Whether you’re headed to the ancient ruins of Rome, eating your way through Tokyo, or museum hopping in Paris, packing for a city getaway can often feel overwhelming. With activities lined up day and night, it can be tempting to overpack or even worse, poorly pack. Let’s be real—no one wants blisters while on vacation. The key is to limit yourself to a selection of versatile pieces that will function for all eventualities, such as a dress and a jacket that work from day to night. Unless you’re staying in a fancy city hotel with a pool, skip the swimsuit and woven sandals and instead make room for classic tees and sneakers. A savvy packer will include pieces that are versatile and practical while exuding an air of polish that comes with a city setting. Scroll below for every fashion piece you need to pack for a city getaway.
Lightweight Jacket
A spring-suitable jacket that will look chic during the day and evening is a must. Think a lightweight trench coat, structured utility jacket, denim jacket, leather moto jacket or a neutral oversize blazer. If you’re going somewhere that tends to get a lot of rain, there are some really stylish raincoat options on the market right now that are perfect for a city break
An effortless trench will work with any outfit.Available in sizes XS to L.
We love all the handy pockets on Madewell’s best seller.Available in sizes XXS to XXL.
Never underestimate the power of a classic denim jacket.Available in sizes 0 to 14.
A lightweight blazer will pull your look together from day to night.Available in sizes 2 to 12.
A chic leather jacket will keep you warm in cooler springtime temps.Available in sizes XXS to XL.
Reliable Flat Shoes
Save yourself a slew of Band-Aids and stick with shoes you know are comfortable. A pair of comfy sneakers are always a winner for a day of walking. If you’re looking for something smart enough to take you from day to dinner, then opt for chic flats in classic colors (ballet flats are perfect). Avoid flat sandals if you have a full day of strolling ahead of you. If you do pack flat sandals, go for a pair with cushy thick soles to give your feet extra support.
Blisters, no more.Available in sizes 5 to 11.
Stay comfortable without sacrificing style.Available in sizes IT34.5 to IT42.
Sensible Evening Shoes
Along with your sneakers (and optional ballet flats), comfortable block heeled sandals are perfect for nights out. Choose a color that will work with all outfits like white, black, metallic, or a pretty pastel. This season’s trending translucent sandals are also a great option. They work with literally every outfit.
The perfect easy-to-walk-in evening shoes.Available in sizes 6 to 11.
Day to Night Dress
A wrap dress or slip dress will take you from city strolls to dinner dates in style.
A red floral-print frock works from sunrise to sundown.Available in sizes 0 to 14.
Layer a tee underneath during the day, and wear alone with jewelry at night.Available in sizes 0 to 14.
Bottoms
Pack classic bottoms that can be worn with a tee and sneakers during the day or a nice top for an evening affair. Stretchy cropped jeans or cropped pants will do the trick. If it’s warmer where you’re going, then opt for a stylish midi skirt or city-suitable denim shorts.
Light-wash jeans with a little stretch are ideal for city escapes.Available in sizes 23 to 32.
This comes in 10 cool colors.Available in sizes 00 to 14.
Stripes for spring? You bet.Available in sizes 0 to 12.
An easy piece to mix and match.Available in sizes XS to XL.
When temps rise, pair these with a breezy billowy blouse.Available in sizes 23 to 32.
Tops
Breathable and comfortable cotton tees in classic colors (black, white, and striped) are a must. A billowy blouse or a relaxed button-down rolled up at the arms are also excellent options, and a silk camisole top is perfect for a city escape. You can layer over a white tee during the day and pair it with chic jewelry in the evening.
Your saving grace on any vacation.Available in sizes S to L.
Casually cool and versatile.Available in sizes XS.
A billowy blouse is a spring go-to.Available in sizes XXS to XXL.
A classic cami will take you everywhere.Available in sizes XS to L.
Crossbody Bag
Make life easy while exploring and opt for a lightweight crossbody. This J.Crew leather one has been with me all over the world.
Guaranteed to last you a lifetime.
Accessories
Jewelry should be small and easy to pack. A pair of medium-size gold hoops look great from day to night. And delicate layered necklaces add a stylish touch with everything from tees to dresses. A lightweight scarf has multiple uses, not to mention it keeps you warm on cool days. And don’t forget your sunnies!
Complete your outfit with simple yet striking gold hoops.
Layered necklaces look great with everything from tees and dresses.
Hurray, the sun is out!
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