Ultimate Guide: Layering, Apparel for Fall and Winter Road Cycling

Ultimate Guide: Layering, Apparel for Fall and Winter Road Cycling

Written by Nick Sowards, on October 10, 2025

Intro: No Bad Weather, Just Bad Clothing

There's an old proverb, commonly attributed to Norway or Sweden, that I've come to love since moving to Utah: "There's no such thing as bad weather, only bad clothing." And for cold climate cyclists, it couldn't be more true. 

For many, a high-quality trainer and well-designed indoor setup is the solution to winter. 

But for those of us who staunchly believe in the visceral, therapeutic, life-force giving benefits of outdoor riding (guilty as charged), cold weather is neither good nor bad, here nor there. It's simply a problem to be solved. 

With this dynamic in mind, we're thrilled to present Contender's 'Ultimate Guide: Layering, Apparel for Fall and Winter Road Cycling' (Note: more of mountain biker? You're in luck, as we have a layering and apparel guide for you as well, available here). 

Part tutorial and part buyer's guide, we'll impart a high level strategy for cold weather layering, followed by a section by section breakdown of apparel and accessories (torso, legs, head & neck, etc.), along with our favorite, in-stock products in each category. 

And yes, there is some major meat on this editorial bone. But not to fear: think of this post as an on-demand guide or wiki of sorts, comprehensively covering your bases, or as a per topic refresher, for aspects of your fall or winter wardrobe that might need an update or two. 

Happy reading, and happy (fall & winter) riding!

Cyclist Looking at Fall Trees in Fall Cycling Apparel

Fast Five: Layering Strategies for Fall & Winter Road Cycling 

First things first: whether you're new to cold weather cycling or simply in need a refresher, there are five primary strategies that cyclists should seek to engage before and during any cold weather ride:  

  • Modular Mindset: similar to skiing, boarding, or snow shoeing, cyclists should think in terms of layers–and modularity. Every piece should serve a purpose, from wicking sweat to adding warmth to protection from the elements (rain, snow, sleet). Furthermore, as temperatures change or one heats up or cools down, being able to add or remove outer to mid layers is key. 

  • Prioritize the Torso: your core controls your overall temperature regulation; keep your torso warm and stable, and the rest of your body should follow suit.

  • Know Your Weak Link: in the cold, most people tend to have a weak link or 'Achilles Heel' that can wreak havoc with a good ride. Be candid about what yours is–Cold hands? Frozen toes? Ice cream headache?--and make sure to have a solution in place.

  • Plan Ahead: check weather forecasts, consider elevation gain and descent, and if possible, plan and lay out your kit the night before. Pro Tip: did you know that for every 1,000 feet of elevation gain, cyclists can expect temperatures to drop between 3-5 degrees fahrenheit. If rolling out at 50 degrees and planning an out n' back with 2,000 feet of gain, be dressed and ready for 40–44 degrees on the descent, plus windchill. 

  • Skate Where the Puck (Body Temperature) is Going: a common pitfall for cold weather cycling? Dressing for a brisk rollout, only to be sweating bullets 15 minutes into the ride, with a damp kit to show for it. Instead, think and dress for 15 minutes into the ride, anticipating how you'll feel once fully warmed up.

Fall Cycling Kit Laid out in Grass

Torso Layering: Build from the Skin Out

Starting with one's core or torso, the most tried and true approach to autumn and winter layering is to emphasize three different layers of clothing: 

1) Base Layer: worn next to the skin, the purpose of the base layer is to wick or draw sweat away from the body, while stabilizing one's overall temperature. The fit should be snug, the seams minimal if possible, and the fabric moisture-wicking (i.e., merino wool or synthetic blend).

Products We Love:

  • Q36.5 Bulletproof Baselayer: lightweight yet powerful, with aesthetics that we love, this layer traps heat with Q36.5's Air Insulation mesh while wicking moisture fast. Exceptional warmth without bulk for the coldest rides.

