Tucked into the heart of Western North Carolina, Hendersonville is a town that blends laid-back mountain living with access to some of the most stunning natural escapes in the Southeast. From scenic waterfall hikes to craft breweries and family-friendly downtown strolls, it’s the kind of place where you want to look good and feel comfortable. And nothing ties together your fit quite like a well-made trucker hat.
At Outer Wings, our trucker hats are made for guys who appreciate clean lines, quality materials, and subtle mountain style. Whether you're chasing a waterfall or sipping a local IPA, our handcrafted leather patch hats are up for the adventure.
Why Trucker Hats Are a Go-To in the Blue Ridge
The climate in Hendersonville can swing from sunny and warm to misty and cool in a single afternoon. The best trucker hats for this region need to check a few boxes:
- Breathable mesh back for hot, humid days
- Pre-curved or flat bills for sun protection on the trail
- Structured front panels that hold their shape on hikes and errands
- Quick-drying and moisture-wicking designs for when you’re working up a sweat
Our hats are all of the above—and then some. We stitch every leather patch by hand, using real, veg-tanned leather that develops character with time.
Outer Wings Trucker Hat Picks for Hendersonville
If you're planning to hit the trails, check out waterfalls, or grab a drink on Main Street, here are the best leather patch trucker hats to keep you covered:
1. West Pine Hat – Richardson 112
- The Richardson 112 is a mid-profile trucker with a classic pre-curved bill and breathable mesh back
- The West Pine leather patch features a compass-inspired circle design with clean mountain artwork, stitched with white thread
- Built from a 60/40 cotton-poly front and polyester mesh back for all-day comfort and breathability
- A go-to for waterfall hikes or casual days in town—it’s stylish, durable, and fits nearly every head comfortably
2. Mountain East Hat – Richardson 168
- The Richardson 168 is a high-profile, seven-panel flat bill trucker hat with a bold fit and structured front
- Crafted from a 47/28/25 cotton/nylon/polyester front with 100% polyester mesh back
- Features the Mountain East patch with detailed peaks and the Outer Wings logo, making it a standout for mountain lovers
- It’s perfect for brewery outings, summer concerts, or a drive along the Blue Ridge Parkway
3. Alpine Wings Hat – Outer Wings 970
- Our exclusive Outer Wings 970 hat is a high-profile rope trucker built for comfort and performance
- Made from durable, water-resistant fabric with a structured five-panel design
- The Alpine Wings patch features a clean square design with crossed skis and the words “Outer Wings” beneath
- Great for active adventures or mountain-town strolls—this hat bridges performance with timeless mountain style
Explore more styles on our Trucker Hats, Mountain Hats, and Flat Bill Rope Hats pages.
Hendersonville Adventures Made for Your Hat
Looking for where to wear your new leather patch hat? Hendersonville offers a perfect blend of trails, towns, and taps:
Waterfall Hikes
- Triple Falls & High Falls (DuPont): The trail gets misty—pack a water-resistant 970 like the Alpine Wings
- Bridal Veil Falls: Flat terrain and open sun make the West Pine hat’s curved bill a comfortable fit
Breweries & Downtown
- Oklawaha Brewing & Triskelion Brewing Co.: Bring the Mountain East for a sharp, clean look that pairs with any local pint
- Main Street Shopping: The Richardson 112 or 168 styles both offer breathable comfort and structured fit
Day Trips
- Pisgah National Forest: Whether you’re hiking or biking, the Alpine Wings hat fits in perfectly
- Jump Off Rock: A peaceful overlook just outside of town—any Outer Wings hat looks good here, camera or not
What Makes Outer Wings Hats Stand Out
- Custom leather patch hats hand-sewn in Colorado
- No glued-on patches or fake leather—real materials, real craftsmanship
- Options available in low profile, flat bill, and rope hat snapback styles
- Subtle designs that work from trail to taproom
- No minimums on custom orders—great for local businesses and events

Q&A: Trucker Hats & Outdoor Style
Q: Can I wear these hats year-round in Hendersonville?
A: Yes. Our mesh-back styles work great in the summer, and our rope hats hold up in spring and fall weather.
Q: Are your hats good for hiking and brewery hopping?
A: They’re made for both. We blend functional features like UPF, water resistance, and structure with style that fits in downtown or on the trail.
Q: What’s the difference between trucker and low profile?
A: Trucker hats (like the 112) are mid-profile and more structured. Low profile hats (like the 115) fit closer to the head and are great for smaller sizes or subtle style.
Q: Can I get custom trucker hats for my business or event?
A: Absolutely. Check out our Custom Leather Patch Hats with no minimums required.
Final Thoughts
Whether you’re summiting a trail or hitting Hendersonville’s breweries, an Outer Wings trucker hat is built to do it all—comfortably, stylishly, and with mountain-town pride. Our leather patch trucker hats offer the perfect blend of form and function for locals and travelers who want quality without the flash.