Time from Teacher Created Resources
Second Daughter was struggling a bit with learning how to read a clock. It's not that she couldn't do it; she just didn't want to make the effort. I picked up this book at a going out of business sale and it was just enough to get her going. She liked lining up the stickers on the reward chart in the front as she completed exercises in the book.
Each page had just a few problems, so she could practice without getting overwhelmed. They increased in difficulty so while in the beginning she was choosing from multiple choice options of what a clock said, later she was drawing in the hands herself for a specified time. Exercises at the end of the book included time word problems and comparing clocks to determine the change in time. There were a few pages of calendar problems at the end of the book as well.
This was a nice little inexpensive book on practicing telling time.