Three US cities of over 100,000 inhabitants have the following characteristic: they include a particular point from which, if you travel straight north, straight south, straight east, or straight west until you cross a US state border line, then in all four cases you will enter the same other US state.
What are these three cities, what state are they in, and what state will you enter on the four journeys?
The intended answers were Stamford, Omaha and New York City. (Anchorage and Washington D.C. do not go together with the wording: one does not enter the same other US state). Since Omaha has been found last, I count it as the most difficult one of the three answers and I assign the "correct answer" sign to it.