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    • Small
      Pequeuño
      Size
      6
      3/4
      -
      6
      7/8
      Tamaño
      21
      1/8
      "
      -
      21
      1/2
      "
      54
      cm
      -
      55
      cm
    • Medium
      Medio
      Size
      7
      -
      7
      1/8
      Tamaño
      21
      7/8
      "
      -
      22
      1/4
      "
      56
      cm
      -
      57
      cm
    • large
      Grande
      Size
      7
      1/4
      -
      7
      3/8
      Tamaño
      22
      5/8
      "
      -
      23
      "
      58
      cm
      -
      59
      cm
    • X-Large
      X-Grande
      Size
      7
      1/2
      -
      7
      5/8
      Tamaño
      23
      1/2
      "
      -
      23
      7/8
      "
      60
      cm
      -
      61
      cm
    • XX-Large
      XX-Grande
      Size
      7
      3/4
      -
      7
      7/8
      Tamaño
      24
      1/4
      "
      -
      24
      5/8
      "
      62
      cm
      -
      63
      cm
    • XXX-Large
      XXX-Grande
      Size
        8
       - 
      8 +
      Tamaño
      25
      "
      -
      25
      3/8
      "
      64
      cm
      -
      65
      cm
  • This is a General Hat Sizing Chart: Please read each hat product page for further sizing information.
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29 - 56 of 66 Products
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UPF 50+ Sun Protection   Handmade   The Bird and Feather Wool Felt Hat by Conner is a stylish and universally flattering shape with a little boho attitude. Handmade from 100% Australian wool felt, that provides UPF 50+ sun protection. Featuring a leather chin cord, Conner dove…

(2)
$98.00
Available Colors:
  • BLACK
  • PUTTY
  • PLUM
  • BROWN

  The Rokit Toyo Straw Braid Trilby Fedora Hat by Bailey is great-looking, packable/crushable and lightweight. Its stylish color-blocked two-tone design gives this hat a unique look while its coordinating striped hat band adds style. The Rockit can be dressed up or down, making it a versatile…

(2)
$80.00

  Tired of straw fedoras that crack or easily damage? The new Tate Braided Straw Fedora Hat by Bailey features its polypropylene "straw" that is braided and sewn for a lightweight and completely packable finish. Its classic fedora design features a pinch front crown accented with self hat band…

$80.00

  Made in Mexico    Introducing the Bailey Evers 10X Toyo Straw Western Hat. This is a great piece to keep you safe from the sun while enjoying something that you love. The crown has a vented pattern to make sure you are comfortable the whole time you are wearing it.    …

$90.00
Available Colors:
  • IVORY

  Conner's Weathered Cotton Booney Hat has a secret pocket on the inside of the crown where you can store your ID or cash while you are out and about. It is crushable and packable, so you don't have to worry about how you are going to get it to fit in your bag and not get damaged.   …

$58.00
Available Colors:
  • BROWN

  Conner's Route 66 Raffia Straw Cowboy Hat is a great hat to wear while traveling on the road. The different tones in the straw makes this piece pop out from the rest.    Approx. 4" Teardrop Crown 3 1/2" Wired Shapeable Brim   Made of: 100% Organic Raffia Straw   …

$74.00

  UPF 50+ Sun Protection   Handmade   The 1970 Wool Hat by Conner is a stunning retro 1970s style swinger with boho flair. Featuring a leather band studded with bright turquoise colored wood beads add a pop of instant cool to your look. Made with a sun protection rating of…

$99.00
Available Colors:
  • BLACK
  • PLUM
  • CHOCOLATEBROWN

  The Bailey Slater Fabric Ivy Cap adds a little bit of oomph to the standard flat cap style. The Slater features a contemporary five-panel design complete with single-snap bill and Bailey micro side pin. The sweatband and lining are lightweight for comfort and overall breathability. Ideal for…

$75.00

  Street-wise and ready for action, the Bailey 1922 Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This snap-brim braided straw hat is soft and packable for your convenience, but powerful and eye-grabbing in regards to looks and style.   …

$85.00

  FINAL SALE   Village Hat Shop Exclusive Color Made in the USA   Introducing the new Packable Wool LiteFelt Fedora Hat by Bailey! Part of their Bailey 1922 classic men's line, the new Packable Fedora is exclusively sold at the Village Hat Shop and features their premium…

$51.50
Available Colors:
  • NAVYBLUE

  The Two-Tone Organza Lampshade Hat by Jeanne Simmons has arrived for lovers of classic black and white. Just in time for spring and summer dress season, the Two-Tone Organza Lampshade features a lightweight, breathable, and crushable design in the timeless monochromatic duo. Featuring a…

$57.95
Available Colors:
  • BLACKWHITE

  Crafted of dreamy organza with a soft shimmer, the Iridescent Organza Boater Hat by Jeanne Simmons is a breath of fresh air in a sea of straw this season. Featuring a lightweight, breathable, and crushable design, the Iridescent Organza Boater has a soft-structured horsehair body overlaid…

