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Adjustable Size Hats

  • 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
  • Studded Asymmetrical Brim Wool Felt Cloche - Callanan Hats Cloche Callanan Hats
    Studded Asymmetrical Brim Wool Felt Cloche - Callanan Hats Cloche Callanan Hats LV449 Black Medium (57 cm) Sale

    Studded Asymmetrical Brim Wool Felt Cloche - Callanan Hats

    Original Price $ 59.25
    Current Price $ 39.00

    This John Callanan creation brings vintage flair with a modern twist. The Katie Ann cloche features a striking asymmetrical brim that's turned up o...

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    Original Price $ 59.25
    Current Price $ 39.00
    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
  • Knit Summer Safari Hat with Braided Band - Scala Hats Safari Hat Scala Hats
    Knit Summer Safari Hat with Braided Band - Scala Hats Safari Hat Scala Hats LC844-TEA Tea OS

    Knit Summer Safari Hat with Braided Band - Scala Hats

    $ 39.99

    Perfect for warm-weather adventures, this knit safari hat combines breathable comfort with timeless style. The distinctive teardrop crown and pinch...

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    $ 39.99
  • 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
  • Faux Suede Western Hat with Rhinestone and Pearl Band - Boardwalk Style Cowboy Hat Boardwalk Style Hats
    Faux Suede Western Hat with Rhinestone and Pearl Band - Boardwalk Style Cowboy Hat Boardwalk Style Hats
    Sale

    Faux Suede Western Hat with Rhinestone and Pearl Band - Boardwalk Style

    Original Price $ 38.00
    Current Price $ 28.00

    Elevate your western wardrobe with this striking faux suede hat featuring a distinctive teardrop crown and sharply turned-up side brim. The 3.5" wi...

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    Original Price $ 38.00
    Current Price $ 28.00
    Sale
  • Vegan Leather Rancher Hat with Studs and Rings - Scala Hats Safari Hat Scala Hats LW753 Brown Medium (57 cm)
    Vegan Leather Rancher Hat with Studs and Rings - Scala Hats Safari Hat Scala Hats

    Vegan Leather Rancher Hat with Studs and Rings - Scala Hats

    $ 39.99

    This vegan leather rancher delivers Western style with contemporary edge. The structured crown features a subtle front pinch and dented silhouette,...

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    $ 39.99
  • Knit Cloche with Berber Trim - Adora® Wool Hat Cloche Adora Hats AD1337B Tan M/L (57-58 cm)
    Knit Cloche with Berber Trim - Adora® Wool Hat Cloche Adora Hats

    Knit Cloche with Berber Trim - Adora® Wool Hat

    $ 39.00

    Embrace timeless elegance with this refined cloche hat, featuring a graceful bell silhouette and luxurious berber-trimmed brim. Crafted from a prem...

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    $ 39.00
  • Wool Felt Safari Hat with Braided Suede Band - Scala Hats Safari Hat Scala Hats LF209 Brown Medium (57 cm)

    Wool Felt Safari Hat with Braided Suede Band - Scala Hats

    $ 49.00

    This classic safari hat showcases premium wool felt craftsmanship with a distinctive pinched crown and generously proportioned floppy brim measurin...

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    $ 49.00
  • Structured Brim Cloche with Big Flower Accent - John Callanan Handmade Hats Cloche Callanan Hats
    Structured Brim Cloche with Big Flower Accent - John Callanan Handmade Hats Cloche Callanan Hats LV424 Burgundy Medium (57 cm)
    Sale

    Structured Brim Cloche with Big Flower Accent - John Callanan Handmade Hats

    Original Price $ 62.00
    Current Price $ 39.00

    Step back in time with this charming 1920s-inspired cloche that brings vintage glamour to any outfit. Featuring a sleek, structured brim that frame...

