Are any of your family and friends starting to ask you.....

I don't think this just applies to current weddings, but I think there is a fair amount of "damned if you do, damned if you don't" risk these days in saying anything to anyone. People are tired, stressed, and on-edge. I've seen online articles on the same day complaining about others being "toxic optimists" or "troublesome negative Nancy's...." It's just hard to know what it's okay to say to anyone.

Based on your post, it sounds like you're doing a really good job of trying to assume their hearts are in the right place and they are trying to be supportive. It makes sense that you're stressed and confused. I was teaching when the lockdowns first started. There was so much confusion about how any of this was going to play out -- like, were we all going to die during that first week??? As a professor, I felt a lot of pressure to maintain a positive calming image and attitude for my students that we were all going to be okay and we'd figure stuff out together. At the same time, some of them were struggling with really difficult family/financial/work/etc. situations. It was a fine line between being compassionate and sympathetic and at the same time encouraging and optimistic. And, different students definitely needed different things from me. Some just wanted reassurance that we were going to push through, they'd get credit for the course, graduate, whatever. Others had family members sick and/or dying, and the last thing on their minds was fulfilling course requirements. I'm sure you've read enough posts on this forum to know that they split wildly between, "why doesn't anyone ask about my wedding?" and "why won't people shut up about my wedding????" I'd just make sure you have a few people, fiance, mom, bff, with whom you know you can talk honestly with about how you're feeling. Hang in, and good luck to you!

We have already received what seems to be inevitable question, " so are you going to postpone or go through with your same wedding date" and our wedding date isn't until October 23, 2021. Let alone to hear someone say "oh you have plenty of time left, you'll be fine", irritates me even more!
Trying to plan a wedding, during Covid (as if planning a wedding not during a pandemic isn't stressful enough) I also work at a CPA firm and with this past tax season year has made it even more stressful for me. I start prepping for the new tax year at mid to late November in which then tax season doesn't stop for me until the end of April. So it is a solid 5 months of non-stop craziness for me! Which is 5 months of planning and wedding tasks that I cannot do or get done because work takes over my life. Which then thinking about it leaves me feeling uneasy because then I think I will have so much to catch-up on in order to get done.
I know it's how you said, that people are trying to be positive because of the stress we are under, but to hear that phrase being said honestly stresses me out even more than it helps.

Yes. And it hurt really bad. We decided we weren't going to postpone due to the uncertainty of the end of COVID, we didn't want to keep postponing over and over and not get married for years. We have taking so many precautions and think that our wedding will be wonderful despite the craziness. My great-aunt just decided not to come and cancelled her flights and hotels and though I'm trying to be understanding and not show how upset I am, it really hurts. Of course I want her to feel comfortable and safe and we don't want to have her take any unnecessary risks, but very little family is coming and even less friends and regardless of the circumstances its sad. We have received very little well wishes and zero gifts, and it hurts to feel like nobody cares about the most important day of our lives.