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Adjustable Size Hats

  • Women's Cowboy Hat with Tassel Band - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons Accessories
    Women's Cowboy Hat with Tassel Band - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons Accessories js1342bg Beige

    Women's Cowboy Hat with Tassel Band - Jeanne Simmons Hats

    $ 29.00

    Saddle up in style with this charming straw cowboy hat designed for the modern cowgirl. Featuring a vibrant embroidered tassel band adorned with a ...

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    $ 29.00
  • Catalina Cowboy, M & XL - Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Catalina Cowboy, M & XL - Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Catalina Cowboy, M & XL - Wallaroo Hat Company

    $ 69.00

    The Catalina Cowboy offers a relaxed Western vibe with all the comfort and protection Wallaroo is known for. Its shapeable wired brim and pinched c...

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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)

    Petite Size Straw Cowboy Hat with Chin Cord - Boardwalk Style

    $ 25.00

    Step into your power with this petite-sized western straw hat, purposefully crafted for smaller head dimensions. The distinctive pinched crown and ...

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    $ 25.00
  • Tahiti Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Tahiti Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Tahiti Cowboy by Wallaroo Hat Company

    $ 71.00

    The Tahiti Cowboy Hat brings tropical Western style to summer outfits with its hand-crocheted raffia construction and sculpted cowboy crown accente...

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    $ 71.00
  • Petite Catalina Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Petite Catalina Cowboy by Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Petite Catalina Cowboy by Wallaroo Hat Company

    $ 69.00

    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
  • Shapeable Brim Straw Cowboy Hat - Boardwalk Style Cowboy Hat Boardwalk Style Hats
    Shapeable Brim Straw Cowboy Hat - Boardwalk Style Cowboy Hat Boardwalk Style Hats

    Shapeable Brim Straw Cowboy Hat - Boardwalk Style

    $ 29.00

    Discover versatile sun protection with this shapeable straw cowboy hat designed for the modern woman. The wire-edge brim gives you complete styling...

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    $ 29.00
  • Tina Cowboy Hat by Wallaroo Hats Cowboy Hat Wallaroo Hats TIN-NA Natural M/L (58 cm)
    Tina Cowboy Hat by Wallaroo Hats Cowboy Hat Wallaroo Hats

    Tina Cowboy Hat by Wallaroo Hats

    $ 73.00

    The Tina Cowboy Hat blends natural beauty with Western charm. Hand-crocheted raffia creates an airy, breathable feel perfect for hot weather, while...

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    $ 73.00
  • River Knit Western Hat Tassel Band - Sun 'N' Sand Hats Cowboy Hat Sun N Sand Hats HH3147B Natural OS (58 cm)
    River Knit Western Hat Tassel Band - Sun 'N' Sand Hats Cowboy Hat Sun N Sand Hats

    River Knit Western Hat Tassel Band - Sun 'N' Sand Hats

    $ 42.00

    Embrace your bold style with this versatile knit western hat, designed for the confident woman who refuses to blend in. The classic off-white hue p...

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    $ 42.00
  • Crochet Raffia Cowboy Hat Cowboy Hat Something Special LA
    Crochet Raffia Cowboy Hat Cowboy Hat Something Special LA WSRA493NT Natural

    Crochet Raffia Cowboy Hat

    $ 52.00

    Step into refined summer style with this elegant cowgirl hat designed to combine timeless shape with subtle glamour. The curled, ribbon-bound brim ...

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    $ 52.00
  • Multi Color Shapeable Brim Western Hat - Cappelli Straworld Cowboy Hat Cappelli Straworld
    Multi Color Shapeable Brim Western Hat - Cappelli Straworld Cowboy Hat Cappelli Straworld CSW415-AQU Aqua

    Multi Color Shapeable Brim Western Hat - Cappelli Straworld

    $ 32.00

    Bring some personality to your western wardrobe with this vibrant multi-color braided cowgirl hat. Featuring a distinctive dented crown and front p...

