Now that September is here, many of us are looking forward to football and cooler temperatures. It’s a transition season, so while part of the country is comfortable, we’re still roasting down here in Florida until late October or so. For the early season (and longer for southern states), heat is still a factor, though the humidity isn’t as bad. Further north, those early cold fronts will start moving through, bringing wind and rain with them. With such a wide range to prepare for, I’ve gathered the best fall workwear on our radar for construction, landscaping and lawn care, and agriculture.
Do you have any fall workwear recommendations to share? Tell us about them in the comments below!
Jump to These Top Workwear Sections
- New Workwear Lines
- Work Boots and Footwear
- Work Shirts
- Work Pants, Shorts, and Belts
- Work Outwear
- Safety Glasses and PPE
New Workwear Lines
DeWalt Off-Site Collection
At DeWalt’s Built Black and Yellow Experience in Baltimore, I had the opportunity to get my hands on plenty of new tools coming out over the next year or so. What I wasn’t expecting was an announcement about the new DeWalt Off-Site Collection.
It’s a collaboration with fashion designer Jeff Staple, who was responsible for the viral Nike Pigeon Shoe a while back. The line is designed as DeWalt apparel rather than workwear, and its focus is to offer functional, fashionable casual wear that represents what you believe in when you’re off the clock.
The first piece due out is a reversible vest. I brought one home, and I’m impressed by the attention to detail that went into bringing it to life. Other drops will be happening over the coming months.
Work Boots and Footwear
Timberland Pro Boondock UL Work Boot with BOA Fit System
The Timberland Pro Boondock UL 8-inch Work Boot combines lightweight performance with a dialed-in fit. The dual-dial BOA Fit System delivers a micro-adjustable, precision fit in two distinct zones, securing the foot and ankle independently for improved stability with reduced pressure. The BOA Fit System is engineered and guaranteed for all-day performance in any environment.
The Boondock UL 8-inch is crafted with Hover Spring foam and anti-fatigue technology for high-rebound underfoot cushioning. Additionally, it features Premium Timberland leather that’s abrasion-resistant and waterproof, along with an antimicrobial-treated lining to help prevent unpleasant odors, stains, and deterioration.
From the composite safety toe to the TPU outsole for slip-resistant traction, it’s built with safety in mind. Lock into the job all day long with the Timberland Pro Boondock UL 8-inch Work Boot with BOA Fit System.
Price: $270
Tecovas Longhaul Waterproof Moc Composite Toe Work Boot
We’ve been fans of Tecovas boots for years and have long appreciated the Longhaul work boot for its versatility across the trades. Tecovas’ Work line also includes a Waterproof Moc Composite Toe version, so you can enjoy the Longhaul’s benefits in a classic style.
On paper, it checks every box a professional needs: a composite safety toe, electrical hazard protection, and an oil- and slip-resistant outsole, all ASTM-rated, along with full waterproof construction. But the specs only tell part of the story. Tecovas’ craftsmanship, quality, and thoughtful design are what truly sets the boot apart. The moc toe is a classic for a reason — sharp enough on the jobsite, and just as at home once the workday’s over.
Then there’s the comfort. Tecovas’ Total Energy Command (TEC) system layers cushioning through the insole and outsole, so the boot supports you through a full shift instead of wearing you down. No break-in period, no trade-offs — just a boot that works as hard as you do without looking like it has to.
Price: $224.99 – $234.99
Brunt USA Ohman Welted
Brunt’s Ohman work boot is the most comfortable I’ve worn from them so far. I can feel the cushioning with each step, and the Chelsea style is nearly effortless to put on and take off.
For fall, there’s an upgrade: a USA welted version available with a soft toe or a composite safety toe. While the foundational design is the same, it creates a more durable boot built right here in American using a combination of domestic and global materials.
The Ohman isn’t for everyone, though. If you regularly work on loose or sloped ground, a lace-up heeled option will be more stable. On the other hand, if you’re frequently on concrete, asphalt, finished floors, or hard ground, the Ohman’s wedge outsole and comfortable midsole are a solid combination.
Price: $224.99 – $234.99
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Keen Utility Liberty Work Boot Expansion
Keen Utility’s Liberty work boot collection is part of its American Built series. As the name suggests, they are built here in the United States (Kentucky) using domestic and global materials.
While the Liberty isn’t brand-new, there are two new additions to the line. There’s a 90° heel Chelsea available with a carbon safety toe or soft toe. If you’ve been on the hunt for a slip-on design without going full Wellington, it’s a solid bet.
