What to Wear for a Weekend Getaway
Photo Credit: Ajaila Walker
Here’s the thing about weekend trips:
You pack for the version of yourself that’s gonna be cute, social, and booked and busy… and then reality hits.
The weather changes.
Your period starts.
You’re more tired than expected.
Or you just realize none of the outfits you packed feel right for the actual trip you’re on.
I’ve been there. I’ve packed five options and ended up wearing the same t-shirt and jeans for three days straight and liking it. Because sometimes the mood just shifts. And when it does, you want options that feel good in the moment, not just what you thought you’d want to wear.
So instead of packing a bunch of “what if” outfits, I’ve started packing for moods, vibes, and real-life energy. These are the outfit ideas I reach for depending on how I actually feel once I get there.
Because you can plan all you want but the best outfits are the ones you actually want to wear when it’s time to get dressed.
Need outfit ideas for every kind of weekend mood? Grab my free 365 Outfit Ideas—so you never have to stand over your suitcase wondering what to wear again.
1. When Your Period Shows Up and You’re Suddenly Not in the Mood for Anything Fitted
You had a dress planned. Maybe even cute shorts. But now you’re bloated, a little crampy, and not interested in anything tight.
Long Sleeve Crewneck
$19.99
Barrel Leg Sweatpant
$36.99
2. When It Starts Raining and Your Cute Brunch Outfit is Just Not It Anymore
That linen outfit? Absolutely not. And now you’re digging for something that won’t drag or cling.
AGOLDE
Asta Zip Sweatshirt
$228
Citizens of Humanity
Gwendoline Scrunch
$298
Tony Bianco
Melany Flat
$160
3. When Everyone Else Is Getting Dressed Up but You Want to Stay Lowkey
The plan was dinner, but you’re feeling chill and don’t want to do the most.
American Muse Chambray Maxi Dress
$78.00
Gordy Flat Sandal
$70.00
4. When You Thought You’d Be Social but You Just Want to Walk Alone with a Coffee
You packed outfits for “group hangs” but what you really need is a solo stroll and space to breathe.
V Neck Tshirts Biker Short
$29.99
Leather Causal Crossbody Bag
$26.26
Steve Madden Women's Hudsin Sneaker
$70.00
5. When You’re Leaving and Just Want to Feel Comfy Without Looking Busted
Packing is chaotic. You’re tired. But you still want to look decent grabbing coffee on the way home.
Casual Wide Leg Pants Lounge Set
$35.99
Comfortable Dressy Thong Sandals
$29.99
Need outfit ideas for every kind of weekend mood? Grab my free 365 Outfit Ideas—so you never have to stand over your suitcase wondering what to wear again.
