What To Wear On A Road Trip: Our Favorite Comfortable Outfits

We only feature products that we hope you will love. We may earn a commission if you decide to make a purchase through our links, at no cost to you.  

Going on a road trip soon and don’t know what to wear? Don’t worry; we’ve got you covered! Check out our guide on what to wear on a road trip for the best, ultra-comfy options.

Are you up for a road trip adventure? Warm months are here, which means it’s road trip season once again – time to hit the national parks, the scenic routes, beaches, rural towns, and everything in between!

However, long drives can be quite uncomfortable since you’ll be sitting for long periods of time. For trips like these, it’s very important to remember to pack snacks, drinks, and other essentials, as well as easy and comfy garments that make your drive more enjoyable. The last thing you want to worry about is what you’re going to wear1!

Light green top and biker shorts from Sabo Skirt
Get this look on Sabo Skirt

That’s why we’ve put together a list of our favorite comfortable and cute road trip outfits that you can easily wear! Whether you’re hitting the open road or taking a scenic drive, these comfortable options will keep you feeling relaxed and stylish for a long-distance road trip.

What To Wear On A Road Trip

1. Biker Shorts

Want something that’s stretchy and not too constricting, especially for the warm weather? Then you might want to consider biker shorts. Biker shorts with a crop top or a tee is one of the best outfits for a long drive or a day spent exploring.

The biker shorts will keep you comfortable, while a graphic tee or crop adds a bit of personality and style.

They’re also a great alternative to leggings or denim shorts for a long car ride. If you get chilly, you can also throw on a flannel shirt, a sweater, a denim jacket, or simply an oversized tee. It’s up to you to style them according to your personal preference!

To finish off the look, we love pairing biker shorts with simple white sneakers or tennis shoes for their stylish design and comfort. They’re perfect for walking around the countryside or taking a hike in the woods.

2. Loungewear

What To Wear On A Road Trip: Cream ribbed tank top and wide leg pants
Get this outfit on Lulus

We know what you’re thinking – isn’t this outfit much more suited for staying at home? Well, yes and no. While you can definitely lounge in your home in this set, it’ also a super comfortable option for a long road trip. The pants are loose and soft, and the top is equally comfortable – perfect for long car rides.

Plus, you’ll be able to take long stretches inside the car since this outfit won’t constrict your movement at all. Whatever your plans are, this outfit will keep you feeling comfortable and looking stylish! And if you want to add extra layers in case it gets chilly, you can add a matching sweater or a cardigan to complement the look.

3. Jogger Pants

What To Wear On A Road Trip: Grey jogger pants
Get these jogger pants on Princess Polly

If you’re looking for a contemporary trendy look, look no further than jogger pants! They’re one of our favorite road trip outfits for long car rides or walks around towns and at a rest stop. They come in so many different styles and colors,that you’re sure to find the perfect pair for you.

To style your jogger pants, we recommend opting for cropped hoodies and tanks. Not only will they allow airflow to cool you down during the summer heat, they also show off a bit of skin so that you won’t look overly bulky. (Of course, if you’re roadtripping in the middle of winter, opt for a regular hoodie to keep warm!)

4. Sundresses & Rompers

What To Wear On A Road Trip: Yellow floral daisy puff-sleeve sundress
Get this dress on Pink Lily

If you’re planning on stopping in a few scenic places in a given day on your trip, you might want to opt for something a little dressier like a cute sundress or a romper. After all, they are comfortable to wear and look a bit fancier on photos, should you want to take some.

Mini, midi, or maxi dresses are all perfectly acceptable – just make sure that they’re flowy and not too constricting. Layer the look with a cute cropped denim jacket when it gets chilly, or when you want to cover up from the sun!

For ultimate comfort, make sure to wear cycling shorts underneath if you’re wearing a mini dress, so you don’t need to worry about flashing people around you. Alteratively, opt for a romper instead, so you don’t have to think about it!

5. Hoodies

Grey hoodie with grey pinstripe pants
Get this hoodie on Princess Polly

Good-quality hoodies are notoriously cozy and comfy, and thus the ultimate road trip essentials, especially when the weather gets chilly. You can pair your favorite hoodie with black leggings, cute sweats or wide-leg pants when it’s chilly, or biker shorts when you want to keep cool.

Wear a sports bra, a crop top or a tank top underneath for cute, casual and sporty vibe.

6. Leggings

What To Wear On A Road Trip: Black standard leggings
Get these leggings on Pink Lily

Leggings are another obvious road trip essential to pack on your journey, and you can create so many cute outfits with just a single pair! Leggings go with anything and everything in your suitcase, whether it be tank tops, crop tops, sweaters, hoodies, or a sports bra.

They’re especially great if you’re roadtrpping along national parks and plan on taking hikes to check out some landmarks along the way. Plus, if you have plans to go out that evening, you can transform your outfit by swapping your casual top with a dressy blouse, and your sneakers with sandals or block heels.

7. Oversized Tees

Light peach oversized tee
Get this oversized tee on Urban Outfitters

You can never really go wrong with an oversized tee – they’re ultra-stylish and comfortable, and great throughout all seasons.

As mentioned earlier, you can wear your oversized tee with leggings or biker shorts, and complete your casual outfits with comfortable sneakers or even flip-flops.

8. Oversized Flannels

What To Wear On A Road Trip: Oversized blue flannel
Get this flannel on Pink Lily

Oversized flannels are a cute option to accessorize your casual roadtrip outfit. You can use this as a layering piece for your tank tops + shorts combo, and to shield from the sun.

It’s a great piece if you want to add a little more style to your look without looking too dressy.

Commonly Asked Questions

What kind of shoes should I wear on a road trip?

For long drives, we suggest wearing comfortable sneakers, so that your soles gets proper foot support. If you’re not driving, you can also opt for flip-flops, flats and sandals so that your feet can breathe.

What should I pack for a road trip?

Be sure to pack some more comfortable clothes, pillows, a blanket, your gadgets, plenty of snacks, drinks (not the alcoholic kind!) and your favorite playlist!

What shouldn’t I wear on a road trip?

Refrain from wearing anything that will constrict your movement, or else you’ll feel very uncomfortable all day long. Avoid wearing skinny jeans (go for wide-leg jeans or mom jeans instead), bodycon dresses, faux leather shorts or pants (they’re super warm, and you’ll be sweating!), high-heels, and other uncomfortable footwear.

So there you have it! These outfits are sure to keep you comfortable while you’re on the open road. We hope these tips were helpful and that you found the perfect outfit for your next adventure. If you’re still looking for more fashion inspiration, check the posts down below.

Get More Fashion Ideas

8 Best Black Dresses To Wear To A Wedding (As A Guest)

What to Wear In The Philippines: 10 Essentials For A Trip To The Tropics

27 Romantic Date Night Dresses You Need In Your Closet

Browse All Fashion Posts

Leave a Reply

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.