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Pinched Crown Hats for Men & Women: Structured Style with Purpose

  • Traditional Summer Fedora Hat - Small to XLarge Hat Sizes Fedora Hat Jeanne Simmons
    Traditional Summer Fedora Hat - Small to XLarge Hat Sizes Fedora Hat Jeanne Simmons js6759ivs Ivory S (56cm)
    $ 21.00
    Jeanne Simmons

    Traditional Summer Fedora Hat - Small to XLarge Hat Sizes

    Experience timeless style with this beloved straw fedora, expertly proportioned for smaller head sizes. Featuring a gracefully pinched crown and na...

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    $ 21.00
  • Aussie Packable Breezer, S to 3XL Hat Sizes - Henschel Hats Safari Hat Henschel Hats
    Aussie Packable Breezer, S to 3XL Hat Sizes - Henschel Hats Safari Hat Henschel Hats h5310khS Khaki Small (21 1/2")
    $ 50.00
    Henschel Hats

    Aussie Packable Breezer, S to 3XL Hat Sizes - Henschel Hats

    Step into the outback spirit with the Aussie Packable Breezer, designed for those who refuse to compromise between style and function. This innovat...

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    $ 50.00
  • Petite Charlie by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Charlie by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Petite Charlie by Wallaroo Hat Company

    The Petite Charlie Fedora offers the same polished, contemporary look as the bestselling Charlie—tailored perfectly for smaller head sizes. The str...

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    $ 61.00
  • Packable Hiker Hat, S to 3XL Hat Sizes - Henschel Breezer Hats Safari Hat Henschel Hats h4310BKM Black Medium (22 1/4")
    Packable Hiker Hat, S to 3XL Hat Sizes - Henschel Breezer Hats Safari Hat Henschel Hats h4310eaS Earth Small (21 1/2")
    $ 49.00
    Henschel Hats

    Packable Hiker Hat, S to 3XL Hat Sizes - Henschel Breezer Hats

    Step into your next adventure with confidence wearing the Henschel Breezer—a lightweight, crushable mesh hat built for explorers who refuse to comp...

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    $ 49.00
  • Petite Sedona by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Sedona by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Petite Sedona by Wallaroo Hat Company

    The Petite Sedona brings rustic charm and sun-smart performance to smaller head sizes. Its woven paper-braid texture offers breathable comfort, whi...

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    $ 61.00
  • Weathered Cotton Outback Hat, Small to 3XL Size - DPC Headwear Safari Hat Dorfman Hat Co.
    Weathered Cotton Outback Hat, Small to 3XL Size - DPC Headwear Safari Hat Dorfman Hat Co. MC127BNS Brown Small (55 cm)
    from $ 39.99
    Dorfman Hat Co.

    Weathered Cotton Outback Hat, Small to 3XL Size - DPC Headwear

      Embrace adventure with this versatile weathered cotton outback hat, designed for those who refuse to be confined by convention. The shapeable, wi...

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    from $ 39.99
  • Brushed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Brushed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design Safari Hat Dorfman Hat Co. 864M-KAKI1 Khaki Small (55 cm)
    $ 39.50
    Dorfman Hat Co.

    Brushed Twill Mesh Crown Safari with Chin Cord - DPC Outdoor Design

    Embrace adventure with this sophisticated safari hat, engineered for the modern explorer. The brushed twill and mesh crown design delivers superior...

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    $ 39.50
  • Small Heads Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons
    Small Heads Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons js1239-TAN Tan XS (55 cm)
    $ 24.00
    Jeanne Simmons

    Small Heads Straw Fedora Hat with Black Band - Jeanne Simmons Hats

    Meet your new favorite travel companion! This charming paper braid fedora is designed specifically for smaller heads and brings instant personality...

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    $ 24.00
  • Petite Gabi by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Gabi by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Petite Gabi by Wallaroo Hat Company

    The Petite Gabi Ponytail Fedora offers a smart, comfortable solution for women with smaller head sizes who prefer wearing their hair up. A discreet...

