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Men's Fedora Hats

  • 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
  • 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
  • Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie Fedora by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Charlie Fedora by Wallaroo Hat Company

    Designed with a contemporary silhouette, the Charlie Fedora pairs clean lines with effortless comfort. The structured crown and medium brim create ...

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    $ 61.00
  • Small Heads Wide Brim Summer Fedora Hat- Jeanne Simmons Hats Fedora Hat Jeanne Simmons JS6761tns Tan Small (56cm)
    $ 24.00
    Jeanne Simmons

    Small Heads Wide Brim Summer Fedora Hat- Jeanne Simmons Hats

    Perfect for petite frames, this charming fedora delivers classic style with a practical twist. The generous 2.5" brim shields your face while the p...

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    $ 24.00
  • Avery Wide Brim Golf Hat - Wallaroo Hats Fedora Hat Wallaroo Hats
    Avery Wide Brim Golf Hat - Wallaroo Hats Fedora Hat Wallaroo Hats
    $ 69.00
    Wallaroo Hats

    Avery Wide Brim Golf Hat - Wallaroo Hats

    The Avery brings a contemporary twist to the classic fedora silhouette. Made with lightweight, breathable materials, it’s an easy choice for warm-w...

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    $ 69.00
  • Carkella Del Mar Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Carkella Del Mar Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    $ 61.00
    Wallaroo Hats

    Carkella Del Mar Fedora by Wallaroo Hat Company

    The Del Mar Fedora combines sleek styling with practical sun protection, making it a favorite on and off the golf course. Its structured crown and ...

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    $ 61.00
  • 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

    Tribal band fedora hat for small heads. Braid dented crown with pinched front. Tribal pattern woven band with raffia loop. Milan braid brim, 2" wid...

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    $ 28.75
  • St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats STTR-24-NA Natural / Navy M/L (58 cm)
    St. Tropez Trilby by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Sale
    Original Price $ 49.00
    Current Price $ 26.00
    Wallaroo Hats

    St. Tropez Trilby by Wallaroo Hat Company

    The St. Tropez Trilby features a shorter brim and structured fedora crown, making it a chic option for women and men seeking a compact summer hat. ...

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    Original Price $ 49.00
    Current Price $ 26.00
    Sale
  • Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats Fedora Hat Jeanne Simmons JS1237TAN Tan Small (56cm)
    Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats Fedora Hat Jeanne Simmons JS1237NAT Natural Small (56cm)
    $ 24.00
    Jeanne Simmons

    Classic Woven Straw Summer Fedora Hat for Small Heads - JSA Hats

    Timeless fedora silhouette featuring a refined teardrop crown with subtle front pinch detail. The narrow 2-inch brim offers understated elegance, w...

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    $ 24.00
  • Vented Two-Tone Crown Fedora - Tommy Bahama and Scala Hats Fedora Hat Scala Hats
    Vented Two-Tone Crown Fedora - Tommy Bahama and Scala Hats Fedora Hat Scala Hats TBW233-NAT1 Tommy Bahama Natural S/M (22 1/4")
    $ 45.00
    Scala Hats

    Vented Two-Tone Crown Fedora - Tommy Bahama and Scala Hats

    This refined fedora combines classic styling with practical sun protection. Featuring a distinctive two-tone open-weave striped crown paired with a...

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    $ 45.00
  • Orange and Navy Band Straw Fedora for Small Heads - Sunny Dayz™ Fedora Hat Sun N Sand Hats
    Orange and Navy Band Straw Fedora for Small Heads - Sunny Dayz™ Fedora Hat Sun N Sand Hats HKYOS197A Natural Small (54 cm)
    $ 16.00
    Sun N Sand Hats

    Orange and Navy Band Straw Fedora for Small Heads - Sunny Dayz™

    Straw braid fedora hat for petite head sizes. Inline orange and navy stripe band. Dented crown with pinched front. Small brim, 1.75" wide. UPF 50+ ...

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    $ 16.00
  • Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats TU1-1700 Pale Palm Straw S/M Stretch band (56-57 cm)
    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats Fedora Hat Tula Hats TU1-1690 Honey Palm Straw S/M Stretch band (56-57 cm)
    $ 41.00
    Tula Hats

    Memphis Burnt Palm Leaf Fedora Hat - Tula Hats

    Classy little summer straw fedora. Dented crown with front pinch. Rated as a UPF 50+ sun hat. Narrow brim, 2" wide. Crown depth 4". Naturally water...

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    $ 41.00
  • Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons
    Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats Fedora Hat Jeanne Simmons JS8439BZ Bronze Small (56 cm)
    $ 24.00
    Jeanne Simmons

    Petite Straw Fedora Hat with Black Band - Jeanne Simmons Hats

    Discover timeless summer style with this petite straw fedora, expertly crafted for smaller head sizes. The soft paper braid construction offers bre...

