Holiday Short Stories for Middle School AND UPPER ELEMENTARY

By MARISSA DESPINS Updated Dec 7, 2025

Holiday Short Stories

This year, I have so much to be thankful for. Our little family is healthy, happy, and as close-knit as ever—something I never take for granted. I’m also deeply grateful for the opportunity to do what I love from home, creating and sharing resources that help other teachers, all while being surrounded by the people who mean the most to me. Our French Bulldog, Murphy, continues to bring so much joy and laughter to our days—she’s truly a light in our lives.

With so many blessings to count, I wanted to take this season as an opportunity to give back and share that joy with others through free classroom resources. It’s my small way of saying thank you and spreading a little extra kindness and inspiration to teachers everywhere.

Click on the images or buttons below to download these THREE fun resources for FREE!

Favorite Holiday Short Stories for Middle School and Upper Elementary

Engaging Holiday Short Stories

Check out some of our very favorite holiday short stories for middle school and upper elementary below – they are sure to engage your learners during the days leading up to Christmas break.

“The Toys of Peace” by Saki

This funny story follows two boys who decide to wage peace instead of war during World War I. They start by sending toy soldiers to the “enemy,” but things quickly escalate when the other side responds in kind. It’s a lighthearted story with an important message, and I have found it to be a hit with middle school and upper elementary learners. It is definitely a title to add to your list of holiday short stories for upper elementary and middle school.

Grab a complete unit to use along with this classic tale by clicking on the button or image below.

“To Build a Fire” by Jack London

In this gripping tale set in the frozen Yukon, Jack London tells the story of a man battling against the brutal forces of nature in To Build a Fire. As temperatures plummet and survival becomes uncertain, readers are drawn into a powerful exploration of instinct, pride, and the limits of human endurance.

This story offers students a chance to reflect on the relationship between humans and nature, the importance of humility, and the consequences of ignoring wisdom and experience. It’s an excellent piece for discussing perseverance, decision-making, and what it truly means to face the elements alone.

Pick up a complete unit to use along with this winter story by clicking on the button or image below.

“A Kidnapped Santa Claus” By L. Frank Baum

In this imaginative holiday tale by L. Frank Baum, Santa Claus faces an unexpected challenge when he is kidnapped by mischievous Daemons who wish to stop his message of joy and kindness.

A Kidnapped Santa Claus is a whimsical yet meaningful story that explores themes of good versus evil, generosity, and the enduring power of kindness. It’s a wonderful choice for helping students think about the true spirit of giving and how positivity can triumph over negativity—even in the most surprising circumstances.

And, lets be honest – with Wicked being such a huge think right now, you can really sell this story to your learners by casually mentioning the fact that it was written by the same author as The Wizard of Oz!

Snag a complete unit to use along with this holiday story by clicking on the button or image below.

“A Christmas Memory” by Truman Capote

In this heartwarming semi-autobiographical story, Truman Capote tells the tale of his childhood Christmases spent with his elderly cousin, Miss Sook Faulk.

This is a truly beautiful story about family, friendship, and cherished memories. It is a great opportunity for students to share and write about their own holiday memories and traditions. It is the perfect short story to add to your list of holiday short stories for middle school and upper elementary!

Grab a FREE complete unit to use along with this heartwarming story by clicking on the button or image below.

Wrapping up

Incorporating holiday short stories into your middle school and upper elementary classrooms is a wonderful way to celebrate the season while encouraging meaningful discussion and literary analysis. Each of these stories—whether heartwarming, humorous, or suspenseful—invites students to explore universal themes like kindness, perseverance, and the human spirit. They offer rich opportunities for writing prompts, creative projects, and thoughtful reflection. Most importantly, these timeless tales remind students that the holidays are about more than just gifts—they’re about connection, compassion, and understanding the world through the eyes of others.

Looking for more short stories for middle school learners?

Check out these blog posts!

Diverse and Inclusive Short Stories for Middle School

Favorite Science Fiction Short Stories

Short Stories for Black History Month

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