Go on The Phantom Tollbooth Journey

Intermediate Readers

"Books make great gifts because they have whole worlds inside of them. " — Neil Gaiman

When I was growing up The Phantom Tollbooth was one of my favorite books. I could relate to the doldrums of boredom and the idea of being magically transported to a land with wacky characters and delectable words was enchanting. Reading the book with my daughter was a pleasure for both of us and when I read the book with a few of my students I had a joyous time coming up with book extension activities. We hope your children and students enjoy The Phantom Tollbooth by Norman Jester and our companion activities as much as we did.

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The Phantom Tollbooth by Norton Juster: Lesson and Activities

This ingenious fantasy centers on Milo, a bored ten-year-old who comes home to find a large toy tollbooth sitting in his room. Joining forces with a watchdog named Tock. Milo drives through the tollbooth’s gates and begins a memorable journey. He meets such characters as the foolish, yet lovable Humbug, the Mathemagician, and the not–so–wicked “Which,” Faintly Macabre, who gives Milo the “impossible” mission of returning two princesses to the Kingdom of Wisdom.

Absolutely Amazing Activities to do while reading The Phantom Tollbooth

Go on The Phantom Tollbooth Journey:

The book is split into the different lands that Milo must travel through to rescue the princesses. We came up with an activity for the different lands and places that Milo visits.

  • Going through the Land of Expectations
    Materials: Dice, Pretty shiny rocks, dead flowers.
    Tell the kids that they will either get a flower or a rock.
    Roll a dice; if odd you get a rock if even you get a flower.

Give either an old wilted flower or a pretty rock depending on what they roll. The children were hoping for the flower and it was fun to see their reactions when they saw the old flower. Discuss what their expectations had been.

  • Dictionapolis
    Materials: Vocabulary words. You can use our vocabulary words for the fourth grade or use the ones from our teacher resource guide.
    You can’t get in the gate until you “pass” the vocabulary test.
  • The Market Place
    Materials: Magnetic Words
    Put word magnets in sentences. Have fun comparing the sentences you made.
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  • In the Jail
    Materials: Blindfolds (scarves, bandannas, strips of cloth…)
    Team problem-solving exercise: Have the kids do a blindfolded obstacle course. Have the students take turns being blindfolded and being the guide. Afterward, talk about how it felt to be blindfolded, how did it feel to be guided. Do you think it was anything like what Milo felt when he was in jail?
  • The Royal Banquet
    Materials: Alphabet Cookies- we chose Nut / Dairy Free, Kosher
    Eat your words: alphabet cookies. Before they can eat the cookies see who can make the longest word. Kids have a blast sharing their words with each other.
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  • Colorful symphony
    Materials: Classical Music, paper, markers or crayons
    This chapter is about synesthesia. The most common form of synesthesia, researchers believe, is colored hearing: sounds, music or voices seen as colors. Listen to music, draw what you see. It’s interesting to see how different students react to this assignment.
  • Create a Character Collage
    Materials: Drawing Paper, crayons or markers, Pencils, Magazines, Glue
    Suggest that students start their collages with a drawing of a character from The Phantom Tollbooth. Have them draw their character on one side of the paper.
    Provide magazines from which students can cut out words and phrases that describe their character. Have students paste the words with cut out letters to the backs of their collages. Have students paste these explanations to the backs of their collages.
    Display the collages in a classroom gallery with the words side facing forward. Students can try to guess who the characters are based on the words. They can check their guesses with the pictures on the back of each collage.
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  • Playing with synonyms: Use a thesaurus to find 5 synonyms of do, said, blue, round, fat, thin, went, try, saw, tall, big. Then pick a few of the words and use them in a sentence.

You can find standards, vocabulary, writing prompts and chapter by chapter discussion and comprehension questions in our The Phantom Tollbooth by Norton Juster Teacher’s Guide.

Book Lesson Plans and Activities

  • The Secret Garden by Frances Hodgson Burnett tells an inspirational tale of transformation and empowerment. Mary of The Secret Garden is a character that has sparked the imagination of children for decades and served as an example of resilience and spunk.
  • Amelia’s Notebooks by Marissa Moss follows Amelia from elementary school to middle school. As Amelia grows we can relate to her growing pains, which are always written about with humor and insight. The problems that Amelia faces in the series are familiar to many children.
  • The Indian and the Cupboard Lesson and Activities by Lynn Reid Banks- It was easy to come up with a wealth of The Indian in the Cupboard by Lynne Reid Banks Lesson and Activities. The book is rich with concepts and topics to discuss from magic to history to friendship and this book will enthrall even the most reluctant reader.
  • Wilcox and Griswold Mystery: The Case of the Missing Carrot Cake by Robin Newman – Full of jokes and lively illustrations this book is a wonderful beginning chapter book and it is sure to entice reluctant readers.
  • How to be Human; Diary of an Autistic Girl by Florida Frenz (AKA Georgia Lyon) The lessons in this guide are a roadmap to a treasure trove of social skills activities that we have used for years in our work with children on the autism spectrum.
  • A Teacher’s Guide for Ivy and Bean: What’s the Big Idea? It’s the Science Fair, and the second grade is all over it!
Go on The Phantom Tollbooth Journey -Lesson plans and teaching ideas #Intermediatereaders #mosswoodconnections #booklessons #homeschooling #literacy #reluctantreaders #PhantomTollbooth

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