I am having the same issue, however it seems to be related to a particular sim rather than a location. My sim is in the Willow Creek location.
Also finding that as well as whims not completing, this sim is unable to complete his new year resolution. I picked gain or increase a skill but despite raising his cooking and fitness skills he has still not completed the resolution.
The whims that have specifically not worked are buy a bee box, bond with bees, woohoo, take a vacation day (he has now taken three while this whim is pinned and it is still there), along with numerous others. I recall these specifically as I pinned them to test if it was my imagination that they are not working. I am finding that whims relating to the sim's mood do fulfill and it seems to be the others that don't.
Product: The Sims 4
Platform:PC
Which language are you playing the game in? English
How often does the bug occur? Often (50% - 99%)
What is your current game version number? 1.55.105.1020
What expansions, game packs, and stuff packs do you have installed? All but Moschino Stuff pack
Steps: How can we find the bug ourselves? No idea since I wasn't doing anything specific to cause it.
What do you expect to see? I expect whims to award Satisfaction and disappear when the requirements have been met.
Have you installed any customization with the game, e.g. Custom Content or Mods? No.
Did this issue appear after a specific patch or change you made to your system? Yes
Please describe the patch or change you made. I updated to the most recent version.
No idea if it is related but I am also finding that since the last update I cannot run Origin without first going through the whole deleting cache and restarting the computer annoyance.
ETA: Been keeping an eye on this to see if I can spot any patterns or something triggering the issue. It has now moved onto more than one sim and happens regardless of whether they have traveled or not (I tested a earn $50 in tips at the local park and it failed, but others are home based like the bee box ones). It also fails to fulfill whether the whim is pinned or not.