cowboy Hat

16
A Cowboy Hat For Everyone
Sendero Cowboy Hat
Credit: SederoIf wearing a big 'ole cowboy hat isn't really your style, this one from Sendero is fit for everyone. Trucker hats and baseball caps are no longer just a last-minute hair fix, they're particularly in-style these days.
17
A Classic Cap
Filson Double Mackinaw Cap

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A Classic Cap
Filson Double Mackinaw Cap
Credit: BackcountryThe Double Mackinaw Cap is a classic accessory for someone who loves fashion and cool weather. What was considered a convenient and warm hat for cool months back in the day is now considered a look of sophistication and unique style.
18
A Hat that will actually keep you warm
Lands' End Faux Fur Expedition Trapper Hat

18
A Hat that will actually keep you warm
Lands' End Faux Fur Expedition Trapper Hat
Now 63% Off
Credit: Lands EndIf you live in an area where fall actually gets pretty cold, you might want to grab this trapper hat. It has an old school look that makes it a fun and unique wear while also keeping you warm!
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19
A Western Wide Brim Hat
Midtown Wide Flat Brim Hat

19
A Western Wide Brim Hat
Midtown Wide Flat Brim Hat
Credit: StetsonWhen it comes to handcrafted hats, Stetson knows all. The brand is widely loved for it western wear, and you can probably see why. This flat brim hat is ideal for a dressed up night.
20
The Perfect Black Hat
Idyllwind Midnight Stars Western Hat

20
The Perfect Black Hat
Idyllwind Midnight Stars Western Hat
Credit: IdyllwindThis is the hat of our dreams! Pair this with a fun outfit for a concert or a fun weekend antiquing. The black wool looks sleek while the silver embellished conchos add some fun flair.
Anna Mahan is the Associate Commerce Editor for Country Living. She finds and shares a variety of the best lifestyle products, from fashion and beauty to cast iron skillets.
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