The other new design is the Liberty Racer. This is a fusion of a classic 6-inch lace-up boot and a wedge boot with a unique, almost sneaker-like outsole tread pattern. Combined with Keen’s Luftcell air-infused midsole, it does its best work on hard surfaces, such as concrete and asphalt.
With these new additions, the Liberty line now includes six distinct styles. Looking through what’s available, there’s a Liberty design for nearly any type of jobsite.
Price: $280 – $300
Fall Work Shirts
1620 Field Tech Short Sleeve Shirt
The folks over at 1620 Workwear recently launched the new Field Tech Short Sleeve Shirt and it’s a solid transition piece to cover summer and the warmer part of fall.
It’s made from an 87% polyester, 13% spandex blend that offers 4-way stretch, but that doesn’t tell the whole story. When I put it on for the first time, it felt different than other synthetic work shirts I wear.
The material weight is a little heavier, and combined with a micro-ripstop stitching pattern, it’s built to be more durable. The material is naturally breathable, but 1620 took it up another level with a back flap and mesh lining.
Better still, there’s a zippered side-entry check pocket to go along with the two standard chest pockets and an integrated glasses wipe inside the lower right side. Since it’s from 1620 Workwear, it’s proudly Made in the USA, comes with a lifetime guarantee, and there are free exchanges.
Price: $128
Forgeline Cozy Dell Merino Baselayer T-Shirt
The Cozy Dell Merino Baselayer T-Shirt is Forgeline’s first next-to-skin base, and while they didn’t do anything crazy in the basic design, the material choices were spot-on for tradesmen.
Merino wool is a hot topic in workwear thanks to its natural softness, moisture-wicking, and temperature regulation. Its benefits are similar to polyester, but without the stink buildup. The only problem is that it doesn’t hold up structurally on its own.
Forgeline’s solution is a blend of 52% 18.5-micron merino wool and 48% recycled polyester blend. The polyester helps the shirt hold its shape and strength, even when it’s wet, while preserving the wool’s odor-fighting capabilities.
The comfort is next level, and I like it better than any of my polyester shirts. It’s tough enough to stand on its own during warm weather, which is great if your early fall feels more like summer. It also layers easily, making it your everyday base layer until it gets cold enough to reach for an insulated base.
Price: $89
Duluth Trading Company No Quit Utility Standard Fit Flannel Shirt
If you’re looking for something a little warmer for those brisk fall days, Duluth Trading Company has a new flannel worth considering.
It features a 5.9-ounce 74% cotton, 23% CoolMax All Season polyester, and 3% spandex blend that won’t trap odors the way 100% polyester shirts do. At the same time, the CoolMax polyester helps promote breathability and moisture wicking better than 100% cotton.
The polyester and spandex also add some stretch, and combined with gusseted arms, this is a flannel that offers a solid range of motion while you’re working.
With a bonus zippered chest pocket to keep gear secure, six colors to choose from, and a length designed to wear untucked, it’s just as comfortable off the clock as it is functional on the job.
Price: $79.95
Fall Work Pants, Underwear, and Accessories
Truewerk T3 WerkPant
When fall cold fronts make temperatures plummet, you need a work pant that can protect you from cold temperatures without sacrificing your ability to move. That’s the kind of weather Truewerk’s T3 WerkPant thrives in.
Its 3-layer bonded construction features a durable 4-way stretch ripstop nylon softshell and a polyurethane membrane for weather protection with Hex Fleece on the inside to keep you warm and comfortable. To top it off, a DWR treatment adds water resistance.
Unlike traditional work pants built for frigid temps, the T3 WerkPant is designed to provide windproof warmth without the bulk and ensure full-range mobility. It’s a technically advanced cold-weather work pant, bridging high-performance outdoor apparel with trade workwear utility. This fall, trade in your bulky lined pants for Truewerk T3 WerkPants and experience what cold-weather work pants should be.
Price: $119
Ariat Rebar M4 Relaxed DuraStretch Basic Boot Cut Jean
My son is training to be an aircraft mechanic, and he loves Ariat denim for work. We put the Rebar M4 Relaxed DuraStretch Basic Boot Cut Jeans on his hips, and they might just be the best they’ve made work jeans they’ve made so far.
It starts with a blend of 67% cotton, 32% polyester, and 1% spandex, giving you plenty of stretch to bend and move without the higher price tag of full synthetic work pants. Plus, it has a 13-ounce weight and ToughMax fibers that significantly improve the durability over standard jeans.
It’s hard to argue with the fit. Relaxed through the waist, hip, and thighs, sitting mid-rise, and with 19-inch boot cut leg openings to accommodate Western or hiker-style work boots, it’s a perfect design for denim-loving tradesmen.
