Best Of

It depends…
If wind gusts are capable of significantly rocking the trailer when it is stationary and with stabilizers raised, then I will make assessments on whether or not to tow.
Teardrop trailers appear to have much better aerodynamics than many other shapes. Teardrops would seem to have reduced headwind drag, combined with reduced crosswind effects.
The power of wind increases at a rate much greater than the increase in wind speed. In other words; when wind speed doubles, the power of that wind could increase eightfold.
If I am on a quiet backroad that can safely tolerate driving much slower, then I may consider towing in stronger winds. (Highways or freeways generally don’t safely tolerate driving much slower than the speed limit.)
Some roads are closely surrounded by large trees, with many tons of wood suspended overhead. Windfall can become a concern.
When in doubt, it may be best to err on the side of safety.
Keep in mind that other drivers will almost certainly decide to "go for it". These drivers may become the primary risk, as their trailers fishtail, creep over the line or even capsize.
I prefer to enjoy my towing experience. Carefully choosing when and where to tow enables me to more consistently achieve this preference.