Vintage Menswear, Hats & Cuffinks

Classic Vintage Menswear with Timeless Appeal

Find your unique look with vintage menswear accessories from Madge’s Hatbox. Our collection highlights well-made pieces from across the decades, including hats, cufflinks, and classic accessories chosen for their craftsmanship, character, and enduring style.

Mens Black Straw Fedora, Red Feather

I play in a Second Line brass band in Boston, MA and this hat is exactly the thing I needed!

Michael

Verified

Shop our entire collection of Vintage Menswear, Hats & Cuffinks

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Vintage Menswear Chosen for Craft and Character with Men’s Hats, Accessories, and Cufflinks

Browse our wide range of vintage men's hats for spring, summer, winter, and fall. Fedoras, caps, Panamas, and other styles are available.

Shop our extensive collection of vintage cuff links and dress sets by Sarah Coventry and Swank.

Other accessories include ties, scarves, and wallets.

New arrivals every week. Check back often. Looking for something special? Madge has inventory not yet on our site. Let us know what you are looking for. We can find it!

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Vintage Houndstooth Newsboy Cap | Burgundy & Black

Vintage 1960s Gray Tweed Flat Cap | Robley Atlanta Union Made

Vintage Black Herringbone Trilby Hat | 1970s Style Points

Vintage Gray Fur Felt Fedora | Sharp Classic Style

1980s Kangol Brown Suede Trilby Hat | Classic Menswear Look

1990s Stetson Black Cowboy Hat | 4X Beaver, Turquoise Band

Men’s Buxton Black Leather Bifold Wallet | New Old Stock with Box

Goorin Bros Tan Canvas Bucket Hat | Wide Brim Travel Style

Vintage Pink Fabric Cufflinks | 1950s Button Style

Gold-Tone Train Engine Tie Clip | Cow Catcher Included

Tiger’s Eye Cufflinks | 1970s Geometric Gold-Tone Glow

Ball-and-Post Gold-Tone Cufflinks | Vintage Ribbed Design

Swank Gold Mesh Wrap Cufflinks | Arts of the World Israeli Coin

1970s Agate Oval Cufflinks | Rust & Green Earthtones

1970s Swank Cufflinks | Modernist Gold & Black Enamel Squares

1970s Onyx & Gold-tone Cufflinks | Sleek Barrel Design

Mid-Century Tiger’s Eye Cufflinks | Rich Swirls in Gold-tone Setting

1980s Italian Burgundy Silk Tie by Lazo | Unisex Style

1980s Armani Necktie | Green Abstract Design

Vintage Pocket Knife – Money Clip | Coachmen Design

Vintage Pewter Poodle Cufflinks | Show Dog Style

Modernist Greek Key Cufflinks by Hickok | Smooth Style

Vintage Barkcloth Hawaiian Shirt | Honolulu Happiness

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1960s Mossant Straw Fedora | Vintage French Riviera Souvenir

Silver Musical Note Cufflinks by Swank | A Stylish Song

Vintage Pewter Skull Cufflinks | Goth Style

Sarah Coventry Cufflinks & Tie Tac Set | Black Onyx & Gold

1950s Swank Onyx Tie Bar | Mid Century Detail

Swank Gold-Tone Cufflinks | Geometric Mid-Century Style

Hickok Gold & Black Enamel Cufflinks | 60s Mod Style

Mother-of-Pearl Cufflinks | Unique Carved Cameo

1950s Silver Cufflinks | Art Deco Style

Swank Two-Tone Cufflinks | Cool Gold & Silver Brick Pattern

Swank 1970s Lucite Cufflinks & Tie Tac | Colorful Cubist Style

Modernist Design Wood Cufflinks | Sleek Silver Metal Inlay

1950s Jasper Tie Bar | Rock Your Style

Vintage Mexican Straw Hat | Fun Wide-Brim Derby

Vintage Menswear Chosen for Craft and Character with Men’s Hats, Accessories, and Cufflinks

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