I planned a wedding for a friend this year in January. My top concerns were Weather- if the roads iced or something dramatic. Comfort for photos- the guys were fine, but the girls had on these chiffon dresses and even with the fur wraps were cold. Also, being in winter limited venues and prices. She would have loved a outside wedding, but it would have been too cold. Plus, I researched state parks, etc. that were beautiful and had a pavilion and would have cost only $200. But because of the limited places, the price for venue was higher. I don’t know where you are, and this was before COVID blah. So the things that could go wrong may be very different.
Mine is scheduled for January 24 of 2021 and we are seriously considering postponing it. It’s a destination wedding in the Caribbean and mostly none of our guests have made any travel arrangements at this time. On top of that we don’t want people to spend money traveling if they can’t enjoy their destination and do tourists activities.