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    $ 61.00
  • Petite Palm Beach by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Palm Beach by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 65.00
    Wallaroo Hats

    Petite Palm Beach by Wallaroo Hat Company

    The Petite Palm Beach Safari Hat delivers packable convenience and classic outdoor style for smaller head sizes. Its crushable construction allows ...

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    $ 65.00
  • Henschel Hats - Side Snap Aussie Sun Hat Safari Hat Henschel Hats H5336KHS Khaki Small (21 1/2")
    Henschel Hats - Side Snap Aussie Sun Hat Safari Hat Henschel Hats H5336OLS Olive Small (21 1/2")
    Sale
    Original Price $ 51.00
    from $ 39.00
    Henschel Hats

    Henschel Hats - Side Snap Aussie Sun Hat

    Embrace the adventurous spirit with this iconic Henschel Aussie sun hat, engineered for those who refuse to compromise on style or protection. Craf...

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    Original Price $ 51.00
    from $ 39.00
    Sale
  • Petite Cowboy Hat with Faux Suede Band - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons
    Petite Cowboy Hat with Faux Suede Band - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons JS1247BG Beige XXS (52 cm)
    $ 24.00
    Jeanne Simmons

    Petite Cowboy Hat with Faux Suede Band - Jeanne Simmons Hats

    Saddle up in style with this pint-sized cowboy essential! Perfect for smaller heads, this straw hat features a charming C-crown with a pinched fron...

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    $ 24.00
  • Petite Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Petite Sanibel by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Petite Sanibel by Wallaroo Hat Company

    The Petite Sanibel Wide Brim hat is a functional safari-style sun hat created specifically for smaller head sizes. Its wide brim and UPF 50+ materi...

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    $ 61.00
  • Hiker Low Crown Safari Breezer Hat - Henschel Hats Safari Hat Henschel Hats h5196KHS Khaki Small (22")
    Hiker Low Crown Safari Breezer Hat - Henschel Hats Safari Hat Henschel Hats h5196EAS Earth Small (22")
    $ 47.00
    Henschel Hats

    Hiker Low Crown Safari Breezer Hat - Henschel Hats

    Conquer the trail with a safari hat engineered for the adventurer in you. This low-crown silhouette pairs breathable mesh side panels with a comman...

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    $ 47.00
  • Petite Straw Safari Hat with Cotton Band - Sunny Dayz™ Safari Hat Sun N Sand Hats HK293C Hibiscus Small (54 cm)
    Petite Straw Safari Hat with Cotton Band - Sunny Dayz™ Safari Hat Sun N Sand Hats HK293B Pineapple Small (54 cm)
    Sold out
    $ 28.00
    Sun N Sand Hats

    Petite Straw Safari Hat with Cotton Band - Sunny Dayz™

    Embrace adventure in every destination with this petite safari hat, designed for the modern traveler who refuses to compromise on style or protecti...

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    $ 28.00
  • Petite Size Safari Hat with Chin Cord - Boardwalk Style Safari Hat Boardwalk Style Hats
    Petite Size Safari Hat with Chin Cord - Boardwalk Style Safari Hat Boardwalk Style Hats DA2959-BLK Black Heather Small (55 cm)
    $ 25.00
    Boardwalk Style Hats

    Petite Size Safari Hat with Chin Cord - Boardwalk Style

    Meet your new go-anywhere sun hat designed specifically for smaller head sizes (~53.5–55 cm). This petite safari hat from Boardwalk Hats offers ref...

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    $ 25.00
  • Distressed Woven Straw Cowboy Hat, XS to XL Sizes - Karen Keith Hats Cowboy Hat Great hats by Karen Keith RC12D-XS Natural Extra-Small (20 7/8")
    $ 45.00
    Great hats by Karen Keith

    Distressed Woven Straw Cowboy Hat, XS to XL Sizes - Karen Keith Hats

    Embrace the rugged charm of the West with this striking straw cowboy hat, crafted from intricately woven straw with an artfully distressed finish. ...

