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Adjustable Size Hats

  • Rio Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Rio Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Rio Fedora by Wallaroo Hat Company

    $ 61.00

    Introducing the Rio Women’s Fedora, a NEW 2026 Wallaroo style designed for women who want instant, effortless sun protection without sacrificing st...

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    $ 61.00
  • Open Weave Straw Fedora with Turtle Tape Band - Tidal Tom Hats Fedora Hat Tidal Tom HTT1274 ML Natural M/L (59 cm)

    Open Weave Straw Fedora with Turtle Tape Band - Tidal Tom Hats

    $ 37.00

    Stay cool and polished with this woven straw fedora hat for men, designed for breathable comfort and classic style. Featuring a center-dent crown w...

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    $ 37.00
  • Vented Crown Fedora with Gold Chain Detail - Sun 'n' Sand® Fedora Hat Sun N Sand Hats HH2820A White OS (57 cm)

    Vented Crown Fedora with Gold Chain Detail - Sun 'n' Sand®

    $ 32.00

    Own your confidence with this stunning straw fedora that combines timeless sophistication with modern practicality. Featuring a breathable vented c...

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    $ 32.00
  • Adora® Wool Hat - Wool Felt Fedora Grosgrain Ribbon Trim Fedora Hat Adora Hats AD1604B Tan OS
    Adora® Wool Hat - Wool Felt Fedora Grosgrain Ribbon Trim Fedora Hat Adora Hats

    Adora® Wool Hat - Wool Felt Fedora Grosgrain Ribbon Trim

    $ 58.00

    This classic wool felt fedora delivers understated sophistication with versatile styling options. The structured teardrop crown features a front pi...

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    $ 58.00
  • Signoria Bao Straw Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat
    Signoria Bao Straw Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat BKN1570-RED Dark Red M (57 cm)
    Sale

    Signoria Bao Straw Fedora Hat - Brooklyn Hat Co

    Original Price $ 50.00
    Current Price $ 24.99

    Crafted from hand-woven bao straw, this fedora keeps things breezy and light. The crinkled, multi-toned band with a charming side bow adds personal...

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    Original Price $ 50.00
    Current Price $ 24.99
    Sale
  • Greenwich by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Greenwich by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Greenwich by Wallaroo Hat Company

    $ 73.00

    The Greenwich brings polished sophistication to sun-safe style with its gently upturned brim and beautifully structured safari crown. Designed for ...

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    $ 73.00
  • Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats DA1352-BLK Black Heather OS (57 cm)
    Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats

    Flex Weave Straw Pinched Crown Fedora Hat - Boardwalk Style

    $ 43.00

    Refined yet practical, this pinched crown fedora hat is crafted from premium Flex-Weave straw for lightweight durability and elevated summer style....

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    $ 43.00
  • Packable Organic Raffia Fedora - Scala Hats Fedora Hat Scala Hats SCA10469 Natural

    Packable Organic Raffia Fedora - Scala Hats

    $ 72.00

    This sophisticated fedora showcases premium micro-braided raffia in a warm toast hue, engineered for both style and practicality. The dented crown ...

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    $ 72.00
  • Eden Knit Fedora with Belt Band - Sun 'n' Sand® Hats Fedora Hat Sun N Sand Hats HH3051A Natural OS (57 cm)

    Eden Knit Fedora with Belt Band - Sun 'n' Sand® Hats

    $ 31.00

    Own your confidence with the Eden Knit Fedora, the perfect companion for spring to fall seasons. Crafted from breathable lightweight knit, this hat...

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    $ 31.00
  • Brielle Knit Fedora with Colorful Band - Sun 'n' Sand® Hats Fedora Hat Sun N Sand Hats HH3148A Natural M/L (58.5 cm)

    Brielle Knit Fedora with Colorful Band - Sun 'n' Sand® Hats

    $ 34.00

    Step into confidence with the Brielle Knit Fedora, your go-to accessory for spring through early fall adventures. Crafted from breathable knit fabr...

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    $ 34.00
  • Carkella Emery Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Carkella Emery Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats

    Carkella Emery Fedora by Wallaroo Hat Company

    $ 69.00

    The Emery blends resort-chic style with clever functionality. Its structured fedora crown pairs beautifully with a frayed, textured brim for a rela...