With its fit, durability, and approachable price, the Ariat Rebar M4 Relaxed DuraStretch Basic Boot Cut Jean is a solid pick for the fall work season, and it’s available in a much wider range of sizes than other work pants we recommend.
KUIU Groundwork Work Pant
Of the outdoor/hunting brands crossing over into workwear, KUIU has been one of the most effective, and the Groundwork Work Pant is an excellent example of why.
It’s primarily made from a stretch woven 90% nylon, 10% Spandex blend with a 226-gram weight. It offers outstanding stretch and movement with impressive durability, and the weight is just right as the days get milder. Plus, zippered mesh vents on the thigh open up additional airflow as the day warms up.
From there, the Groundwork has a solid trade-focused design with an excellent layout of functional pockets and built-in knee pad pockets. The knee pads KUIU includes are compact and stay out of the way while you’re walking and standing, yet offer good knee protection when you’re working at ground level.
Based on my experience, they fit about a 1/2-size small, so order up if you’re nearing the limit on your regular work pants.
Price: $179
Truewerk T3 WerkBib
Traditional work bibs can be good at keeping the cold out, but they tend to be bulky and restrict your movement. Truewerk’s T3 WerkBib is built on the same foundation as its T3 WerkPant, combining 3 layers to ensure you have the durability, mobility, and weather protection you need when temperatures drop.
Uncommon among work bibs, the T3 WerkBib has a true 4-way stretch, allowing you to move, bend, and stretch much more easily. Also hard to find, it features integrated knee pad pockets and include Truewerk’s removable AirWerk knee pads that are lightweight and supportive while avoiding unnecessary bulk.
When the temperatures dive this fall, ditch those stiff, bulky bibs and upgrade to Truewerk T3 WerkBibs to experience purpose-built bibs designed to work with you.
Price: $199
Fall Work Outerwear
Truewerk Woobie WerkJacket
Fall doesn’t require a full-on winter coat, but some days you need more warmth than a sweatshirt provides. Unfortunately, most options lack the durability for jobsites, trap sweat, or restrict your movement. If that struggle sounds familiar, Truewerk’s Woobie WerkJacket with Hood is your solution.
Inspired by military issue Woobies, it’s a lightweight, low-profile layer featuring 80 gsm of insulation that adds warmth without bulk. It’s built to move with a 4-way stretch, plus articulated arms to allow full mobility. Rounding out its jobsite appeal, it has a moisture-wicking liner and DWR treatment that offer the breathability and moisture management you need to stay comfortable on the job.
The Truewerk Woobie WerkJacket with Hood is ideal for crisp fall days, and also layers easily as a mid-layer that can carry you into winter.
Price: $149
King’s Camo Pinnacle Jacket
If you mixed your favorite sweatshirt, fleece, and mid-layer jacket in a blender, you’d get King’s Camo’s Pinnacle Jacket.
Designed with bowhunters in mind, it crosses over beautifully to work in the trades. Its breathable 4-way stretch polyester fleece is “body mapped” to put some extra insulation and warmth around your torso while reducing the material weight in the arms to allow you more freedom of movement.
There are several comfort bonuses as well. The collar zips up higher than the base of the hood, offering better neck protection. Thumbholes keep the sleeves from creeping on you. Thanks to a formed fit, it also layers very easily to carry you into winter as your go-to base layer. Plus, it’s dead quiet for those of you who get annoyed with the swishing sound of most synthetic fabrics.
When you put it on for the first time, you’ll realize it’s the fall jacket you didn’t know you needed, and you might not ever be able to go back to traditional sweatshirts or fleeces.
Price: $139.99
Helly Hansen Kensington Waterproof Shell Jacket
There are jackets designed to protect you from the rain, and then there are jackets designed to help you work in the rain. Helly Hansen’s Kensington Waterproof Shell Jacket is the latter.
For weather protection, it’s a 2-layer design with taped seams that make it fully windproof and waterproof while remaining breathable. Made from a 215-gram polyester shell over a polyester lining, it offers a boost in warmth for mild days without bulking up too much.
What sets it apart for me are the trade-friendly design elements. Most importantly, the articulated arms allow for a better range of motion than most rain jackets. There’s also plenty of adjustability around the detachable hood, cuffs, and hem to customize the fit for the way you’re working. And even though the colors are on the darker side, reflective elements help make you more visible in low-light conditions.
For those of you up north whose definition of fall sounds more like winter for the rest of us, it’s the high-quality transition jacket you need as rainy cold fronts become more frequent.
