It is easy to fall for a town on a bright afternoon. The harbour sparkles, lunch arrives on a sunny patio, and nobody needs to put the bins out. Before you start packing, give the place a less glamorous audition.
If you can, arrange a stay long enough to do ordinary things. Make breakfast, buy groceries, wash clothes and spend an evening at home. You are looking for a place that suits your Tuesday, as well as your holiday.
Put your usual week on the map
Write down the places you use at home: the grocery store, library, pharmacy, swimming pool, café or community centre. Then find their equivalents in the town you are considering.
Visit them rather than simply measuring the distance. A short route can include a steep hill, an awkward crossing or a pavement that ends halfway there. Try it at your own pace, carrying the sort of bag you would normally carry.
If you expect to use public transport, make an actual return trip. Notice the waiting time and the journey home, not just the stop near your accommodation.
Give the weather a vote
Choose a visit outside the busiest holiday season if possible. Take a walk on a grey day. Spend an afternoon indoors. Find out which businesses stay open and which activities continue when visitors leave.
Ask residents specific questions: Where do you go for a quiet coffee in winter? What takes more planning than you expected? What would you miss if you left? You will learn more from those answers than from asking whether the town is nice.
Keep a small, honest notebook
At the end of each day, record three things: what felt easy, what felt inconvenient and what you wanted to do again. Include your partner’s answers if you are moving together; the same town can feel quite different to two people.
Before you leave, try one final ordinary morning without a sightseeing plan. If buying bread, taking a walk and coming home still feels like a good day, that is useful evidence.
The trial does not need to settle everything. Its job is to turn a lovely idea into a clearer picture of daily life.