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    $ 45.00
  • Adventurer Low Profile Safari Hat - Henschel Hats Safari Hat Henschel Hats
    Adventurer Low Profile Safari Hat - Henschel Hats Safari Hat Henschel Hats H5316-EAS Earth Small (22")
    $ 47.00
    Henschel Hats

    Adventurer Low Profile Safari Hat - Henschel Hats

    Embrace your wanderlust with this essential explorer's companion. Engineered for the modern adventurer, this safari hat combines breathable mesh pa...

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    $ 47.00
  • Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats HK455 Natural / Pink Small (54 cm)
    Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats HK454 Tan / Blue Small (54 cm)
    $ 28.75
    Sun N Sand Hats

    Petite Tribal Band Fedora for Small Heads - Sunny Dayz™ Hats

    Embrace your unique style with this petite fedora, expertly crafted for smaller head sizes. Featuring a distinctive tribal-patterned woven band and...

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    $ 28.75
  • Small Heads Straw Summer Fedora Hat - Milani Hats Fedora Hat Milani Hats KFD107bkx Black Jr. L/XL (54 cm)
    Small Heads Straw Summer Fedora Hat - Milani Hats Fedora Hat Milani Hats KFD107ntx Natural Jr. L/XL (54 cm)
    $ 15.00
    Milani Hats

    Small Heads Straw Summer Fedora Hat - Milani Hats

    Perfect for petite heads and warm-weather adventures, this charming straw fedora brings vintage flair to your summer style. Featuring a distinctive...

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    $ 15.00
  • Petite Catalina Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Petite Catalina Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    $ 69.00
    Wallaroo Hats

    Petite Catalina Cowboy by Wallaroo Hat Company

    The Petite Catalina Cowboy Hat brings classic Western styling to smaller head sizes, offering a flattering silhouette with breezy warm-weather comf...

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    $ 69.00
  • Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style Cowboy Hat Boardwalk Style Hats
    Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style Cowboy Hat Boardwalk Style Hats DA2958-NAT Natural Small (55 cm)
    $ 25.00
    Boardwalk Style Hats

    Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style

    Stylish western hat for small head sizes. Dented and pinched crown. Shapeable rolled brim with wire edge, 3" wide. Leatherette chin strap with bea...

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    $ 25.00
  • Solarweave® Mesh Crown Safari Hat, Camel - DPC Outdoor Design Safari Hat Dorfman Hat Co.
    Solarweave® Mesh Crown Safari Hat, Camel - DPC Outdoor Design Safari Hat Dorfman Hat Co. SPF4-CAML1 Camel Small (55 cm)
    $ 39.99
    Dorfman Hat Co.

    Solarweave® Mesh Crown Safari Hat, Camel - DPC Outdoor Design

    Lightweight, airy cotton safari hat. Mesh crown sidewall, cotton crown top provides breezy sun protection. Stitched, bound brim, 3" wide. Dark unde...

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    $ 39.99

Pinched Crown Hats for Men & Women: Structured Style with Purpose

Pinched crown hats for men and women are defined by their sculpted crown shape, typically featuring a center crease and pinched front. This distinctive structure creates a confident, elongated profile that suits a wide range of face shapes and personal styles.

This collection includes pinched crown fedora hats, safari hats, cowboy hats, and lifeguard styles—each designed to balance form, function, and comfort. Fedora hats offer timeless versatility for everyday wear, while safari hats with wide brims prioritize sun protection, breathability, and performance for travel and outdoor environments.

Cowboy hats bring heritage-inspired character and durability, making them ideal for outdoor events and statement styling. Lifeguard hats focus on wide brims and airflow, providing maximum sun protection for beachwear, outdoor work, and long hours in the sun.

Designed for both men and women, pinched crown hats remain a classic choice for those seeking structured design, reliable sun protection, and enduring style across seasons and settings.