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    $ 24.00
  • Huntington Denim Fedora for Small Heads - Sunny Dayz™ Hats Fedora Hat Sun N Sand Hats HK459 Blue Small (54 cm)
    $ 28.00
    Sun N Sand Hats

    Huntington Denim Fedora for Small Heads - Sunny Dayz™ Hats

    Huntington stripe denim fedora hat for small head sizes. Inline braided raffia band. Dented crown with pinched front. Small brim with raffia edge, ...

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    $ 28.00
  • Lightweight Summer Fedora for Men - Scala Collection Hats Fedora Hat Scala Hats MS478-LG Natural Large (59 cm)
    Lightweight Summer Fedora for Men - Scala Collection Hats Fedora Hat Scala Hats MS478-MD Natural Medium (57 cm)
    $ 34.00
    Scala Hats

    Lightweight Summer Fedora for Men - Scala Collection Hats

    This Scala fedora combines timeless style with practical summer functionality. Constructed from lightweight poly-braid, it features a structured C-...

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    $ 34.00
  • Matteo Crochet Raffia Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat
    Matteo Crochet Raffia Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat BKN1615-BLU2 Blue Medium (22 3/8")
    Sale
    Original Price $ 49.00
    Current Price $ 24.99
    Brooklyn Hat

    Matteo Crochet Raffia Fedora Hat - Brooklyn Hat Co

    Handcrafted from natural raffia, this charming fedora features a distinctive teardrop crown with a front pinch that gives it serious character. The...

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    Original Price $ 49.00
    Current Price $ 24.99
    Sale
  • Charlie Trilby by Wallaroo Hat Company Safari Hat Wallaroo Hats
    Charlie Trilby by Wallaroo Hat Company Safari Hat Wallaroo Hats
    $ 57.00
    Wallaroo Hats

    Charlie Trilby by Wallaroo Hat Company

    The Charlie Unisex Trilby offers a timeless shape with a contemporary feel, featuring a structured crown and shorter brim for a refined, easygoing ...

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    $ 57.00
  • Solstice Teardrop Straw Fedora - Biltmore Hats Fedora Hat Biltmore Hats
    Solstice Teardrop Straw Fedora - Biltmore Hats Fedora Hat Biltmore Hats BD101-GRY2 Grey Medium (58 cm)
    $ 54.99
    Biltmore Hats

    Solstice Teardrop Straw Fedora - Biltmore Hats

    Classic teardrop crown summer fedora hat. Lightweight woven toyo hat with pinched front. Trimmed curled up brim, 2 3/8". Tribal pattern band with f...

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    $ 54.99
  • Alessandro Braided Raffia Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat
    Alessandro Braided Raffia Fedora Hat - Brooklyn Hat Co Fedora Hat Brooklyn Hat BKN1613-MED Natural Medium (22 3/8")
    Sale
    Original Price $ 49.50
    Current Price $ 32.98
    Brooklyn Hat

    Alessandro Braided Raffia Fedora Hat - Brooklyn Hat Co

    Make a statement with this delightful braided raffia fedora that's equal parts fun and fabulous. The eye-catching multi-toned striped ribbon band c...

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    Original Price $ 49.50
    Current Price $ 32.98
    Sale
  • Fine Braid Safari Hat with Black Band - Scala Hats for Men Safari Hat Scala Hats
    Fine Braid Safari Hat with Black Band - Scala Hats for Men Safari Hat Scala Hats ms449m Natural Small/Medium (56-57 cm)
    $ 28.50
    Scala Hats

    Fine Braid Safari Hat with Black Band - Scala Hats for Men

    This men's safari hat from Scala combines timeless design with practical performance features. Constructed from fine paper braid, it offers UPF 50+...

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    $ 28.50
  • Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    Belted Fine Braid Summer Fedora Hat - Boardwalk Style Safari Hat Boardwalk Style Hats
    $ 27.00
    Boardwalk Style Hats

    Belted Fine Braid Summer Fedora Hat - Boardwalk Style

    Experience effortless summer style with this versatile fine braid fedora, designed for both men and women. The classic dented crown and pinched fro...

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    $ 27.00
  • Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats Safari Hat Scala Hats
    Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats Safari Hat Scala Hats WF536 Black Medium (22.5")
    Sale
    Original Price $ 59.00
    Current Price $ 28.50
    Scala Hats

    Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. This refined wool felt fedora delivers timeless sophistication with meticulous construction. The stru...

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    Original Price $ 59.00
    Current Price $ 28.50
    Sale
  • Chinook Matte Toyo Fedora Hat - Panama Jack Hats Fedora Hat Panama Jack Hats PJ86-IVO2 Ivory Medium
    Chinook Matte Toyo Fedora Hat - Panama Jack Hats Fedora Hat Panama Jack Hats PJ86-SND2 Sand Medium
    Sold out
    $ 26.98
    Panama Jack Hats

    Chinook Matte Toyo Fedora Hat - Panama Jack Hats

    This lightweight toyo fedora delivers classic summer style with practical sun protection. Featuring a distinctive sunken crown and subtle front pin...

