The Best Hats for Bad Hair Days
Introduction
Bad hair days happen. Humidity, rushed mornings, post-gym sweat, or hair that just will not cooperate.
The fix is simple: put on a great hat and keep moving.
This guide gives you quick picks by hair problem, a fast fit guide (including options that work well for smaller heads), and a few Outer Wings styles that look intentional, not like a cover-up.
1. What People Are Really Looking For on a Bad Hair Day
Most shoppers aren’t looking for a “fashion lesson.” They’re trying to solve one of these problems fast:
- Greasy roots or hair that feels unwashed
- Frizz and humidity
- Flat hair that won’t hold shape
- Post-workout hair
- Awkward grow-out phase
Quick tip: The best bad hair day hat is the one you’ll actually wear more than once. Comfort and fit matter more than anything.
2. Quick Picks: Best Hat Styles for Bad Hair Days
If you want the short version, start here.
- Low profile trucker hats: closer fit, less “tall hat” look
- Mid profile trucker hats: classic everyday shape, easy with casual outfits
- Rope hats: clean, structured look that still feels laid-back
- Performance hats: great for sweat, heat, and humid days
- Beanies: cold-weather coverage when you want maximum “no effort”
Want to browse everything without overthinking it? Start here: browse custom leather patch hats.
3. Choose Your Hat by Hair Problem
Greasy hair or oily roots
- Go structured. It keeps your look sharp even when your hair isn’t.
- Low profile styles can feel more natural and less bulky.
A strong everyday option is the Lost Pine leather patch trucker hat.
Frizz and humidity
- Breathable builds are your friend on sticky days.
- If you run hot, a performance style can be more comfortable for all-day wear.
If your “bad hair day” is really a humidity day, check out Paddle and Chill.
Flat hair or “nothing is working” hair
- Rope hats and structured crowns make the whole outfit feel more put-together.
- Great for travel days, casual nights out, and quick errands.
For a clean rope-hat look, try the Mountain West rope hat snapback.
4. Fit Notes That Matter (Including Smaller Heads)
A lot of people searching “best hats for bad hair days” are women, and fit can be the make-or-break piece.
If hats have felt too tall, too stiff, or just “too much,” start with a lower profile and work from there.
- Richardson 115: low profile, sits closer to the head, often feels easier for smaller heads
- Richardson 112: mid profile, a little more crown height, classic trucker shape
If you want options that tend to fit smaller heads better, start here: Smaller Heads hat collection.
Quick tip: If you’re between looks, the 115 is usually the “easy yes” for a lower crown and a more subtle fit.
5. Beanies for Bad Hair Days
Beanies are the cold-weather cheat code. If you want maximum coverage with minimal effort, they’re hard to beat.
If you want a simple, everyday beanie option, start here: Richardson 145 leather patch beanie.
FAQs (Frequently Asked Questions)
Q: What is the best hat for greasy hair?
A: A structured trucker hat is usually the easiest fix. It makes your whole look feel intentional fast.
Q: What hat works best for frizzy hair and humidity?
A: Go breathable. If you’re dealing with sweat and sticky weather, a performance style can be more comfortable.
Q: Are trucker hats good for bad hair days?
A: Yes. They’re breathable, easy to wear with casual outfits, and they hide a lot without feeling heavy.
Q: What’s the best hat style for women on a bad hair day?
A: Low profile trucker hats are a great place to start, especially if taller crowns feel too big. The Smaller Heads collection is built for that exact problem.
Q: How do I avoid hat hair from making things worse?
A: Don’t crank the hat down too tight. A comfortable fit and breathable build usually solves most of it.
Q: What’s the easiest “one hat does it all” pick?
A: A low profile trucker hat in a neutral color. It works for errands, travel, casual nights, and everyday outdoor life.
Conclusion
Bad hair days don’t need a whole plan. A great hat is the plan.
If you want the best odds of finding a comfortable fit fast, start with the Smaller Heads collection. If you want to browse everything, head to the full Outer Wings hat collection.
Want 10% off your first order? Sign up for Outer Wings emails and we’ll send your discount code.
