Went to Barcelona with my sister last weekend and packed like I was going on some glamorous European vacation. Reality check: by day two my feet were dying in cute ankle boots and I looked like a sweaty tourist while she’s out here looking chic in her comfortable sneakers. She definitely won that sibling competition and I’m still bitter about it.
City breaks are so deceiving because you want to look put-together for all the photos but you’re also walking like 20,000 steps a day and carrying stuff everywhere. Plus you never know if you’ll end up at a fancy restaurant or climbing up some random cathedral stairs. My cute dress was perfect for dinner but absolutely terrible for that surprise hike up to the viewpoint.
I’ve learned from way too many uncomfortable city trips that the key is looking intentional but being practical. These outfits won’t leave you limping back to your hotel or feeling overdressed when you decide to randomly explore some sketchy neighborhood because it looked cool on Google Maps.
Here are my absolute favorite city girl outfits and I’m so sure you’ll love them too.
30+ Cool City Girl Outfits You’ll Love
Button-Down Shirt with Jeans Jacket
This is a super simple outfit that is still super eye-catching.
Leather Jacket with Black Mini Dress
A perfect outfit for going out that is the perfect mix of casual and cool as well as elegant and timeless. I love wearing this on weekends when I go out with friends.
Jeans Skirt with Oversized Black Sweater
Casual and perfect for a stroll through the city or running errands.
Jeans Skirt with Cowboy Boots and Oversized Brown Leather Jacket
Jeans Skirt with Oversized T-Shirt
Chic White Vest with Grey Mini Skirt
This is a slightly more chic outfit that is worth seeing. Nevertheless, cowboy boots add a casual, cool touch to any outfit.
Jeans Shorts, Cowboy Boots and a Button-Down Shirt
White Dress, Cowboy Hat and Cowboy Boots
I love this outfit when strolling through the city or meeting up with friends for a coffee.
Grey Knit Sweater, White Mini Skirt and Cowboy Boots
I love this minimalist outfit, which is still chic enough to attract everyone’s attention.
Beige Lace-up Outfit
Uhlala, this outfit is a real eye-catcher that radiates “that girl” vibes.
Beige Aesthetic Skirt with White Top Outfit
Monochrome Beige Skirt and Top Outfit
Red Leather Jacket with Low Rise Jeans Outfit
It’s a cool outfit with some color. Reminds me a lot of the hyped rockstar girlfriend aesthetic.
White Monochrome Y2k
Black Vest, Jeans Shorts, Cowboy Boots
Low Waist Jeans, Black Vest
Low Waist Jeans, Crop Top, Cardigan
Casual, comfy outfit that adds something super cool with the cardigan with the one button.
White Dress, Cowboy Hat and Cowboy Boots
Cute and cool in one. I love this cowgirl outfit.
White Shorts, White Jeans Top Outfit
Black Cowboy Boots, Black Blazer, Jeans Shorts Outfit
Beige Pleated Skirt, Cowboy Boots and Leather Jacket
Brown Fur Leather Jacket, Jeans & Cowboy Hat Outfit
A very casual look for colder days.
Oversized Jeans Jacket and White High-Leg Boots Outfit
Jeans Dress Outfit
This look has something and attracts a lot of attention.
Brown Button-Down Shirt and White Skirt
Jeans Mini Skirt and Black Top Outfit
FAQ:
What is the 3 3 3 rule for outfits?
3 tops, 3 bottoms, 3 pairs of shoes – mix and match for endless looks. it works perfectly when planning a city break outfit capsule.
What is the 7 rule for outfits?
it’s styling 7 versatile pieces into different combos. easy to create chic city outfits without overpacking.
What do Gen Z girls wear?
lots of baggy jeans, crop tops, sneakers, oversized blazers. basically effortless city outfits that mix comfort and edge.
What is a city girl’s aesthetic?
think chic but practical – blazers, denim, sneakers, trench coats. a city break outfit that works for wandering streets and grabbing dinner after.
What is the 70 30 wardrobe rule?
70% basics, 30% statement pieces. for travel, that balance makes city outfits versatile but never boring.
What is the 80/20 rule fashion?
you wear 20% of your clothes 80% of the time. so focus on those go-to city outfits that always make you feel good.