Newsboy Caps for Cool Weather Comfort
Warm, relaxed newsboy caps made in fleece and cozy knits — offered in real adult sizes from M–3XL, designed with an easy drape and a comfortable, unstructured feel.
Newsboys Made for Warm Comfort — and Real Heads
These aren’t your average newsboy caps.
This is the kind of hat you reach for when the air turns cool and you want something that feels soft, relaxed, and easy to wear. The fit is comfortable and forgiving, with a natural drape that gives these newsboys their laid-back character and cozy appeal.
Made in warm fleece and comfortable knits, these caps are designed for cold days when comfort matters just as much as style. Easygoing, wearable, and anything but stiff — this is a newsboy cap you actually want to put on.
Newsboys
Real People in Their Newsboys
From casual days out to cool-weather favorites, these handcrafted newsboy caps are worn by real people who love the relaxed look and comfortable feel. See how they drape and wear across different styles — then scroll down to find the one that fits your cold-day routine.
Newsboy FAQs — Find Your Perfect Fit
Clear, simple answers about warmth, fit, and care — so you can shop with confidence.
Warmth
These newsboy caps are designed for cool and cold weather, with warmth focused where it matters most.
The band is fleece lined, providing softness and insulation around the cap. The crown is intentionally unlined, allowing the cap to drape naturally and feel comfortable rather than heavy or bulky.
This combination makes the cap warm and cozy for cool days while still feeling relaxed and easy to wear. These are seasonal, cool-weather caps, not intended for hot weather or year-round use.
What size should I choose?
Newsboy caps are made in real adult sizes—not one-size-fits-most—so you can choose a size that fits you comfortably.
Available sizes:
- M: 22″ (labeled 22)
- L: 23″ (labeled 23)
- XL: 24″ (labeled 24)
- 2XL: 25″ (labeled 25)
- 3XL: 26″ (labeled 26)
The relaxed crown is designed to drape naturally, creating a comfortable fit without feeling tight or overly structured.
If you’re between sizes or prefer a fuller fit, sizing up is recommended.
If you’re unsure which size to choose, visit How to Measure Your Head.
For exact sizing details, see the Size Chart (PDF).
Handcrafted
Every newsboy is made in Kansas City using our original designs and patterns, with careful construction and hand-finished details.
Designed for comfort, durability, and real-life wear, each piece is produced in small batches with no shortcuts.
Care
Easy care, every day.
Machine wash cold and machine wash. Your newsboy will stay soft, keep its shape, and be ready for your next adventure.
Custom Requests
Love what you see but need something a little different? Some styles, fabrics, and prints sell out quickly—especially small-batch and curated pieces. If something here sparks an idea, let’s talk.
Your new headwear is just a conversation away.
Newsboys That Fit Your Cool-Weather Life
From crisp mornings and winter errands to quiet walks and everyday moments, a good newsboy cap should feel warm, comfortable, and easy to wear. These relaxed, fleece newsboys are made for cold days when you want a hat that feels just right the moment you put it on.
Newsboys That Fit Your Cool-Weather Life
When the days turn cool, reach for a newsboy cap that feels warm, comfortable,
and easy to wear. Designed for relaxed style and cold-day comfort, these
newsboys are made to become part of your everyday routine.
Helpful Resources
If you’d like help choosing the right beanie size or want more details before you shop, these quick guides may help: