I Always Overpack for Road Trips—Here’s What I’m Actually Bringing This Time
Photo Credit: Amy Heaton
I always overpack for road trips. Like… embarrassingly so. And somehow, even with a bag full of “options,” I still end up wearing the same three things on repeat—and regretting everything else I brought. The jeans that dig in by hour two? No thanks. The top I swore I’d style? Never sees the light of day.
This time, I decided to do it differently. I wanted outfits I’d actually wear—not just aspirational pieces that look good in theory but feel like a chore to put on. I needed things that could handle a full day in the car, still look cute at a random lunch stop, and not wrinkle into chaos by the time I unpacked.
So I gave myself one rule: if it doesn’t work in at least two outfits, it’s not coming with me.
Everything I packed is comfortable, low-effort, and cute enough to feel like I tried—without actually trying. Here’s what’s coming with me this time—and yes, it all fits in one weekender bag.
1. Matching Sweat Set (That Still Feels Like an Outfit)
2 Piece Outfits Lounge Sets
$39.99
For the drive. For the Airbnb. For grabbing coffee on day two. Trust—a cute matching set from Amazon is your real MVP.
2. Lightweight Jacket
Quilted Floral Jacket
$35.99
Spring weather is unpredictable. A light layer gives your outfits structure without bulk.
3. Neutral Color Bodysuit
Crew Neck Short Sleeve Bodysuit
$25.99
Layer it under anything or wear it solo. Bonus points if you pack one with a built-in bra.
4. Wide-Leg Jeans
Casual Wide Leg High Waist Lounge Flowy Beach Trousers
$33.99
They look put together but feel like pajamas. The best kind of road trip energy.
5. Comfy White Sneakers
New Balance Women's 574 Core Sneaker
$89.95
You need a shoe that says, “I could walk a little, but not too much.” Keep it cute, keep it easy.
6. Mini Crossbody Bag
Crossbody Bag for Women Cellphone Little Purse with Credit Card Slots
$29.99
Big enough for your wallet and lip balm. Small enough not to annoy you in the car.
7. Lip Tint & Bronzing Drops
Bronzing Drops, Liquid Bronzer
$9.00
The “I just woke up like this” beauty trio. Fits in your bag. Fixes everything.
8. Your Favorite Oversized Button-Up
Denim Shirts Button Down Blouse
$37.99
Over a tank, tied around your waist, or layered over a dress. It always earns its spot in the bag.
9. A Casual Day Dress
Sleeveless Mini Dress
$33.99
For when you want to look cute with zero effort. Throw on a jacket, slides, and you’re good.
10. One Wild Card: Sunglasses, Statement Earrings, or a Pop-of-Color Bag
Trendy Aviator Sunglasses for Women
$19.99
Because yes, you’re a practical packer. But you’re also still her.
P.S. If you’re not sure what outfits to pack together, grab our free 365 Outfit Idea Prompts. It’s like having a personal stylist on speed dial (but free).
