Remote Work for 1 month - what city in Europe?

August in Europe can be really, really busy.
My favorite city in Europe is Florence, but that would be an example of one that I would not recommend. (A lot of things closed, and swarmed by Chinese tourists that month)

I would choose a place that is more naturistic - where you can escape the crowds. If your budget allows, possibly Switzerland. Ljubljana, Slovenia would be a good option as well. Both are central and would be easy day trips to the bordering countries for the weekends.

I have only been to England and Amsterdam. I'll be in Greece for a wedding late July, so taking on a month post-Greece. I'd prefer a more English-speaking area. Belgium, Germany, or Scandinavia are more appealing than Spain and France. More into the city life than adventure.

In August, I’d stay north of the Alps to avoid any potential heat waves

Places like Bruges, Berlin, Amsterdam, even as far south as Munich would be on my list…that’s a great opportunity

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A villa in a small town in Tuscany. Close enough to do Sienna and Florence on the weekend.

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He's probably not going to have a car though. He could rent an apt in Florence though.

If he is talking about weekend trips every weekend, I'd definitely try and stay next to a major central city with fast train options in multiple directions.

Lisbon is cheap you could get a lot with a good allowance, airport is easy to navigate, and flights to Barcelona/Paris/Rome/London are all under 3 hours

I love Switzerland, so I don’t think you can go wrong with Geneva or Zurich as they are great and centrally located.

That being said, Paris might have the best food and day to day experience and still puts you on a major train hub so you can get anywhere.

I haven’t been to Germany, but I know some people who have lived in South Germany and love it. That’s probably what I would opt since I haven’t been there before and it provides a central location.

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In August, I’d stay north of the Alps to avoid any potential heat waves

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This. I would look into the August climate of the place you will be staying. Most places do not have central AC and it can get up to 95-100F in some areas in August. I dont know if youre from the south or not but its the same humid awful heat as southern USA with no real relief when you walk indoors. And touristy areas like Florence, Paris, Rome etc will be slam packed with crowds.

I’m not sure l’ll ever go south of the Alps in July-August in Europe ever again by choice

That said.. Austria, Switzerland, Munich, Copenhagen, Amsterdam would be where I personally would look into

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love Switzerland, so I don’t think you can go wrong with Geneva or Zurich as they are great and centrally located.

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But the exchange rate is a killer. It's very expensive to live in Switzerland for a month.

I would say Berlin or Munich first, then Paris. Those are probably best options for moving around by plane or train on the weekends.

Also look at the overnight trains for longer weekend trips if you don't want to fly.