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Remote work · 8 min read

Working From Twelve Hotel Rooms: What Actually Matters

After eight months on the road, the gear list gets shorter and much more specific.

Ines HalloranGuest contributor · February 27, 2026

Laptop set up on a desk in a hotel room with luggage nearby

The romantic version of this life involves a laptop on a balcony. The real version involves a lot of bad chairs, and the gear that matters is the gear that fixes bad chairs and bad light.

The three items that changed my days

  • A laptop stand that folds flat — raising the screen 12 cm ended my neck pain in a week
  • A compact keyboard, so the stand is actually usable
  • A small clip light, because hotel desk lamps are aimed at the wall

Connectivity, in order of reliability

An eSIM with a regional data plan beats hotel wifi almost everywhere. I keep two providers and switch when one degrades. A hotspot from a phone with a good antenna is more reliable than a dedicated travel router.

Assume a video call will fail once per week and schedule accordingly.

One bag or two?

Two. A 35–40 litre pack for everything, and a flat sleeve you can pull out and take to a café without carrying your whole life. The moment your work kit lives in its own pouch, packing takes four minutes.

The unglamorous part

Do laundry every five days whether you need to or not, keep the same two power cables in the same pocket forever, and repack the bag fully every time you move. Systems, not willpower.

A note on honesty

We sell bags, so read this with that in mind. Everything above is what we tell friends who ask, and most of it costs nothing. If a cheaper bag does the job for your trip, buy the cheaper bag.

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