MIDWAY GENTLEMAN

What to Pack for a Weekend Trip: 14 Best Accessories

You are planning for a short weekend trip but not sure what to take with you on the journey? Then you are at the perfect place. As a person, who's been traveling at the weekends since he was 16, I developed the list of essentials every man should pack in his bag.

What a gentleman should pack for a weekend highly depends on the season and the place where he travels to. There is a huge difference between a business trip and a weekend escape with your significant other, but one thing is the same. No matter the occasion, with the items on the list, both are possible.

Picking the Right Bag

First things first, you need to clarify what kind of bag you want to use for the weekend. A suitcase, a weekender or a backpack? Trust me. You can do a weekend with a backpack – it may be tight but doable, especially in summer. If you plan to travel by plane, make sure to check the bag sizes and prices for your travel.

Brown Tan Leather Weekender Bag on the Floor
Photo by Erol Ahmed on Unsplash

For a weekend trip you have three main options:

  • A backpack: Probably the most informal option, but the easiest to carry and the most likely you already own one.
  • A weekender bag: The weekender is a more professional and formal traveling bag that can be perfect for all scenarios. When picking a weekender, try to go for a subtle look, something lather, rather than a canvas sports bag. If you are in a hurry, you can use a sports bag, but I believe every man who regularly travels should invest in a high-quality leather bag.
  • Suitcase: When choosing your suitcase, it is worth knowing the size guides of your preferred airlines, pick a suitcase that fits most of the airlines, you probably won’t find one that fits all, but if it fits 2-3 airlines, you will be good for the journey.

Two Pairs of Pants (1 jeans-1 trousers)

Packing two pairs of pants isn’t a must since you can alternate your outfits even with the same pant – of course, if you pick the right colored pants. But the option to have one other pair of pants is always a nice touch. Think about any dinner accident involving red wine. If you only have one pair, it can cause a few unpleasant minutes.

Three Assorted Color Pairs of Levi's Jeans
Photo by Mnz on Unsplash

Underwear and Socks

These two items are essentials no matter how long you travel for. I advise you to put an extra pair in your weekender – just in case, for example, you want to go training on that day. You need a clean pair of socks and underwear afterward. Pro tip: if you pack shoes for your travel, make sure to stuff your shoes with your underwear and socks to save some time and also help the shape of your shoes. 

Dress shirt

A dress shirt is never a bad idea, whether you are planning to make a deal with your potential client or have a lovely dinner with your significant other. This cocktail look can pair with almost anything else on the list – the jeans or the trousers. Dress it up or dress it down according to your needs.

Business Casual Shirts on Rack
Photo by Waldemar Brandt

Tracksuit

Whether you are visiting your friends, family or going on a business trip, no one expects you to wear a suit while you are staying in your room or going for a walk in the morning. Pack your tracksuit, and feel comfortable in your room. Sometimes I only pack the pants of my tracksuit to save time, and it is usually more than enough for me to feel comfortable – in worst case scenario, I can wear the sweatshirt that I packed with the pants.

Sunglasses

It’s a small accessory, yet can be helpful, especially on those sunny summer days. I never leave my house for more than an hour without my sunglasses. Especially when I am travelling or driving. It is an essential that all man should keep in their bag.

Sunglasses Next To Beach
Photo by Sebastian Coman Travel

T-Shirts and Polos

T-shirts and Polos are those other comfortable pieces that match perfectly with your tracksuit – or if you want to look professional, but not wearing a suit or shirt, pair polos with a pair of trousers and a stylish pair of shoes and you will be good to go.

Man Wearing White T-shirt with Denim Jacket

Dopp Kit

It should be obvious by now, but make sure to always have your Dopp Kit with you. Pro-tip: I always carry my Dopp kit with me, whether I go to the gym or plan to not sleep at home for some reason. Make sure to always stock up your essentials in your Dopp kit, and you will be good to go for the journey. If you are interested in which Dopp kit I am currently using, it is a leather Dopp kit made by Vera Forma.

Black Tech EDC Dopp-kit Glasses Headphones Camera Journal
Photo by Supply on Unsplash

Book for travel

If you are traveling by train or plane, one of the best ways to make the journey shorter is to pack your favorite book. Trust me. I am a person who has traveled a lot since I was a teenager. Packing your favorite book doesn’t take up a lot of space in your backpack or weekender but will make your journey better and seem shorter.

Chargers

Whether you plan to use your phone or other gadgets a lot or not, chargers are essential. So, don’t forget to toss them in your bag, or your weekend won’t be that happy without photos or GPS. I know you can buy new chargers at almost any story by now, but why waste your money on items you already own. Double check before you leave the house, and not forget about your chargers.

White Power Adapter and Charger Cable
Photo by Rebecca Aldama

Earphones

Whether it is noise-canceling headphones or regular earphones that were added to your phone, it is a must to pack earphones, especially like in the previous point, if you travel via some sort of public transport. Try to find a pair with great battery life or a wired one if you take a long plane flight.

Laptop or Tablet

I am someone who likes to work while traveling, especially during transportation. Phones are getting better every year, but a full-on laptop will always be better to get some work done. If you don’t like to work on the weekend, that’s totally fine, but having a laptop or tablet is great for many things. You can watch movies or TV shows, or if you take some pictures and want to check them out on a bigger screen, a tablet or laptop is perfect for that.

Man Brown Weekender Bag Filled with MacBook and iPhone
Photo by Oliur on Unsplash

Pack of Tissues

It is a highly overlooked item, but you should always keep a pack of tissues in your bag. In my opinion, every man should have a pack in his bag. I couldn’t count how many times I was grateful for someone who passed me one or the numbers of thank yous from people I gave to.

Money, ID, Passport, Documents

The last items on the list should be obvious once again. Whether you travel inland or abroad, keeping some cash and your documents is a must for everyone, not just men.

White and Blue Identification Card Passport
Photo by ConvertKit on Unsplash

Optional Items

Now that we finished the essentials, I list a few optional items that can be handy in your case, depending on where you are going:

Umbrella

If you are visiting London, it is recommended to pack an umbrella, no matter if it is Summer or Autumn, but of course, if you are planning a journey to a sunny beach, you can leave the umbrella at home. If it fits into your bag and you know the weather might get rainy, pack an umbrella.

Sunscreen

If you plan to go to the beach on a sunny day make sure to toss a bottle of sunscreen into your bag to prevent sunburn.

Camera

Finally, the last item on the list is a camera. Although the camera in your phone is getting better each year, if you are a hobbyist or a professional and prefer to take pictures with your professional gear, take it with you.

Woman Holding a DSLR Camera and Taking a Picture
Photo by Marco Xu

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