As with any new project, it is a good idea to spend some time planning before actually tackling the implementation.
The basic challenge here is not only what photos you want to consider but how you might want to group them. Your viewers will come to your site seeking photos that might interest them. How you group can either aid or hinder them. 
Suggestions on how you might proceed
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Give some thought to the goal of your website
Do you simply want to share your photos with a select group of friends and relatives?
Are you in perhaps the early stages of becoming a "professional" and want a place to showcase your work to obtain some feedback?
Do you just want a place to share your photos of a specific trip or trips?
Do you want to undertake the challenge of learning how to create a website?
See what other photographers have done 
Here is how I went about this task
If you are still struggling, you might want to consider the following grouping options:
Geography, photo trips, locations you visit frequently, subject matter, types of photography you feel you excel, etc.
Bottom line… there is no single right or wrong way to group your photos.
Which photos?
Now that you have decided how you want to group your photos & present them on your website, it is time to decide which photos you want to include. This is probably the most difficult task in this whole process.
Obviously, you want to display your best photos but how many are enough & how many are too many? There is no real definitive answer as to what an optimum number of images should be.
You have to balance the objective of presenting your best work with the attention span of the visitor.
As a rule of thumb, I would suggest no more than 25 images on a page... assuming you have that many you are proud of.
Two ways to proceed 
1. Export photos from Lightroom Classic to folders on your computer desktop
If you feel that you will want to make changes to the photos on a page (add to, delete from or re-edit photos), I recommend that you use the Adobe Cloud Sync features in Lightroom Classic as outlined in this video (starting at 33:20).
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