I really loved the setting of this game. It was both unique and a very practical choice for a game of limited size and scope- not unlike the Caribbean islands of its predecessor in that respect. The pixel art was really masterfully done and helped create a strong sense of place. That's something that has always been important to me in the adventure genre. I did find the music somewhat lacking- it conveyed the tone well enough but wasn't nearly on the level of Monkey Island. But maybe I'm setting the bar a bit too high there.
The puzzles were great as well. If anything tends to turn me off from the genre, it's poor puzzle design. You know what I'm talking about...the ones you can only figure out by interacting with objects in about every possible way. Thimbleweed has puzzles that are difficult enough to be satisfying without being nonsensical- with perhaps only a couple exceptions.
I quite enjoyed the story as well. The ending will be divisive but I found it very memorable. Kind of surprisingly somber but it will definitely stick with me.
The one major complaint i have is the writing for Ransom the clown. If you're going to write a famous and successful insult comic, you can't have him spout off insults that are bland and tired and forgettable. A shame, because there was a lot of potential there. He also feels very tacked-on, with minimal connection to the actual story.
Overall, I would say that this game is well worth it for fans of the genre, and I hope that we see another release from the developers in the future.