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    $ 32.00
  • Quinn by Wallaroo Hat Company Cowboy Hat Wallaroo Hats
    Quinn by Wallaroo Hat Company Cowboy Hat Wallaroo Hats

    Quinn by Wallaroo Hat Company

    $ 85.00

    The Quinn is a romantic western hat inspired by Jane Seymour's role in Dr. Quinn, Medicine Woman that combines rustic charm with modern sun protect...

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    $ 85.00
  • Petite Woven Straw Cowboy Hat with Chin Cord - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA2971-BLK Black Small (54 cm)

    Petite Woven Straw Cowboy Hat with Chin Cord - Boardwalk Hats

    $ 26.00

    Experience authentic western style tailored for petite frames with this premium toyo straw cowboy hat. The iconic Cattleman-style crown delivers cl...

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    $ 26.00
  • Capybura Toyo Straw Western Hat - Panama Jack Hats Cowboy Hat Panama Jack Hats PJL748-NAT Natural OS (60 cm)
    Capybura Toyo Straw Western Hat - Panama Jack Hats Cowboy Hat Panama Jack Hats PJL748-TAN Tan OS (60 cm)

    Capybura Toyo Straw Western Hat - Panama Jack Hats

    $ 37.00

    Capture the perfect beachy boho vibe with the Capybura Toyo Straw Western Hat by Panama Jack. Crafted from crocheted toyo straw, it offers a lightw...

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    $ 37.00
  • Crushable Wool Felt Western Hat with Aztec Band - Scala Hats Cowboy Hat Scala Hats
    Crushable Wool Felt Western Hat with Aztec Band - Scala Hats Cowboy Hat Scala Hats LF258-CHOC Chocolate Medium (57 cm)

    Crushable Wool Felt Western Hat with Aztec Band - Scala Hats

    $ 79.99

    Embrace your bold spirit with this stunning crushable wool felt western hat from Scala Hats. Featuring a distinctive C-crown with front pinch and a...

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    $ 79.99
  • Women's Cowboy Hat with Turquoise Concho - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons Accessories JS1355-GY Grey
    Women's Cowboy Hat with Turquoise Concho - Jeanne Simmons Hats Cowboy Hat Jeanne Simmons Accessories JS1355-BE Beige

    Women's Cowboy Hat with Turquoise Concho - Jeanne Simmons Hats

    $ 38.00

    Saddle up in effortless style with this beautifully crafted straw cowboy hat designed for the modern cowgirl. Made from soft multitone paper braid,...

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    $ 38.00
  • Straw Cowboy Hat with Rhinestone Gem Band - Boardwalk Hats Cowboy Hat Boardwalk Style Hats DA1343-TAN Tan OS
    Straw Cowboy Hat with Rhinestone Gem Band - Boardwalk Hats Cowboy Hat Boardwalk Style Hats

    Straw Cowboy Hat with Rhinestone Gem Band - Boardwalk Hats

    $ 29.00

    Embrace the perfect blend of style and practicality with this striking straw cowboy hat. Crafted from lightweight straw with a classic dented crown...

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    $ 29.00
  • Andrea Cowboy Hat with Denim and Lace Band - Sun 'N' Sand Hats Cowboy Hat Sun N Sand Hats
    Andrea Cowboy Hat with Denim and Lace Band - Sun 'N' Sand Hats Cowboy Hat Sun N Sand Hats HH3122 Tan OS (57 cm)

    Andrea Cowboy Hat with Denim and Lace Band - Sun 'N' Sand Hats

    $ 40.00

    Embrace your bold spirit with this striking Andrea Cowboy Hat, where rustic charm meets refined elegance. The classic straw construction features a...

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    $ 40.00
  • Denver Cowboy by Wallaroo Hats Cowboy Hat Wallaroo Hats
    Denver Cowboy by Wallaroo Hats Cowboy Hat Wallaroo Hats

    Denver Cowboy by Wallaroo Hats

    $ 73.00

    This women’s Flexi-Weave Cowboy Hat blends the classic Western silhouette with lightweight, modern comfort. The soft, flexible construction lets yo...

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    $ 73.00

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.