If you spend your weekends chasing mountain views, paddling alpine lakes, or just hanging out in your favorite Colorado town, then you already know a great trucker hat is a must. Not just any hat will do—you want one that delivers comfort, durability, and effortless outdoor style. At Outer Wings, we build every hat with real adventurers in mind.
This list is packed with high-quality trucker hats that balance rugged performance with clean, modern design. Whether you're looking for the best hat for hiking in Colorado, or something that transitions seamlessly from trail to town, we've got you.
1. West Pine Hat (Richardson 112)
Looking for that classic outdoor feel with a fresh twist? The West Pine Hat features a circular leather patch with a compass-style border and clean mountain lines in the center. The patch is stitched with white thread for a subtle contrast that pops against the Richardson 112, a mid-profile, structured mesh back hat known for its versatility.
Why it works:
- Breathable polyester mesh back
- Adjustable snapback for secure fit
- Classic flat bill style for timeless mountain vibes
- Durable, structured front for long-term wear
See More: Trucker Hats
2. Lake Life Hat (Richardson 115)
Built on the low profile Richardson 115, the Lake Life hat is a staple for long days at the water. It features a hand-sewn leather patch with an idyllic lakeside scene, reminding you to slow down and enjoy your surroundings.
Perfect for:
- Paddleboarders, anglers, and lakeside loungers
- Anyone who prefers a hat with a snug, low-profile fit
- Outdoor lovers who care about comfort and clean style
The 115 is a favorite for guys who find standard trucker hats too tall. Plus, it’s adjustable and structured just enough to hold its shape.
See More: Low Profile Trucker Hats
3. Mountain East Hat (Richardson 168)
If you're into the bold look of a flat bill trucker hat, the Mountain East delivers with elevated edge. The Richardson 168 is a seven-panel, high-profile hat that turns heads in the right way. This leather patch design features three mountain peaks and subtle lines, giving it that balanced, masculine feel that stands out without being loud.
Specs:
- Structured seven-panel design
- Flat bill with contrast stitching
- Adjustable snapback closure
- Cotton/nylon/poly blend for comfort and structure
See More: Flat Bill Trucker Hats
4. Arrow Pine Hat (Outer Wings 970)
Crafted on the Outer Wings 970, this high-profile rope trucker hat blends vintage appeal with a modern design. The Arrow Pine leather patch features a trio of arrows forming a pine tree—a symbol of alignment and adventure. Whether you're heading into town or hitting the alpine loop, this is a hat that earns compliments and holds up to real use.
Why it stands out:
- Water-resistant material
- High-profile 5-panel design with a rope accent
- Square leather patch sewn with care
- Durable and unique—a signature Outer Wings original
See More: Rope Hat Snapback
5. Dark Mountain Hat (Richardson 112 & 115)
One of our most versatile styles, the Dark Mountain hat is available on both the Richardson 112 and 115 for your preferred fit. The leather patch features a bold mountain silhouette with a clean cut. Whether you're a mid-profile guy or prefer low-profile comfort, this design fits every kind of outdoor lifestyle.
Best for:
- All-season wear from trail to brewery
- Men who like structured mesh trucker styles with reliable fit
- Mountain town living
Available in color combos like Black/Black and Charcoal/Black, it’s a minimalist’s dream.
See More: Mountain Hats, Richardson 115 Hats
Q&A: Finding the Best Trucker Hat for Outdoor Guys
Q: What’s the difference between the Richardson 112 and 115?
A: The 112 is a mid-profile hat that fits most head shapes comfortably. The 115 is a low profile hat designed for guys who want a closer fit or prefer a sleeker silhouette.
Q: Why are leather patch hats better for the outdoors?
A: Our real leather patches are stitched on, not glued, and made from high-quality, vegetable-tanned leather. That means better durability, weather resistance, and a more premium look that only gets better with age.
Q: Are Outer Wings hats made in the USA?
A: Yes! All patches are designed, engraved, and sewn in Colorado. We use industry-trusted hat styles and upgrade them with handcrafted, mountain-inspired details.
Q: Which is the most breathable hat for summer hikes?
A: Go with the Richardson 112 or 115—both offer mesh backs for airflow, making them ideal for warm weather.
The Best Trucker Hats for Men Who Do More
At the end of the day, your hat should do more than block the sun. It should match your lifestyle, reflect your values, and last for seasons to come. Whether you're headed for a summit, soaking in a Colorado hot spring, or walking down Main Street in Breck, Outer Wings has a leather patch trucker hat that fits the moment.
Explore the full collection of Colorado trucker hats, mountain hats, and custom leather patch hats built for guys who do it all.
Shop now at Outer Wings