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What is the longest amount of time you have stayed uninterrupted in a city that you didn't live in for purely tourism? Please don't count trips for business, education, or staying with a relative for an extended period.
I wouldn't count a stay where you left the city for a day trip to an attraction in the same region--for example if you visited San Francisco for a week but spent a day in Napa and then returned to San Francisco that evening, that still counts as a continuous stay in San Francisco as you returned the same day.
When I was a kid, we would spend two months every year at a hotel in Fort Lauderdale. We did this because my dad had severe allergies, so we had to leave our home state and go to Florida and stay near the beach during the height of the allergy season.
My SO and I stayed for ten days in the Hawthorne Suites in the Lakeview area of Chicago, which is the longest I have ever stayed in lodgings. We had planned on six days (it was his first trip to Chicago) but I came down with a bad cold and we cancelled the planned drive to Michigan in favor of me hunkering down in the hotel while he spent his days eating his way thru Chinatown up one street and down another and of course bringing me takeout. Our room was full of take out boxes! In the midst of all this we found out that the Chicago Marathon was going to pass right by the front garden of the hotel so I got up to watch the Kenyans go by (and an hour later everyone else) All in all, it was a good visit. But then I love Chicago.
Location: RI, MA, VT, WI, IL, CA, IN (that one sucked), KY
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The only time I stayed any one city for more than 3 days is when I went to visit a friend in Wales and stayed with her. Two days would have been plenty.
I'm not quite sure if it counts as vacation or not but my college swim team (D3, so no scholarships and the sport wasn't effectively covering anyone's tuition) used to do 10 day training trips to Ft. Lauderdale after Christmas every year. We'd spend about 5 hours in the pool every day and the rest of the time was our own, though no one had the energy to do much beyond nap on the beach between practices.
Two years. My wife and I were doing a road trip after coming back from South America, and had no fixed address. We went through Madison, Florida, and thought it looked pretty nice, and then saw a billboard pointing down a street to an apartment complex. On the spur of the moment, we went to see what the apartments looked like and found that we qualified for assisted rent on my SS income. An hour later we signed a lease and stayed for two years. After the first year, my MIL moved down and lived two doors away from us. A few years later, we did the same thing in Salem, Missouri.
A year before Florida, we had a good feeling for Paraguay, so we asked around and found a little house we could rent for $25 a month, and stayed there for three months. In a little remote island in Indonesia a few years later, we stayed for two months just by lucking into a place that was just right.
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