What to Wear: Bike Riding Outfits for Every Occasion

There’s something just so freeing about riding a bike. Every time I hop on and go for a ride, I instantly feel like a kid again. For me, choosing the right bike riding outfits plays a big part in the overall experience.

When it comes to what to wear while riding a bike, it can be a challenge. What’s something that’s comfy and practical yet appropriate for where I’m going?

I thought about this the first moment I got my bike.

During quarantine a few years ago, my cousin Tai sent a bike to me in New York from California. It was a huge surprise gift that came boxed in pieces.

I seriously doubted whether I could put it together. It took a while, and I had issues connecting the front wheel, left pedal, and back fender (which broke!). But after trial and error and watching countless how-to videos, it was finally complete.

The process of building a bike was a little reminder that good things take time, patience, and attention to detail.

The Best Bike Riding Outfits For Every Occasion

Out and About in the City

If you’re running errands or just going for a long ride around your favorite city, aim for something comfy. Athleisure clothes and sneakers are the easiest way to look cool without trying too hard.

For casual outings, I usually throw on some iteration of a T-shirt, leggings, sneakers, and sunglasses. You can also layer on a sweatshirt or tuck it into a bike basket for when it gets chilly.

A backpack comes in handy for extra storage for things like bike locks and accessories. And stay hydrated with a Stanley tumbler and matching quencher carry-all (that doubles as a small purse!).

Shop the Story

This post may use affiliate links. As always, Style Meets Story only shares recommendations that we truly love.

Countryside Getaway

When I think of the countryside, calming neutral-colored pieces come to mind for bike riding outfits. Just remember to stick to materials that aren’t prone to wrinkles.

Try a knit jacket over a tank like this one from Varley and cargo pants with pockets aplenty from rag & bone.

The pop of green in this crossbody bag complements and doesn’t compete with the neutrals here. It also strikes a balance between fashion and function.

As for jewelry, these Jenny Bird earrings don’t dangle during rides but are still bold and lightweight (I wear them almost every day).

A Visit to the Museum

For outings like going to the museum, opt for something dressy casual. Pair a printed blouse with yoga pants (who knew leisurewear could look so chic?). Bag-wise, go for a crossbody style so you can easily navigate your bike without the hassle.

Another way to look more dressed up while still being comfortable is adding hair accessories. This scrunchie adds a fancy touch to an updo that will keep your hair in place during your bike rides.

Going to Work

Your bike riding outfits for work may depend on where your job is, of course. Let’s say you’re going to a creative office — try something like this matching set. I love co-ords since it’s so much easier to get ready. These shorts look perfect with the striped button-down and aren’t too precious for bike rides.

Add accessories like sunglasses, gold stud earrings, and a bright green watch for some flair.

En Route to Brunch

Let’s say it’s Saturday morning and you have plans to meet up with friends for brunch in the West Village. The vibe is laidback and casual. Lean into that relaxed feel with this look from Lilly Pulitzer.

I’m obsessed with this pink toile print throughout the pieces. The bottoms are skorts (shorts that look like skirts) which make it so much easier to ride a bike than with skirts!

Add a belt bag, cap, and sunglasses to complete your look. Fun fact: the jacket has UPF 50+ sun protection.

What do you wear when you ride a bike?

When choosing bike riding outfits, comfort is key. Opt for fabrics that are durable and easy to move in.

What you wear also depends on where you’re going, of course. Running errands? Try a t-shirt, leggings, sneakers, and a sweatshirt that can be removed and tucked in your bike basket or backpack if needed.

If you’re going somewhere dressier, like a museum or work, wear versatile pieces. For example, pair solid-colored stretchy pants with a fancy top like the look above.

It’s also important to wear shoes like sneakers or flats with a sturdy sole since you’ll be pedaling.

What not to wear when riding a bike?

Avoid tight-fitting clothes like skinny jeans or baggy pieces since the fabric can get caught on the pedals.

Also, skip pieces that are overly long as they can brush on the wheels and get damaged.

If you’re a dress lover, go for skorts instead when going bike riding. These can be paired with a knit or cotton top for an easy alternative that can work for many occasions.

How can I look stylish while cycling?

• Choose comfortable pieces and that make you feel your best.
  
• Accessorize with lightweight jewelry that isn’t too bulky or dangly.
  
• Keep your hair in place with accessories like headbands, claw clips, or scrunchies.
  
• Wear sunglasses! They protect your eyes while you’re biking outside and look stylish.

For more stories, check out…

• What Are the Benefits of a Color Analysis?
• Old Money Style: How to Ace the Timeless Look in 2024
• Permanent Jewelry: Everything You Need to Know Before Getting a Welded Piece