  • Assos Winter LS Skin Layer P1: strategically woven for warmth up front and breathability in back, this base layer keeps your core steady in freezing temps. Seamless, odor-resistant, and made to ride all winter.

2) Mid Layer: with a goal of both warmth and utility, most mid layers take the form of a short or long sleeve jersey, creating a stable pocket of warm air, along with pockets and zippers for one's personal belongings (phone, wallet, tools, nutrition). 

Products We Love:

  • Giordana Silverline Long Sleeve Jersey: this fleece-lined jersey uses a stretch, thermal knit that retains heat while wicking moisture. The net? Ideal for both cool mornings or as a core insulating layer. 

  • Q36.5 Dottore Hybrid Que Long Sleeve Jersey: at just 220 g (size M), this long sleeve jersey blends wind-blocking UF Hybrid panels up front, and fleece-lined and pinstripe ventilation zones in back, covering a performance range of 46–64°F. 

3) Outer Layer: the primary goal of the outer layer is protection against the elements–wind and rain, snow and sleet–while providing yet another layer of warmth. 

  • For moderate conditions (45–60°F degrees): outer layers typically take the form of arm warmers, a vest or gilet, or a light windbreaker.

  • For colder conditions (30–45°F degrees): an appropriate outer layer is typically a thicker winter jacket–often fleece lined on the inside, with gore tex or water proofing on the outside, with tight cuffs at the wrists. 

Q36.5 Base layer and Jacket in Fall Grass

Products We Love:

  • Arm Warmers: 

    • Pas Normal Logo Arm Warmers: made from DWR-treated SuperRoubaix fabric, these warmers offer a soft-brushed lining, exceptional stretch, and on-point breathability. With silicon grippers, they're also sure to stay in place.

    • Assos R Winter Arm Warmers P1: using Assos's RX Extreme textile, these warmers deliver insulation with water-repellency and high breathability—ideal for cool, damp riding.

  • Vests:

    • Q36.5 Dottore Hybrid Vest: windproof UFHybrid Shell fabric up front and a highly breathable back panel make this vest ideal for 50–60°F rides. Light, packable, and aerodynamic, it's a great pick for shifting conditions.

    • Q36.5 Women's Adventure Insulation Vest: this lightweight, packable vest uses active insulation to balance warmth and breathability without bulk. Perfect for crisp fall mornings or mild winter rides. 

  • Jackets:

    • Q36.5 Air Shell: constructed from UF 75Shell fabric, this featherlight jacket blocks wind and repels light rain while remaining highly breathable. 

    • Assos Mille GT Winter Jacket: made with Assos's NEOS softshell fabric, this jacket combines windproof and waterproof protection with targeted insulation for cold rides in the 30s and below.

Close up Image of Q36.5 Jacket
Close up of Q36.5 Base Layer Showing through Q36.5 Air Jacket

Leg Layering: Keep it Simple 

The good news when it comes to your legs or bottom half: keeping it simple will do just fine. The most active part of your body when riding, legs warm up quickly and tend to stay that way, typically requiring just a single layer. 

  • For moderate conditions (45–60°F degrees): we recommend traditional bib shorts with knee or leg warmers–which hit the mark for modularity–or three-quarter length knickers, which warm the knees while serving as a simpler, single layer.

  • For colder conditions (30–45°F degrees): a full length cycling bib or full-length tights, or a fleece-lined bib with wind-blocking panels, are the way to go. 

Products We Love:

  • Knee & Leg Warmers: 

    • Assos Spring Fall Knee Warmer EVO: lightweight and tightly knit, these knee warmers offer UV protection and ultralight insulation while pushing moisture away from the skin.

    • Q36.5 Hybrid Knee Warmer: made from micro-brushed fleece with a pre-shaped fit, this warmer combines soft insulation, stretch, and secure hold for midseason protection.

