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Autumn Outfit Essentials

Autumn Outfit Essentials

The perfect autumn outfit isn’t complete without the right hat. Whether you're layering up for crisp mornings or adding a stylish touch to your fall wardrobe, our collection of autumn hats has you covered.

21 Results

Anderson Cream wide brim fedora hat on white background, angled view
Woman seated in open landscape wearing Anderson Cream hat and linen jumpsuit
New

Anderson Almond | Cream Packable Wide Brim Fedora Hat

$143.00

Unit price
per 

4 colors, 4 sizes
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  • L
  • XL
Anderson Olive wide brim fedora hat on white background, angled view
Back view of woman in romper walking with Anderson Olive fedora and backpack
New

Anderson Olive | Green Packable Wide Brim Fedora

$143.00

Unit price
per 

4 colors, 4 sizes
  • S
  • M
  • L
  • XL
Anderson Brown wide brim fedora hat on white background, angled view
Woman standing in open field with Anderson Brown hat and linen outfit
New

Anderson Brown | Packable Wide Brim Fedora Hat

$143.00

Unit price
per 

4 colors, 4 sizes
  • S
  • M
  • L
  • XL
Teddy Fawn | Wool UGG Bucket Hat
New

Teddy Fawn | Wool UGG Bucket Hat

4.9 (36)

$198.00

Unit price
per 

3 colors, 4 sizes
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  • M
  • L
  • XL
Teddy Brown | Wool UGG Bucket Hat
New

Teddy Brown | Wool UGG Bucket Hat

4.9 (36)

$198.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Teddy Chestnut Wool UGG Bucket Hat crafted from premium wool and shearling, shown on neutral background
Top view of Will & Bear Teddy Chestnut Wool UGG Bucket Hat highlighting soft suede outer and wool lining
best-seller

Teddy Chestnut | Wool UGG Bucket Hat

4.9 (36)

$198.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Andy Oak Brown Wide Brim Fedora made from sustainable wool, displayed on neutral background
Top view of Will & Bear Andy Oak Brown Wide Brim Fedora, lightweight and crushable design
best-seller

Andy Oak | Brown Wide Brim Fedora

4.8 (578)

$165.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL

Andy Auburn | Dark Brown Country Hat

4.8 (578)

$165.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Buck Oak brown felt cowboy hat shown on a neutral background, highlighting the structured crown and wide brim.
Top view of the Will & Bear Buck Oak brown felt cowboy hat showcasing the cattleman crown shape and wool felt texture.
New

Buck Oak | Brown Felt Cowboy Hat

4.9 (29)

$176.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Buck Smoke black felt cowboy hat displayed on a neutral background, highlighting the structured crown and wide brim.
Top view of the Will & Bear Buck Smoke black felt cowboy hat showcasing the signature cattleman crown shape and premium wool felt finish.
New

Buck Smoke | Black Felt Cowboy Hat

4.9 (29)

$176.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Calloway Fawn Felt Fedora Hat made from premium wool, displayed on neutral background
Top view of Will & Bear Calloway Fawn Felt Fedora Hat, showcasing structured crown and leather band
best-seller

Calloway Fawn | Felt Fedora Hat

4.9 (1869)

$154.00

Unit price
per 

6 colors, 5 sizes
  • +1 more
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear Calloway Tan Brown Wide Brim Fedora made from 100% wool, displayed on neutral background
Top view of Will & Bear Calloway Tan Brown Wide Brim Fedora highlighting classic shape and leather band
best-seller
New

Calloway Tan | Brown Widebrim Fedora

5.0 (99)

$154.00

Unit price
per 

6 colors, 5 sizes
  • +1 more
  • S
  • M
  • L
  • XL
  • XXL

Calloway Ash | Wide Brim Felt Fedora

4.9 (1869)

$154.00

Unit price
per 

6 colors, 5 sizes
  • +1 more
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear Crushable Travel Hat in light brown felt, crafted for packable, all-weather adventures
Top view of Will & Bear Crushable Travel Hat with classic teardrop crown and structured wool felt
best-seller

William Oak | Crushable Travel Hat

4.9 (1478)

