Besides my own bucket list places, I am usually inspired by others. Often times, I didn't even know a place existed or might even appeal to me until I read someone else's trip report or see something on social media that makes me go, "WOW! I wanna go there and see/experience that place too. Wait, I can do this with points and miles?! Sweet!" Then, on the list it goes as a "to do" one of these days. Grand Hyatt Kauai was inspiration from some who had visited before on this thread. My first visit there was last year and I will definitely be back.
Sometimes, it's simply a by-product of my planning not working the way I thought it would and then I suddenly have a trip I hadn't planned on. This has happened to me several times over the years. The most recent was my dismal failure on multiple attempts to get to Cairo and back for an ABD trip next January in J seats using miles. Now, I am going to London for New Year's Eve, have a hotel room with a fireworks view and tickets to see ABBA Voyage while I'm there, then going to Cairo for the ABD using a stopover award flight out of London. On the way back home from Egypt, it seems I will be spending a weekend in NYC to see Broadway shows before catching a flight to Florida. As frustrating as it can be when Plan A or B don't work while trying to pull the trigger, these usually turn out to be my favorite trips because of the "SURPRISE" element.
I find that the majority of the travel bloggers can be quite inspirational for booking a trip. Al Maha, Ventana Big Sur, Moorea, Conrad Bora Bora, Park Hyatt NYC, Willard in DC for cherry blossom season were all inspired by the credit card points and miles bloggers. I read their trip reports and how they did it and thought, well that looks fun and I could do that too. Lots of places, have been placed on my radar thanks to them.
Reading articles on blogs after doing a Google search for something like "aspirational trips with Hyatt points" "Best value for Hilton free night certificate in US" "best use of Marriott free night certificate" and similar search parameters will yield lots of inspiration. I do that periodically and it will add a new element to my travel plans.
Hope this helps