Refer also to my post here

Best Regards,

guy038

found that when the curly apostrophe is used in “JOHN’S CAR”, then Edit > Convert Case to > Proper Case, the result will be “John’S Car”

Sounds like a bug to me.
Feel free to report it; info on doing that is HERE.

Perhaps the conclusion to be drawn is that Notepad++ is not a great counter of words. :-)

This does, alas, seem to be the conclusion… :) I will live!

(ETA: I didn’t realize it had turned my non-smart apostrophes into the special ones in the forum post. In the text files, I just use standard apostrophes. Oh well!)

[^\x20\t\\.,;:!?()+\r\n\-\*/=\]\[{}&~"'`|@$%<>\^]+

Note that because this is a regex of the form [^...] that this list of characters is saying what is NOT a word character rather than what IS a word character.

So we basically have these characters which will terminate counting some bit of text as a “word”:

\x20\t\\.,;:!?()+\r\n\-\*/=\]\[{}&~"'`|@$%<>\^

I took some liberties with the \x20 and the \t by changing them from literal space and tab character (so that they are more easily seen).

Anyway, I see an apostrophe in there, so that’s what is causing it's to be counted as two words.

But, how does this handle UTF-8 characters?
If we copy the “it’s” from the OP (the bolded “it’s”) and paste it into a Notepad++ tab and then run the “word count” function, we see that it shows Words: 1. Success? Yes, but really No. :-(
This is a UTF-8 special apostrophe, and it isn’t accounted for in Notepad++'s expression for what is not a word character.

Perhaps the conclusion to be drawn is that Notepad++ is not a great counter of words. :-)

Here is an alternative to the @alan-kilborn’s solution :

Open the Find dialog ( Ctrl + F )

• SEARCH [\w'’]+

• Tick the Wrap around option

• Un-tick all the squared box options

• Select the Regular expression serch mode

• Click on the Count button or use the default Alt + T shortcut

The regex [\w'’] forces the regex engine to consider the two Unicode characters APOSTROPHE ' ( \x{0027} ) and RIGHT SINGLE QUOTATION MARK ’ ( \x{2019} ) as word char, as well !

In addition, you may feel interesting to have a look to this other post of mime, about the Summary feature, especially the first part :

https://community.notepad-plus-plus.org/post/59069

Best Regards,

guy038

It does this because it doesn’t consider an apostrophe to be a “word character”. You can certainly do a github issue if you’d like to.

You might try this as an alternate method for obtaining word count:

Pull up the Find window and do a regular expression search mode search for \S+ by pressing the Count button. Here’s a demo of it counting your it's as 1 word instead of 2:

BTW, \S+ may not be appropriate in all instances. What it means is: “Consider a match to be the longest string you can find between traditional whitespace characters”.