$143.00

Unit price
per 

4 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear Crushable Travel Hat in dark brown, made from soft felt and designed for packability, shown on neutral background
Top view of Will & Bear Crushable Travel Hat showing teardrop crown and wide brim, crafted for easy packing
best-seller

William Brown | Crushable Travel Hat

4.9 (1478)

$143.00

Unit price
per 

4 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
A Will & Bear removable string bucket hat in chocolate brown, displayed on a neutral background.
A couple wearing Will & Bear removable string bucket hats at the beach, enjoying the coastal view.
New

Billie Brown | Removable String Bucket Hat

4.8 (4)

$99.00

Unit price
per 

2 colors, 4 sizes
  • S
  • M
  • L
  • XL
Flat lay of the Levi Dark Brown beanie made from wool, displayed on a neutral background
Person wearing the Levi Dark Brown beanie holding a vintage camera in a desert setting
New

Levi Dark Brown | Winter Beanie

4.8 (291)

$66.00

Unit price
per 

6 colors, 1 size
  • +1 more
  • OS
Will & Bear Levi Olive Brown Winter Beanie made from Australian wool, displayed on neutral background
Front view of Will & Bear Levi Olive Brown Winter Beanie, featuring ribbed knit and upturned brim
best-seller

Levi Olive Brown | Winter Beanie

4.8 (291)

$66.00

Unit price
per 

6 colors, 1 size
  • +1 more
  • OS
Will & Bear Levi Tusk Beige Wool Beanie crafted from 100% Australian wool, displayed on neutral background
Front view of Will & Bear Levi Tusk Beige Wool Beanie, featuring ribbed knit design and fold-over cuff
best-seller

Levi Tusk | Beige Wool Beanie

4.8 (291)

$66.00

Unit price
per 

6 colors
  • +1 more

Levi Mustard | Mustard Wool Beanie

4.8 (291)

$66.00

Unit price
per 

6 colors, 1 size
  • +1 more
  • One Size

Doc Fawn | Wool Fishermans Beanie

4.9 (76)

$61.00

Unit price
per 

2 colors, 1 size
  • One Size

Why finish of your Autumn Outfit with a WIll & Bear Hat?

As the leaves turn and the days grow cooler, completing your autumn outfit with a Will & Bear hat is a choice that blends style with practicality. These hats, crafted from soft 100% Australian wool felt, offer the perfect balance of warmth and breathability, making them ideal for any season, whether it’s the lingering warmth of summer or the crisp chill of winter. The earth-toned shades of browns, mustards, and olive seamlessly complement the autumn landscape, adding a touch of nature-inspired charm to your look. Beyond style, these hats provide essential sun protection and are built to last, embodying a tradition of quality and durability. Whether you’re strolling through a sun-dappled park or enjoying a cozy fireside gathering, a Will & Bear hat is your trusty companion for all your autumn adventures.

Autumn Outfit Essentials FAQs

Enjoy FREE shipping on orders above $160 NZD. At Will & Bear, we pride ourselves on quick delivery! Your hat ships fast, typically within 48 hours of placing your order. We ship to all regions in New Zealand, ensuring that your hat arrives in 3-8 business days depending on your location.You’ll receive a tracking number once your order is dispatched so you can monitor its progress.

Explore our range Autumn Outfit Essentials

When it comes to completing your autumn outfit, a hat can be the perfect accessory to add both style and functionality. Our wide brim wool hats are versatile and stylish, making them ideal for any outdoor adventure. For those seeking comfort and durability, our Australian wool hats are crafted to withstand all seasons. Meanwhile, our cozy beanies are perfect for staying warm and fashionable in chilly weather. Elevate your style with our elegant women's wool fedoras, or opt for a classic men's wool fedora to complement your wardrobe with a blend of timeless design and modern flair.

Choosing the right material is crucial for autumn hats. Soft 100% Australian wool felt offers warmth and versatility, and earth-toned shades like browns, mustards, and olive seamlessly blend with the autumn palette, adding seasonal charm to your look. At Will & Bear, we focus on creating timeless, high-quality hats that resonate with nature lovers and fashion enthusiasts alike, ensuring each piece is stylish and environmentally friendly. Whether you're dressing for a casual day out or a formal evening, our hats are designed to enhance your autumn wardrobe while supporting ethical fashion choices.