    • Assos Spring / Fall Leg Warmers EVO: these high-stretch leg warmers maintain compressive warmth and use circular-seamless design to prevent bunching while venting excess heat.

    • Pas Normal Studios Logo Leg Warmers: built from DWR-treated SuperRoubaix with soft-brushed lining and silicone grippers, these warmers regulate temperature while staying in place.

  • Knickers (Three-Quarter Tights): 

    • Pas Normal Studios Essential Thermal Knickers: with a fleece lining, excellent compression and water repellent finish (DWR), these knickers deliver both warmth and performance for shoulder-season rides. 

  • Full Length Bibs & Tights: 

    • Giordana Silverline Thermal Bib Tight: made in Italy with soft brushed thermal fabric and a Cirro chamois infused with aloe vera, these bibs deliver lasting warmth and standout comfort. For the Contender staff, these are a top pick in the "bang for your buck" category.

    • Q36.5 Gregarius Hybrid Light Big Tight: a full-length evolution of Q36.5's race-proven Gregarius Ultra, these thermal, ergonomically cut tights balance warmth, compression, and moisture control for early fall through late spring. 

Neck and Head: Small Details, Big Difference

We've all heard the notion that up to 30% of one's body heat escapes through one's head and neck. And while that claim is an unsubstantiated myth, the general wisdom is on point: a cold noggin' and neck is a quick way to ruin and ride, while also being entirely preventable. 

  • For moderate conditions (45–60°F degrees): a basic cycling cap under one's helmet is an easy way to take the edge off the wind and cold, ideally in a technical, sweat-wicking fabric (i.e., non-cotton). 

  • For colder conditions (30–45°F degrees): a winter cap with fleece lining and ear covers is just what the doctor ordered. An excellent finishing touch, a neck gaiter or neck warmer is especially effective at maintaining body heat on the coldest of days, or for blocking the wind on brisk descents. 

  • For frigid conditions (30°F or less): a winter face mask or balaclava, with full coverage over the head and wrap-around coverage over the nose and mouth (with breathing vents), is a lifesaver. 

Cyclist Removing Helmet in Fall Cycling Apparel

Products We Love:

Caps:

  • Contender Cycling Cap: a timeless staple for any rider, this polyester–cotton blended cap is especially ideal for shoulder season (autumn, spring) temperatures, and for channeling away sweat and sun.

  • Assos Robo Cap: originally designed for summer but also ideal for autumn conditions, this featherweight, seamless cap is quick drying, breathable, and fits seamlessly under any helmet. 

Neck Warmers & Face Masks:

  • Assos Neck Warmer: this lightweight, seamless neck warmer delivers warmth and breathability for cold, wet rides. Also features a face-contoured design, for a secure, comfortable fit. 

  • Q36.5 Balaclava: engineered from innovative yarns, this super light balaclava insulates while improving thermoregulation and moisture control. Bonus: it fits easily and comfortably under any helmet

Hands: Control Starts at Your Fingertips

Giro Xnetic H2O Gloves laying on Q36.5 Jacket

In the drops, on the flats, or shifting and braking, your hands are constantly out front, bearing the brunt of the wind and cold. If not accounted for, cold hands not only make for a miserable ride, but an unsafe one as well, limiting your dexterity and the ability to make split-second, critical decisions.

Fortunately, gloves have come a long way while continuing to be a relatively straightforward accessory. 

  • For moderate conditions (45–60°F degrees): full fingered mountain bike gloves will do the job for most riders. 

  • For colder conditions (30–45°F degrees): a more rigorous approach is needed. True winter gloves, with a fleece interior and a waterproof or gore tex exterior are a great option. For those especially susceptible to cold hands, high-tech solutions such as heated, battery-powered gloves are the most effective cold-stopper of all. 

Products We Love:

  • Giro Havoc Glove: a full fingered mountain bike glove that's also ideal for autumn road rides, the Havoc features a durable, suede palm with flexible mesh backing, touchscreen-compatibility, and reinforcement in key zones. 

