There’s something special about riding through the city in the fall. The air feels crisp, the trees start to turn, and the bustle of urban life takes on a cozier rhythm. But while autumn brings some of the best days to be on a bike, it also requires a little extra thought when it comes to what you wear and what you carry. The mornings can be chilly, afternoons warmer, and evenings windy or damp. The right setup can make your rides smooth, comfortable, and enjoyable all season long.
What to Wear
Layer Smartly
Fall weather can change fast, so layering is your best friend. Start with a breathable base layer that wicks sweat. Add a lightweight long sleeve or sweatshirt, and finish with a windproof or water-resistant jacket. You can shed layers as the day warms up and pack them away easily.
I’m a huge fan of not having to change when I get to the office; I just want to lock up my bike and walk to my desk. In the summer, I can wear a dress or skirt with bike shorts underneath, but when the colder months come it gets a little harder to do that. I’ve found with the right layering and styling you can still wear a cute outfit without having to change.
My office can be a bit chilly all year round so I always have an extra sweater at the office but when the weather gets colder outside I typically wear a combination of pants and short sleeves paired with a knit sweater, and then I layer that with a cotton chore coat or tench coat; this system keeps me warm but doesn’t scream “I rode my bike to work,” and it allows me to take off layers when it gets too warm. Sometimes when I want to wear a skirt I will style my outfit, wear leggings on the ride, and put my skirt in my bag. Then when I get to the office, I can just pull the skirt over the leggings, and I’m ready to go. If the forecast calls for rain I just switch out the more fashionable coat for my rain coat. When it starts getting below 40 in the mornings I start laying my base layers under my pants, or sometimes I’ll wear my rain pants; I can pop those over almost any office outfit (even a dress).
Protect Your Extremities
A thin pair of gloves makes a huge difference on those cool morning rides. A lightweight cap under your helmet keeps your head warm without overheating. As temperatures drop later in the season, consider wool socks to keep your feet cozy.
I personally love Bar Mitts. They might make your bike look a little bulky, but I prefer them over gloves because you have better control over your breaks. I’ve been in many situations where I had to quickly put on my breaks and slipped a little due to my gloves.
I also opt for a light weight wool or silk scarf to cover my head. I can tie it either behind my head or under my chin for more warmth. Choosing a scarf over a hat helps keep my longer hair from flattening on my ride. If I tie the scarf behind my head I can wrap it around my hair and protect it from the wind and elements.
Visibility Matters
Shorter days mean less daylight, so add a pop of visibility. Reflective accents on your jacket, bag, or even a reflective ankle strap help you stay seen without compromising your look. Our two larger commuter bags have discrete reflective tape throughout the bag to give you the perfect level of visibility.
I have in the past forgot to grab my bike light in the morning and been without a light on my ride home, which is especially dangerous when it gets colder because drivers assume less bikers are on the road. So always make sure to grab your light and remember to assume drivers don’t see you and bike safely!
What to Pack
A Reliable Bag
A versatile bag makes fall commuting easier. Look for something water-resistant with enough space for an extra layer, gloves, and daily essentials. Bonus points if it can transition off the bike and still look great at the office or a coffee shop. The generous interior of our two larger bags, The Tote and The Duffel, makes it easy to stash an extra layer or two, while the exterior pockets are perfect for small essentials like gloves, a scarf, or your hat. Beyond the spacious main compartment, our bags are equipped with exterior pockets, perfect for quick access to those smaller, frequently used essentials. Specifically, the Tote offers two super convenient side pockets. The Sling stands out with its easy-access features while on the bike.
Fall can also bring unexpected weather. A sudden downpour can quickly turn a pleasant ride into a soggy ordeal. This is where high-quality, durable gear becomes essential. Our bags are made with waxed canvas that has exceptional resilience against such sudden rain storms. The natural water-resistant properties of waxed canvas, combined with its robust construction, mean that it holds up incredibly well, keeping your belongings dry and protected.
Everyday Essentials
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Lights: Front and rear bike lights are a must for shorter days. Rechargeable USB lights are convenient for urban riders.
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Lock: A sturdy lock keeps your bike safe while you’re at work or running errands.
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Tools + Spares: A mini multitool, spare tube, and tire levers can save you from being stranded.
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Extra Layer: Packable rain coat, packable rain pants, office sweater, and gloves.
Ride Into the Season
Urban cycling in the fall is about balance—staying warm without overheating, being prepared without overpacking, and embracing the season without letting the weather catch you off guard. With a thoughtful setup, you’ll find that autumn is one of the best times to enjoy the city by bike.