Thanks for your request for a Book Match. It sounds as though you like lots of different kinds of books. Here are some suggestions:
Bo & Mzzz Mad by Sid Fleischman. When his father dies, Bo Gamage moves in with his distant and estranged relatives, the Martinkas, and finds that "Mad" lives up to her name, PawPaw despises him, and Aunt Juna hopes he'll help search for the gold mine that started a family feud.
If you like trains, here are some other books you might enjoy:
Full Steam Ahead by Faye Gibbons. A young boy and his grandpa ride on a steam locomotive chugging through Georgia one hot summer day.
All Aboard! by Mary Lyn Ray. A large white rabbit named Mr. Barnes goes on a train trip and enjoys all the sights and sounds of the ride.
Circus Train by Jos. A. Smith. After moving to a house in the country, Timothy wonders how he will make any friends, but his problem is solved when he finds an imaginative way to rescue a stranded circus train.
Thanks for your request for a Book Match. This happens to be one of my favorite books, too. If you like this one, you might enjoy other books by Kevin Henkes. Lilly is also a character in "Julius, The Baby Of The World" (Lilly is convinced that the arrival of her new baby brother is the worst thing that has happened in their house, until Cousin Garland comes to visit.). Another character he writes about is Wemberley.