Hey @Jason_Hebert 
I’m really sorry to hear you’re not having the best experience so far with Webflow. There are definitely lots of things the team are constantly working on, and I know I struggled with a solution to this before too. If you’re used to a particular platform as I was, moving across is a huge step.
If you do stick with, you’ll find that most questions have an answer eventually. I’m constantly seeing users and the team do new things I didn’t even know were possible.
You can actually use a really small bit of HTML to add a date picker to a field, although it is a little limited in how much you can style it, it does work.
<label for="date">Type your label here</label>
<input class="w-input date" type="date" name="Requested date">
How it will look on the live site:
http://webflowdatepicker.webflow.io/
Here is a quick video on implementing it
You can add your voice to the Webflow Wishlist too:
https://wishlist.webflow.com/ideas/WEBFLOW-I-702