The Ultimate Packing List for Your Next Weekend Getaway

When it comes to packing for a weekend away, it can be hard to find the balance between looking stylish and traveling light. You don’t want to be that guy lugging around a huge suitcase, but at the same time, you want to look your best wherever you go. To make the packing process easier, we've put together a comprehensive packing list of all the essential items you'll need for a quick and simple weekend trip. Whether you're jetting off for a romantic escapade or a fun-filled family vacation, this packing list will ensure you'll be fully equipped for whatever the weekend throws your way.


Suitcase on bed packed with folded clothes and accessories for travel.


The Packing Checklist: 


When packing for a weekend getaway, you should plan your wardrobe to make sure that you have enough of the right items. You will love how all these items can easily mix and match to create a number of fashionable and comfortable looks. Here are the top twelve clothing suggestions to ensure you are prepared for any activity:


Blazer/Jacket: A blazer or a light jacket is a versatile wardrobe piece that can be dressed up or down depending on the place. It also adds an extra layer of warmth in case the temperature drops at night.


Sweater: A lightweight sweater is always a good idea and can easily transition from day to night. Choose one in a neutral color to wear over a button down, polo, or t-shirt.


Dark wash denim: Dark jeans can be styled for various occasions. They look great paired with a polo and sneakers for a casual look, or elevated with a blazer and dress shoes for a more formal approach.


Flat Lay clothing, short sleeve patterned  button down, henley tee, dress shirt, shorts, black denim, watch, socks, and dress shoes.


Shorts: Shorts are perfect for warm weather trips and are easy to pair. For a casual look, wear your shorts with a t-shirt and sneakers. To dress them up, opt for a polo and boat shoes.


Polo: Polos are classic pieces that can be worn with a variety of bottoms. Opt for a pop of color or patterns to make the look more fun and casual. Try pairing it with jeans or shorts and add some sunglasses to top it off!

Button-Down: Every man should have a crisp button-down in his wardrobe. Whether you choose one in a solid color or with a subtle pattern, it will be sure to give you a polished look.


Flat Lay clothing, short sleeve patterned  button down, henley tee, jacket, shorts, light  denim, watch, socks, and dress shoes.


Henley T-Shirt: Pack a basic t-shirt in solid colors like white or black. They are great for layering or wearing on their own, and they are easy to mix and match with all of your looks.


Sneakers: Sneakers are essential for any weekend getaway, especially if you plan on doing some walking or sightseeing. They’re comfortable and stylish and can be worn with all of your items.


Dress Shoes: If you’re planning on going out for dinner or other formal occasions, then it’s important to pack a pair of dress shoes. Go for a timeless style like loafers or oxford shoes to ensure you look your best.



Socks: Bring a couple of pairs of socks that match the color palette of your wardrobe. Choose something classic and versatile so they will look great with any outfit.


Brown belt: A brown belt is a great addition to an outfit, as it adds an extra layer of texture and visual interest. It's a subtle but effective way to dress up any look.


Watch: A watch is an essential item for any stylish man. Choose one that complements your wardrobe and reflects your personal style.


Flat Lay clothing, short sleeve patterned  button down, henley tee, dress shirt under jacket, dark denim, watch, socks, and sneakers.


Ultimately, when packing for a weekend trip, it's important to choose items that you're comfortable in and that make you feel confident. Whether you're going for a casual look or dressing up for a special occasion, the key is to pack items that work together and create versatile outfits. Don't forget to bring along some extras such as a pair of sunglasses or a hat to give your look a bit of extra flair. With the right items in your suitcase, you can have a stylish and stress-free weekend away no matter where you go.

Like what you see? Our stylists are happy to help you with all of your vacay outfits. Shop the Looks, or request these pieces in your next box today. Happy Styling!






Dottie Day
Stately stylist, writer, and designer based in Los Angeles, CA