I don’t know if it’s a word high school students need to know, but if you think it is, here is a context clues worksheet on the adjective haggard. I don’t know that I’ve ever used this (it was a Word of the Day at Merriam-Webster, and writing context clues worksheets on those has become my version of doing a crossword puzzle in the morning), but certainly this word is in sufficiently common use in English that it’s at least worth having students take a quick look at it.
If you find typos in this document, I would appreciate a notification. And, as always, if you find this material useful in your practice, I would be grateful to hear what you think of it. I seek your peer review.