33+ ‘Trail’ Writing Prompts
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Life as a Child on the Oregon Trail
What would life be like if you were a child traveling on the Oregon Trail towards the West in the 19th century?
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Lost and Found
Craft a classic horror story about someone who goes missing in a spooky, haunted place, and returns with a surprising twist.
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An Innocent Abroad
Imagine a serial killer who travels the world, leaving a trail of bodies in unique locales.
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The Enchanted Squirrel
Write about a magical encounter with a talking squirrel while spending a day at the park.
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Face of the Monster
A vampire, once a considerate human, has to battle with his new monstrous identity against his residual human conscience.
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Hero in a Tragic Tale
Create a character that helps others endure the hardships of the Trail of Tears.
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Echoes of the Past
Write a contemporary story where a protagonist discovers their lineage linked to the Trail of Tears.
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Resilience in the Face of Adversity
Write a story from the perspective of a child undergoing the journey on the Trail of Tears.
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The Struggle of Loss
Depict a close-knit family affected by the forced removal and their experiences on the Trail.
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Journey of Survival
Write about a character embarking on the Trail of Tears and focusing on their personal survival.
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Adventure Anticipation
Create a list of adventurous activities you’d like to experience in the next year.
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The Unopened Letter
An old, unread letter arrives postmarked from many years ago, setting off a sequence of puzzling events.
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Invigorating Summer Adventure
Narrate a daring or thrilling adventure you had during a summer vacation.
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Memento Mori
Pen a sinister story about a serial killer who leaves a unique signature at every crime scene.
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A Path of Kindness
Imagine you could leave a trail of kindness behind you wherever you go. What would this path look like, and how would it affect the people who cross it?
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The Chase after the Treasure
Write a narrative where the central character is led on a chase that promises a hidden treasure at the end. The catch is that numerous other seekers are hot on their trail, making it a dangerous pursuit.
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Blizzard Betrayal
Pen a story about a criminal who escapes a maximum-security prison during a severe winter storm.
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Trail of Tears Retelling
Write about the experiences of a Cherokee family during the Trail of Tears.
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Missing Mascot Mystery
Your school’s beloved mascot has mysteriously disappeared right before the biggest game of the year.
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Poetic Clues
Imagine the detective received a poem as a clue to the mystery. Write a scene in which the detective decipher the hidden meaning behind it.
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Trail of Memories
Pen a narrative of a middle-aged individual reminiscing on their significant youth experiences that contributed to their personal development.
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Embarking on the Oregon Trail
Imagine you’re a child traveling on the Oregon Trail with your family in the 1800s. What do you see, feel, and experience?
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Journey on the Oregon Trail
Picture being part of a family traveling on the Oregon Trail in the 19th century, narrate your experiences.
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Thankful Landscapes
Choose a location or space that fills you with gratitude, and describe it in detail.
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Cursed Antiquity
Write a chilling tale about a cursed antique piece whose spiritual owner haunts anyone who claims it.
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Frosty Footprints
Draft an imaginary journey through a snow-covered landscape, leaving a trail of unique footprints in your wake.
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Honoring Family Trailblazers
Write about someone in your family who did something that created a new path or trail for others to follow.