$60.00
Available Colors:
  • BLACK
  • BROWN

  Bailey's new Duch Linen Plaid Five Panel Ivy Cap is crafted of breezy linen in a contemporary five-panel design. Featuring a cheery plaid pattern, the Duch is simply accented with a Bailey micro side pin and single snap bill. Great for a day on the green, or any other warm-weather outing,…

$85.00

  Handmade   Conner's Aztec Band Trekker Hat is lightweight and a quick pack for any outdoor adventure. Made of approximately 5 recycled plastic bottles, the Aztec Band Trekker Hat is one good looking hat you can feel good about! It has mesh around the crown for extra noggin…

(1)
$75.00
Available Colors:
  • SAND

  It's all about the subtle details with the Ronit Toyo Straw Blend Trilby Fedora Hat by Bailey. The multi-colored braid adds dimension while the colorblocked grosgrain ribbon hat band adds contrast and interest. These finer details come together to a create a hat with effortless charm. …

$80.00
Available Colors:
  • NATURAL

  Made in Mexico  Introducing the Bailey Cassius 7X Toyo Straw Western Hat. This piece has a great two tone pattern throughout the crown and brim. You can go from a day at the ranch to a evening at the rodeo without having to change your hat. The vented crown adds comfort and style…

(1)
$90.00
Available Colors:
  • NATURALTAN

  A tasteful and elegent ivy cap from Bailey, the Liam Linen Cotton Ivy Cap! Made of linen and cotton blend, this hat features a subtle windowpane plaid pattern. A new Bailey favorite, especially with the finishing touches of a cotton twill sweatband and fully lined interior.    …

$90.00
Available Colors:
  • BEIGE

  Bailey's Piston Wool Felt Aussie Hat is a staple for any hat aficionado's closet. A classic wide-brim aussie hat silhouette with a teardrop crown, this hat is completely crushable/packable. The Piston is designed with a vegan leather bolo cord with metal tips. Fully lined in cotton, this hat…

$68.00
Available Colors:
  • TAN

  Conner's Navajo Bead and Feather Western Hat is the perfect choice for the cowgirl that prefers a little extra flair. The different subtle shades of brown in the straw make this piece gorgeous and the decor on the hat band is what gives it a life of its own.   Approx. 4 1/4"…

$76.00

  Please Note: This style no longer ships with a Bailey side pin. Instead, this style now has a small printed Bailey logo on the side bow.    Made in the USA The Tino Wool LiteFelt Trilby Fedora Hat from Bailey is a great looking hat at a great price! The hat combines…

$94.40
Available Colors:
  • RUST

  Bailey's Eli Two-Tone Vented Poly Braid Fedora Hat is a great hat for day excursions. Walk around town in this 2 1/2" brim dual colored braided fedora. The Eli features a grosgrain band with a color accent, and has a center dent that is flattering on all face shapes.    Approx. 4"…

(1)
$95.00

  Bailey's Leif Linen Cotton Pub Cap is a buttery soft flat cap for warm weather thanks to the blend of linen and cotton. With a contour 8-panel shape, the Leif is designed to fit snugly. The stripe pattern completes this overall classic style.    Approx. 9 1/2" Front to Back - Flat…

$90.00
Available Colors:
  • CREAM
  • NAVYBLUE

  Bailey presents the Marnix Waffle Five Panel Ivy Cap featuring a handsome waffled texture for a distinctive touch. The Marnix is a classic cut-and-sewn ivy cap boasting a contemporary 5-panel design and sewn bill. Accoutrements include a Bailey micro side pin, lightweight fabric sweatband,…

$80.00
Available Colors:
  • BLACK

  A great cap to add to your everyday rotation, the Hulett Cotton Blend Five-Panel Ivy Cap by Bailey is made of a lightweight cotton blend fabric with a classic herringbone pattern and modern five-panel design. Its contoured body forms to your head for a comfortable all-day wear. Accents are…

$85.00
Available Colors:
  • NAVYBLUE

  Conner's Cascade Mountain Raffia Straw Western Hat is created with some truly gorgeous variations of brown raffia straw. The mix of color makes your eyes follow the weave throughout the hat. The turquoise stones adds a pop of color.    Approx. 4 1/2" Teardrop Crown 3 1/2" Wired…

$75.00
Available Colors:
  • DARKBROWN

  The Lou Herringbone Plaid Wool Ivy Cap is a new wool blend cap from Bailey! With a multicolored herringbone plaid pattern, it is fully lined and boasts a comfortable sweatband. It's an attractive yet neutral look that is perfect all year round.   Approx. 10" Front to Back, Flat 10"…

$68.00

  Elevate your winter ensemble with the sleek Elbin Plaid Fabric Ivy Cap by Bailey 1922. Designed with comfort in mind, this plaid patterned flat cap is crafted from a rayon-poly blend, features a cotton sweatband, and is fully lined. The close-fitting design and contour flat shape ensures a…

$68.00
Available Colors:
  • CHARCOAL

  The Denney Toyo Straw Blend Fedora Hat from Bailey is simple, with just a touch of flair! By flair, we're referring to the thin leather hat band wrapping around the crown, which nicely compliments the wide grosgrain ribbon hat band layered beneath it. The cotton twill sweatband is so…

$95.00
Available Colors:
  • BLACK
  • LATTE

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