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I woke up to see that my car and \$4100 cash had been stolen from me. I found this note and map on my doorstep:

I need to get away from Richard. As you know he is possessive and controlling. I am stopping in 4 cities and I've taken exactly enough cash for one night at a hotel in each city. Meet me at the Hyatt in the 4th city and I promise I'll pay you back. - Penelope

  1. Chicago, IL
  2. Philadelphia, PA
  3. New York, NY
  4. (illegible)

enter image description here

Where should I meet her?

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This is all about

Monopoly

The places Penelope is going are:

Cities located in states whose names are streets in the Monopoly game. (I didn't even notice until just now, but this is also hinted at by the color of the text on the supplied map—each city is in the color of its street's property color group!) So:
$\begin{array}{lll}\\\rm Chicago&\bf ILLINOIS~~Ave.&\text{hotel rent is \$1100}.\\\rm Philadelphia&\bf PENNSYLVANIA~~Ave.&\text{hotel rent is \$1400.}\\\rm New~York&\bf NEW~~YORK~~Ave.&\text{hotel rent is \$1000.}\end{array}$

Each of these cities is the largest city in their respective state.
After taking those rents from \$4100, there is \$600 left for the fourth loccation.
That means it must be the largest city in $\bf CONNECTICUT$, whose rent is \$600.

So you need to meet her at:

The Hyatt in Bridgeport, CT.

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  • 24
    $\begingroup$ Harrumph. The real monopoly uses streets in London :-) $\endgroup$ – Rand al'Thor Feb 9 '18 at 0:42
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    $\begingroup$ @Randal'Thor What color is the sky in your world? ;) $\endgroup$ – Rubio Feb 9 '18 at 0:45
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    $\begingroup$ @Rubio Grey, mostly :-P $\endgroup$ – Rand al'Thor Feb 9 '18 at 0:47
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    $\begingroup$ @Randal'Thor What do you mean by original? The Parker Brothers' 1935 patent has the Atlantic City names on it. The [1904 patent] for the original board design doesn't have any names at all. It seems like the real version to you is the UK version which is still for sale with the exact same name and product number as the Atlantic City version (change "en-gb" in the URL to "en-us"). However, that version was first released in 1936 vs 1935 for the original. $\endgroup$ – Engineer Toast Feb 9 '18 at 13:40
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    $\begingroup$ I guess we know how she's going to pay you back too. $\endgroup$ – Laurel Feb 9 '18 at 15:56
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My guess is

Portland, ME

Based on

The assumption that she'll continue heading in an east / north direction, the observation that she's only stopping in "major" cities, and the fact that Portland is the only such city (as far as I can tell) with only one Hyatt hotel.

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  • $\begingroup$ Sorry, Hyatt was just a random hotel name, didn’t mean for that to be misleading :) $\endgroup$ – ferret Feb 9 '18 at 0:45
  • $\begingroup$ No worries! I figured I wasn't on the money, because my answer doesn't explain the specific $4100 figure. $\endgroup$ – benj2240 Feb 9 '18 at 2:01

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