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    Original Price $ 62.00
    Current Price $ 39.00
    Sale
  • Poms and Beads Trimmed Floppy Safari Hat by Adora® Safari Hat Adora Hats ad862bd Burgundy Medium (57 cm)
    Poms and Beads Trimmed Floppy Safari Hat by Adora® Safari Hat Adora Hats

    Poms and Beads Trimmed Floppy Safari Hat by Adora®

    $ 35.00

    This elegant wool felt safari hat combines timeless style with bohemian charm. The structured fedora crown features a refined front pinch, while ar...

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    $ 35.00
  • Summit Safari Wool and Leather Hat, Sangria - American Outback Safari Hat Head'N'Home Hats
    Summit Safari Wool and Leather Hat, Sangria - American Outback Safari Hat Head'N'Home Hats summitBO Sangria M (57-58 cm)

    Summit Safari Wool and Leather Hat, Sangria - American Outback

    $ 187.00

    Introducing the Summit Safari Wool and Leather Hat in striking Sangria—where rugged American craftsmanship meets hat-game sophistication. This fedo...

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    $ 187.00
  • Ladies Rain Hat with Cargo Pocket - Scala Collection Kettle Brim Hat Scala Hats SCA11248-KAKI Khaki OS
    Ladies Rain Hat with Cargo Pocket - Scala Collection Kettle Brim Hat Scala Hats SCA11248-CHAR Charcoal OS

    Ladies Rain Hat with Cargo Pocket - Scala Collection

    $ 40.00

    This wide-brim bucket rain hat offers stylish protection from the elements. Featuring a convenient snap-secured side cargo pocket and lined with a ...

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    $ 40.00
  • Knit Safari Hat with Chevron Band - Callanan Hats Safari Hat Callanan Hats
    Knit Safari Hat with Chevron Band - Callanan Hats Safari Hat Callanan Hats LV455-IVORY Ivory OS

    Knit Safari Hat with Chevron Band - Callanan Hats

    $ 32.00

    Cozy up to adventure with this charming knit safari hat from Callanan Hats. Crafted from a soft wool blend with a structured 2.75" wired brim, it f...

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    $ 32.00
  • Wool Felt Fedora with Rhinestone Band - Scala Hats Safari Hat Scala Hats
    Wool Felt Fedora with Rhinestone Band - Scala Hats Safari Hat Scala Hats LF269-BURG Burgundy OS

    Wool Felt Fedora with Rhinestone Band - Scala Hats

    $ 54.00

    This distinguished wool felt fedora showcases a wide brim with a polished raw edge and refined architectural details including a dented crown and p...

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    $ 54.00
  • ProvatoKnit Rancher Hat with Vegan Suede Band - Scala Hats Safari Hat Scala Hats
    ProvatoKnit Rancher Hat with Vegan Suede Band - Scala Hats Safari Hat Scala Hats LW769-BLK Black OS

    ProvatoKnit Rancher Hat with Vegan Suede Band - Scala Hats

    $ 44.99

    Introducing the ProvatoKnit Rancher Hat, crafted from an advanced knit textile that replicates the aesthetic and tactile qualities of traditional w...

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    $ 44.99
  • Soft Boiled Wool Floppy Hat with Beaded Tie - Scala Hats Wide Brim Hat Scala Hats
    Soft Boiled Wool Floppy Hat with Beaded Tie - Scala Hats Wide Brim Hat Scala Hats LW739-GREY Grey OS

    Soft Boiled Wool Floppy Hat with Beaded Tie - Scala Hats

    $ 39.99

    Discover effortless elegance with this packable wool blend floppy hat, featuring a graceful dome crown and a generous 4-inch wire-edged brim. The u...

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    $ 39.99
  • Wool Felt Cloche with Wide Ribbon Band - Scala Hat Cloche Scala Hats
    Wool Felt Cloche with Wide Ribbon Band - Scala Hat Cloche Scala Hats LF261 Grey

    Wool Felt Cloche with Wide Ribbon Band - Scala Hat

    $ 54.00

    Elevate your style with this sophisticated wool felt cloche, designed for the woman who commands attention. The dimensional brim frames your face b...

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    $ 54.00

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.