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    $ 26.98
  • Monserrat Mesh Crown Poly-Cotton Fedora - Tidal Tom Hat Fedora Hat Tidal Tom HTT1112B-ML Grey M/L (59 cm)
    Monserrat Mesh Crown Poly-Cotton Fedora - Tidal Tom Hat Fedora Hat Tidal Tom HTT1112A-ML Natural M/L (59 cm)
    $ 37.00
    Tidal Tom

    Monserrat Mesh Crown Poly-Cotton Fedora - Tidal Tom Hat

    Classy narrow-brim fedora hat for men. Mesh crown for comfortable breezy wear. Soft and lightweight hat. Poly-cotton blend brim, 1.75" wide. Teardr...

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    $ 37.00
  • Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats Safari Hat Stacy Adams Hats
    Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats Safari Hat Stacy Adams Hats SAW536-BLK2 Black Medium (22.5")
    Sale
    Original Price $ 69.25
    Current Price $ 29.99
    Stacy Adams Hats

    Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats

    Wool felt fedora hat with feather accent. Raw edge 2.5" wide brim. 19-Ligne grosgrain band with side bow. Signature STACY ADAMS pin detail Dented a...

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    Original Price $ 69.25
    Current Price $ 29.99
    Sale
  • Red and Navy Striped Straw Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats da7960nv Navy M (57 cm)
    Red and Navy Striped Straw Fedora Hat - Boardwalk Style Fedora Hat Boardwalk Style Hats da7960rd Red M (57 cm)
    $ 21.00
    Boardwalk Style Hats

    Red and Navy Striped Straw Fedora Hat - Boardwalk Style

    Make a bold statement with this striking Red and Navy Striped Straw Fedora Hat from Boardwalk Style. The eye-catching striped crown pairs beautiful...

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    $ 21.00
  • Caribbean Joe Denim Ribbon Fedora with Straw Trim - Island Living Fedora Hat Caribbean Joe HCJ269A-ML Blue M/L (59 cm)
    $ 36.00
    Caribbean Joe

    Caribbean Joe Denim Ribbon Fedora with Straw Trim - Island Living

    Step into island vibes with this charming fedora that blends casual style with practical sun protection. Crafted from huntington stripe denim with ...

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    $ 36.00
  • Unique Circular Woven Toyo Fedora - Kenny K. Hats Fedora Hat Great hats by Karen Keith T707O Natural Medium (22 1/2")
    Unique Circular Woven Toyo Fedora - Kenny K. Hats Fedora Hat Great hats by Karen Keith T707N Black Medium (22 1/2")
    $ 29.00
    Great hats by Karen Keith

    Unique Circular Woven Toyo Fedora - Kenny K. Hats

    Multitone toyo straw fedora hat. Circular pattern weaving give is a unique look. Classic fedora crown with front pinch. Narrow brim, 2". Grosgrain ...

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    $ 29.00
  • Cash Palm Printed Toyo Fedora for Small Heads - Sunny Dayz™ Safari Hat Sun N Sand Hats HK457 Brown Small (53.5 cm)
    $ 24.00
    Sun N Sand Hats

    Cash Palm Printed Toyo Fedora for Small Heads - Sunny Dayz™

    Unique printed palm leaves fedora hat. Tan hat with brown print. Classic dented and pinched crown. The brim is 2.5" wide. UPF 50+ rated UV-blocking...

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    $ 24.00
  • Black Wool Felt Fedora Hat - Scala Hats Fedora Hat Scala Hats WF574-BLK2 Black Medium (22.25")
    Black Wool Felt Fedora Hat - Scala Hats Fedora Hat Scala Hats
    Sale
    Original Price $ 60.75
    Current Price $ 24.89
    Scala Hats

    Black Wool Felt Fedora Hat - Scala Hats

    This timeless fedora showcases a refined wool felt construction with a precisely structured crown featuring the signature center dent and front pin...

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    Original Price $ 60.75
    Current Price $ 24.89
    Sale
  • Cortez Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    Cortez Fedora by Wallaroo Hat Company Fedora Hat Wallaroo Hats
    $ 77.00
    Wallaroo Hats

    Cortez Fedora by Wallaroo Hat Company

    Hand-braided from genuine palm fiber, the Cortez blends rustic character with durable sun protection. Its breathable construction keeps you cool, w...

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    $ 77.00
  • Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats
    Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats Fedora Hat Biltmore Hats BF128-BLK2 Black Medium  (57 cm)
    $ 89.00
    Biltmore Hats

    Spade Bangora Straw Black Fedora Hat - Biltmore Vintage Hats

    Waxed bangora straw wide brim fedora hat by Biltmore Vintage Couture. Tightly woven hat with spade shape crown top. Open weaving vented mid-crown. ...

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    $ 89.00