Price: $250
Safety Glasses, PPE, and Wearables
Milwaukee Wrap-Around Safety Glasses
Milwaukee went on a tear in the PPE category ahead of the fall season, and their new wrap-around safety glasses caught my attention.
I wear contact lenses, and these glasses have a tall, full wrap-around design that helps keep debris out of them and reduces wind that can dry them out better than most designs.
Beyond eye protection, Milwaukee also had your comfort in mind. The flex temples and soft nose piece on the frames avoid building pressure or pain points over the course of the day. Plus, the top of the frame is flat, giving your hard hat room for proper wear without pushing down on it.
These are available with anti-scratch or dual-coated polarized lenses. In addition to the Red Mirror lens color, the polarized lens is also available in a Silver Mirror. The anti-scratch version comes in Red Mirror, Silver Mirror, standard tint, and clear lens options.
Check out Tom’s Instagram overview!
Price: $44.99 – $89.99
ISOtunes Sidekick Wearable Bluetooth Speaker
Wearable Bluetooth speakers have slowly been making their way onto jobsites. I’ve tried a few, and the fact that I didn’t keep any of them indicates there’s room for improvement. That said, ISOtune’s Sidekick Wearable Bluetooth Speaker show much more promise.
My biggest complaint with other designs is sound quality. While there’s only so much you can expect from a speaker that small, they just haven’t been pleasant to listen to. But the Sidekick has impressively good sound for its size.
It doesn’t stop there. You can pair two Sidekicks for fuller stereo sound, and there’s a built-in hands-free calling function so you can take calls without having to drop what you’re doing.
Plus, you don’t have to worry about its survivability on the jobsite. It’s IP67 and MIL-STD-810H to handle water, dust, and drops. The buttons are intentionally oversized to be glove-friendly, and the clip has a magnet in it if you’d prefer to move your music and calls to a nearby steel surface. Plus, there’s a built-in LED light that can be helpful in low-light situations.
So, if you’re in the market for a wearable speaker, the ISOtunes Sidekick is one I can actually recommend.
Price: $99.99 each or $149.99 for a 2-pack
Milwaukee Cut Level 4 and 6 Protective Sleeves
Milwaukee introduced cut protection sleeves a while back, and the line is expanding to include Cut Level 4 and Cut Level 6 options.
Making cut protective sleeves is one thing, but making them comfortable is another matter. After all, you could wear medieval armor, and you’d be protected. But you’d probably have a hard time managing your work.
Milwaukee made these from a high-dexterity material that helps you maintain the range of motion you need while also offering moisture-wicking breathability to keep you more comfortable. UPF 50+ protection means you don’t have to apply sunscreen on your arms, and an adjustable bicep strap helps you adjust the fit. And if you need another reason to pull the trigger, they’re machine washable.
With this expansion, Milwaukee now has ANSI-rated protective sleeves that cover your arms across Cut Levels 1, 3, 4, 5, and 6. All you need to do is choose the protection level you need and whether the 16-inch or 18-inch length is better for you.
Price: $22.97 – $27.99
Sawyer Permethrin Fabric Treatment
Sawyer isn’t new, but it’s a name you might not be familiar with yet. As summer’s mosquitoes, ticks, and biting flies prepare to share the air around you with fall’s hatchings, Sawyer’s permethrin fabric treatment is one of your best friends.
Instead of spraying DEET all over your skin and gear, permethrin is an insect repellent that you pretreat your clothing and other fabric gear with. Simply spray it on, wait for it to dry, and you’re covered for up to 6 weeks or 6 washings.
It won’t stain your clothing, and it dries odorless, offering you a wearable shield that you don’t have to worry about reapplying throughout the day.
Sawyer offers its Permethrin Fabric Treatment in a trigger or aerosol bottle with multiple sizes available. It’s relatively affordable, so you can always try a smaller bottle to see how effective it is.
Price: $10.99 – $19.99
Milwaukee Cut Level 6 High Dexterity Nitrile Dipped Gloves with Wear Defense
Milwaukee is also expanding its Cut Level 6 gloves with a new High Dexterity Nitrile Dipped version that includes Wear Defense.
Wear Defense is Milwaukee’s solution for improving the durability of these gloves, featuring a coating that lasts longer than competing designs. Additionally, there’s a reinforced section between the thumb and forefinger that tends to wear more quickly since smaller and round materials tend to settle in there when you grip it.
While the technology isn’t new, they feature SmartSwipe material that allows you to tap and swipe your phone or tablet without removing your gloves. Milwaukee also uses color-coded bands to help you quickly identify the Cut Level (green for the Cut Level 6 gloves).
Price: $24.99
