There’s nothing quite like a road trip… but a comfortable road trip. I’ve always been a huge traveler—most of my adventures start with a passport and a boarding pass but road trips are special and just as exciting. When it comes to the road the journey is part of the trip. You have the flexibility to stop whenever, but if they aren’t done right they can be super uncomfortable and frustrating.
As the holidays roll in, road travel might be how you are traveling this year. Whether you’re heading home for the season or planning a spontaneous weekend getaway, this guide will help you pack smart and travel comfortably—without overthinking it.
Comfort First: What to Wear & Bring
1. Dress Smart (and Comfy)
Loose, breathable layers are non-negotiable. I love a looser bottom with a crop top, the combo is so cute if we need to make a spot and photo opportunity arises while also being super comfortable. A huge tip is if you are driving through different climates, bring layers that are easy to throw on and off.
A lightweight jacket or cardigan can make all the difference.
2. Easy-On, Easy-Off Shoes
Speaking of things that are easy to take on and off, shoes that are easy to slide on and off will make stops and sight seeing a breeze. And I mean yes, crocs are comfortable but something like Womads are cute and comfortable and will look great in a roadside photo.
You’ll thank yourself for packing footwear that holds up through coffee stops and spontaneous scenic stops.
You want to grab a pair that is also breathable. Nothing worse than having sweaty feet, it's super uncomfortable and makes me feel so irritated.
3. Your “Within Reach” Bag
This is your MVP. Keep a small, easy-access bag close—ideally one you can reach without unbuckling your seatbelt. For me, I load it with the essentials: snacks, water bottle, lip balm, hand sanitizer, tissues, and phone charger.
I always bring a roomy tote and keep it at my feet for bulkier items and snacks. I then always keep my Womads Crossbody on hand for essentials like my wallet, phone, and lip balm.
4. Neck Pillow and Blanket
Never underestimate the power of being cozy. A neck pillow and lightweight blanket can transform your seat into a makeshift bed—especially helpful if you’re trying to nap between destinations.
And if you have a sensitive lower back or tailbone (I struggle with sciatica from an old injury), a soft pillow to sit on is a game-changer. On my last trip, I brought a down pillow for extra cushion, and it completely changed the game and it's in no means too extra. I had zero tailbone pain, and I actually enjoyed the entire ride.
Keep the Vibes Right: Music & Podcasts
5. Build a Great Playlist (or Two)
Music sets the tone. Whether you’re in a nostalgic mood or need high-energy jams to stay alert, having playlists ready saves time and keeps spirits high. I love using my Spotify Discover—it always seems to hit perfectly, blending songs I know and new ones I end up loving.
For a smooth ride always download your playlists in advance, especially if you’ll be driving through areas with spotty service.
6. Download Podcasts Ahead of Time
Not everyone in the car wants the same thing. When I'm not listening to my daily mixtape presented by Spotify I love the podcast, Diary of a CEO. I love feeling like I’m learning something new, even while on the road.
Also, always bring headphones. Sometimes the best way to rest or reset is to plug in and zone out—especially helpful if you’re trying to sleep while others are chatting or listening to something else.
Entertainment That Travels Well
7. Bring a Book (or an e-Reader)
If you’re not driving, this is the perfect time to dive into a book. Bring a paperback or load your Kindle with a few options so you're never stuck.
If you ask which I would recommend, it would always be an E-Reader. I do love holding a physical book but for traveling, the E-Reader is lighter and easier to pack.
8. Pack a Road Trip Game (or use Google)
There’s nothing like a game to turn long stretches of road into memory-making time. I love those card games that have you laughing hysterically—Incoherent is one of my favorites.
For something a little deeper, we’ll often search “top deep conversation questions” and pull from a list. It leads to some of the best, most unexpected conversations. Not your vibe? Try trivia instead.
9. Journal/ Get Scrappy
Bring a small notebook and jot down thoughts, stops, and favorite moments. I like to tape in Polaroids or print photos along the way—basically building a little scrapbook in the car.
It’s a creative way to pass by the time and have a keepsake after the trip.
Final Touch: Travel-Friendly Extras
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Snacks: Think balanced—fruits, protein bars, trail mix, and of course a sweet treat.
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Sunglasses & SPF: Yes, even inside the car. Sun glare is real, you gotta protect your skin.
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A plastic bag: A few plastic bags for wrappers or anything you need to help keep your space clean and clutter free.
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Wet Wipes: I also like to bring wet wipes in case there are spills, or you just want to give the car a good refresh.
Need a Few More Essentials?
If you’re still building your packing list or heading on a longer trip soon, check out the Womads Travel Essentials blog for more tips on traveling.
Let’s Put It in Drive
Road trips are about the journey just as much as the destination. When you're prepared with the right essentials, even a four-hour drive can feel like a mini vacation.
From your playlist to your shoes, every little detail adds up to a smoother, cozier, more memorable ride. Pack light, pack smart, and make space for the unexpected stops along the way.
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See you on the road.