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    Stylish Caps and Newsboys Collection

    The original Baseball Cap was made famous by the Brooklyn Excelsiors who first wore a version of the six panel cap in 1860. Before it was known as the “Baseball cap” it was called the Brooklyn cap. The classic six panel cap is the most famous form of headwear today and the choices are limitless. We have created some unique versions including Dad caps and we also include the beloved Newsboy cap in this category. This cap style has many names, Ivy cap, Gatsby cap, Driving cap and many, many more. In 1571 an act of parliament was created  that required all males over the age of six to wear a wool flat cap apparently to stimulate wool consumption in England. This law didn’t apply to the upper class. So it was the working class who got to wear the cool caps and eventually its popularity spread across the world. We also feature the French Beret in this category, a true classic!

    Handmade Newsboy Caps for Men & Women

    Conner's newsboy cap collection combines vintage British heritage with sustainable, handmade craftsmanship. Each cap features the classic 8-panel construction with a rounded, full crown and signature top button—the hallmarks of an authentic newsboy (also called Gatsby, paperboy, or baker boy caps).

    Why Choose Conner Newsboy Caps:

    • Handmade quality: Each cap is crafted with attention to detail in small-batch production, not mass-produced
    • Sustainable materials: Organic cotton, weathered cotton, herringbone wool, and premium leather options
    • Versatile fit: Designed for both men and women, with sizes from Small to XX-Large
    • Lifetime warranty: Every Conner hat is warranted against defects in materials and workmanship for the lifetime of the hat
    • Family-owned since 1969: Founded by Bill Conner in Byron Bay, Australia; continued by his son Will Conner since 2014

    Our newsboy caps range from $68-$79 and are ideal for casual wear, outdoor activities, travel, and adding vintage flair to any outfit. Unlike flat caps (which have a sleeker, low-profile design), newsboy caps offer a fuller, more expressive silhouette with visible paneling that creates texture and dimension.

    Man in Newsboy cap in a truck
    Woman wearing grey houndstooth newsboy cap by Conner hats

    Newsboy Caps: Frequently Asked Questions

    A newsboy cap (also called a Gatsby cap, paperboy cap, or baker boy hat) is a rounded cap with 8 triangular fabric panels sewn together from a center button, creating a full, puffy crown. It features a small, stiff brim and sits higher on the head than a flat cap. Newsboy caps originated in the late 1800s and were popularized by newspaper delivery boys in Britain and the United States.

    Newsboy caps have a rounder, fuller crown created by 8 panels meeting at a top button, giving them a baggy, vintage look. Flat caps (also called ivy caps or driving caps) have a sleeker, low-profile design with fewer panels and no top button. Newsboy caps sit higher and looser on the head, while flat caps hug the head closely for a minimalist silhouette.

    Conner newsboy caps are crafted from sustainable materials including organic cotton, weathered cotton, herringbone wool, and premium leather. Organic cotton requires no synthetic pesticides, weathered cotton offers a vintage look with durability, wool provides warmth and water resistance, and leather delivers rugged, long-lasting wear. All materials are selected for comfort, breathability, and environmental responsibility.

    A newsboy cap should sit comfortably around your head without being too tight or loose. Measure your head circumference just above your eyebrows and ears using a flexible tape measure. Match your measurement to Conner's size chart: Small (21.5-22 inches), Medium (22-22.75 inches), Large (22.75-23.5 inches), X-Large (23.5-24.25 inches). The cap's fuller crown allows for a more forgiving fit than flat caps. Many Conner newsboy caps include adjustable features for a custom fit.

    Yes. Newsboy caps experienced a 60% surge in global searches in 2025, driven by vintage fashion trends, Y2K nostalgia, and celebrity endorsements. Designers including Chanel and Prada featured newsboy caps in their 2024-2025 collections, and celebrities like Kendall Jenner and Keke Palmer have been photographed wearing them. The style works equally well for men and women, pairing with everything from casual jeans to tailored coats.

    Newsboy caps pair well with smart-casual and vintage-inspired outfits. For men: wear with sport coats, knitwear, denim jeans, and boots for a heritage look. For women: style with tweed jackets, scarves, leather gloves, and autumn layers for a retro-chic vibe. The cap's rounded silhouette complements oval and long face shapes particularly well, while the vintage aesthetic suits both casual strolls and elevated weekend wear.

    Yes, if you choose a breathable material. Conner's organic cotton and weathered cotton newsboy caps are lightweight and allow airflow, making them suitable for spring and summer wear. Avoid heavy wool styles in hot weather—those are better for fall and winter. The cap's brim provides sun protection for your eyes and face during outdoor activities.

    Care depends on the material. Cotton caps: spot clean with a damp cloth and mild detergent; avoid machine washing as it can deform the cap's shape. Wool caps: brush gently to remove dirt; use a steamer to reshape if needed. Leather caps: wipe with a slightly damp cloth; condition periodically with leather conditioner. Store your cap on a flat surface or hang it to maintain its shape. Never put newsboy caps in the dryer.

    All Conner hats, including newsboy caps, are warranted to the original owner against defects in materials and workmanship for the lifetime of the hat. If your cap fails due to a manufacturing defect or faulty materials, Conner will replace it. This lifetime warranty reflects the brand's commitment to handmade quality and durability.

    Yes. Conner uses organic cotton (no synthetic pesticides), sustainably sourced wool, and responsibly produced leather. The brand operates from a solar-powered warehouse in Florida, sources from suppliers who pay fair wages and practice ethical treatment of employees, and has maintained relationships with trusted factories for over 15 years. Conner's commitment to sustainability extends across materials, production, and long-term partnerships.