  • Giro Xnetic H2O Gloves: waterproof, breathable, and highly dexterous, these knit gloves seal out wind and rain without sacrificing bar feel. Perfect for damp, cool rides through late fall and early winter.

  • Q36.5 Termico Winter Glove: made from Q36.5's UF Thermal Shell fabric, this glove pairs weatherproof protection with exceptional breathability and tactility. Its pre-shaped fit and minimal seams provide warmth and control in freezing conditions. 

  • Giro Vulc Heated Gloves with Inuheat: Powered by Inuheat smart heating technology, these gloves deliver customizable, incredible warmth for sub-freezing days. Premium materials and touchscreen compatibility make them a true deep-winter essential for those who truly love riding outdoors. For a deeper dive into Giro's Vulc gloves, check out our dedicated review.

Giro Xnetic H2O Glove on Hand Resting on Road Handle Bars
Cyclist Wearing Giro Xnetic H2O Glove Resting on Brake Hood

(Cold) Feet: Not On Our Watch 

Last but not least, feet–like hands–are especially susceptible to the bitter cold. And once again, planning ahead, along with a modular approach, is the name of the game. 

  • For moderate conditions (45–60°F degrees): thicker socks (merino wool or synthetic blend socks) regular cycling shoes (not too heavily ventilated), and toe caps or thin booties are typically enough to keep one's dogs from barking. 

  • For colder or wet conditions (30–45°F degrees): thicker socks and regular cycling shoes should stay in the mix, but complemented by full winter booties. Like other winter gear in this guide, look for a fleece lining, a waterproof exterior (gore tex or neoprene), and coverage over the ankle, up to the lower calf muscle, with one's tights or full length bib tucking inside the booties. 

Products We Love:

Socks: 

  • Giro Xnetic H2O Socks: these waterproof, breathable knit socks keep your feet warm and dry through rain and road spray. The soft, seamless feel and stretch fit make them perfect for wet fall rides.

  • Q36.5 Adventure Insulation Socks: made from a Merino-nylon blend, this midweight sock combines warmth, breathability, and fast drying for cool to cold rides. Ideal for adventure and endurance rides when comfort and insulation both matter.

  • Assos Ultraz Winter FUGU Socks: designed for deep-winter conditions, these double-layer socks blend insulating wool with synthetic fibers for maximum warmth and moisture control. Targeted compression supports circulation when temps dip below freezing.

Toe Caps: 

  • Giro Ambient Toe Covers: wind- and water-resistant neoprene shields your toes from chill without the bulk of full booties. Easy to slip on or off, they're perfect for 50–60°F rides or quick weather changes.

Shoe Covers, Overshoes, & Booties: 

  • Giro Xnetic H2O Shoe Covers: waterproof stretch knit construction seals out rain while maintaining breathability and pedal feel. Ideal for cool, damp rides when you need protection without overheating.

  • Giro Proof 2.0 Winter Shoe Covers: built for full winter defense, these covers pair a wind- and waterproof exterior with Primaloft insulation. Reinforced toes and heels add durability, keeping feet warm and dry on the coldest days.

  • Assos GT Ultraz Winter Booties EVO: Assos's NEOS softshell fabric blocks wind and rain while maintaining impressive stretch and fit. Fleece lining and zippered closure provide deep-winter warmth with signature Assos precision.

  • Q36.5 Termico Overshoe: crafted from Q36.5's UF Thermal Shell fabric, this overshoe offers aerodynamic warmth and water resistance for cold, fast rides. Minimal seams and a snug cuff keep heat in and spray out when the temps drop.

Cyclist riding on the road in the winter.

Learn More

Anxious to learn more about any of the products featured here? Or have questions about cold weatherl riding, more generally? 

We’d love to help out. Come by the shop Monday to Saturday, drop us a message here, or give us a call at (801) 364-0344. 


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