The best way to do the entire sequence of IWD / How / TotLM is as follows: (contains spoilers)
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Run through IWD as far as you want (but at least until your characters have reached 9th level!) - otherwise Hjolldar will tell you that you aren't strong enough yet! NOTE: It may be 12th level not 9th, but the level limit DOES exist! My choice for where to make the switch is right AFTER I have destroyed the idol and gotten the last badge! That way, I can save the badges in a chest in a nearby room. I always make a save at this point.
Assuming you are high enough level, talk to Hjolldar in Kuldahar, get transported to Lonelywood and start HOW ... go as far as you want but do NOT go to the Sea of Moving Ice for the final confrontation. If you do that, you can NOT start TotLM. You can do EVERYTHING else before that if you want, but do NOT go to the sea of moving Ice - there is NO return to Lonelywood from that location! I typically make the switch after I talk to the SEER but this is much more subjective.
Go to the Inn in Lonelywood and talk to Hobart Stubbletoes (the halfling man just to the left of the dwarf). That will initiate the TotLM sequence.
Finish TotLM and get transported back to Lonelywood at the inn.
Finish HOW (your characters will be exported into files tagged as IWDHOW1, etc. when you go thru the last door before confronting the big baddie) and get transported back to Kuldahar
Resume IWD and finish the final battle with Behlifet! i believe that the game has been changed slightly as to when it exports your characters. It USED to export a final save when you entered the last chamber with big B, but now I think it may export the characters individually when the game ends.
Recommendations: I like to do an end game save at three locations: (1) before I enter the last chamber in IWD.
(2) before I enter the last room in HOW
(3) and before I go thru the last pentagonal portal in TotLM
and I export my characters BEFORE i enter the last room in IWD before big B.
Remember that containers do NOT export! Scroll cases, gem bags, potion boxes and one other type of item will NOT export with your character! So any items that they contain are lost
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