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    $ 69.00
  • Oakley Tribal Pattern Band Straw Fedora Hat - Sun 'n' Sand® Fedora Hat Sun N Sand Hats HH3021 White / Natural OS (57 cm)

    Oakley Tribal Pattern Band Straw Fedora Hat - Sun 'n' Sand®

    $ 34.00

    Embrace effortless style with this striking two-tone straw fedora, where timeless design meets modern versatility. The teardrop crown and pinched f...

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    $ 34.00
  • Soft Wool Winter Pattern Fedora Hat - Adora® Hats Fedora Hat Adora Hats AD1457A Black OS (57 cm)

    Soft Wool Winter Pattern Fedora Hat - Adora® Hats

    $ 32.00

    This refined wool fedora combines classic styling with practical comfort. Crafted from soft boiled wool, it features a distinctive dented crown and...

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    $ 32.00
  • Aspen by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Aspen by Wallaroo Hat Company Safari Hat Wallaroo Hats

    Aspen by Wallaroo Hat Company

    $ 75.00

    The Aspen Safari Hat brings timeless sophistication to fall and winter adventures. Crafted from high-quality wool felt, it offers a structured shap...

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    $ 75.00
  • Winter Motif Kid's Fleece Snap Brim Fedora Hat - JSA Kids Hats Fedora Hat Jeanne Simmons Accessories JS1148 Black XS (53 cm)
    Sale

    Winter Motif Kid's Fleece Snap Brim Fedora Hat - JSA Kids Hats

    Original Price $ 12.00
    Current Price $ 5.99

    Introduce your child to cozy style with this charming fleece fedora featuring a festive winter motif in burgundy, grey, and ivory tones. The snap b...

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    Original Price $ 12.00
    Current Price $ 5.99
    Sale
  • Sequin Speckled Knit Fedora for Women - Sun 'N' Sand Hats Fedora Hat Sun N Sand Hats
    Sequin Speckled Knit Fedora for Women - Sun 'N' Sand Hats Fedora Hat Sun N Sand Hats HH3567B Tan OS (58 cm)

    Sequin Speckled Knit Fedora for Women - Sun 'N' Sand Hats

    $ 34.00

    Stand out with effortless style in this eye-catching poly-knit fedora hat designed with shimmering sequin accents for a fun, fashion-forward look. ...

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    $ 34.00
  • Fine Braid Fedora with Macrame Band - Sun 'n' Sand® Hats Fedora Hat Sun N Sand Hats HH3023 Natural OS (57 cm)

    Fine Braid Fedora with Macrame Band - Sun 'n' Sand® Hats

    $ 34.00

    Elevate your sun-ready style with this sophisticated fine braid fedora, designed for the modern woman who refuses to compromise on elegance or prot...

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    $ 34.00
  • Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats Fedora Hat Jeanne Simmons Accessories JS7164 Apricot Large (59 cm)
    Sale

    Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats

    Original Price $ 43.00
    Current Price $ 21.50

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. Make a statement with this charming wool felt fedora that's built for bigger personalities and larger...

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    Original Price $ 43.00
    Current Price $ 21.50
    Sale
  • Calabria Braided Viscose Fedora Hat with Raffia Brim - Brooklyn Hat Co Fedora Hat Brooklyn Hat BKN1577 Brown Medium (22 3/8")
    Sale

    Calabria Braided Viscose Fedora Hat with Raffia Brim - Brooklyn Hat Co

    Original Price $ 62.00
    Current Price $ 30.98

    Weave some style into your wardrobe with this charming Calabria fedora. The crown features rich, multi-toned brown braided viscose that catches the...

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    Original Price $ 62.00
    Current Price $ 30.98
    Sale

Adjustable hats make it easy to perfect your fit—whether you’re between sizes, sharing a hat, traveling, or simply want a more secure feel on windy days. A better fit doesn’t just feel more comfortable; it also helps your hat stay in place and sit correctly for the coverage you’re counting on.

There are several smart ways hats are made adjustable, including: an interior drawstring inside the sweatband, an elasticized strap with a buckle hidden inside the inner band, an elastic back band with a toggle lock, a classic Velcro® closure, a strap closure with a T-slide, or a small hook-and-loop closure tucked under the sweatband. These built-in systems let you fine-tune the circumference without sacrificing style—so your hat feels snug, secure, and made for you.