Oregon Trail is a GPT that offers an interactive text adventure experience, weaving the game's scenarios and challenges with text-based interactions. Its functionality is modelled after the famous historical themed computer game Oregon Trail. The GPT's gameplay includes a wide array of choices, tests, and tasks, adapting to the player's knowledge about the game itself. It offers a user-friendly and engaging interface, where users can enter commands or make requests in natural language. It provides real-time responses to user inputs, making the game increasingly interactive and immersive. The tool implements a set of prompt starters that can help a user kick start their adventure or progress through different challenges in the game. These prompts include statements like 'Start my journey on the Oregon Trail.', 'How do I ford the river?', 'I want to hunt for food.' and 'What are the risks of taking the shortcut?'. However, the users can form any other valid command to progress in the game. Just as in the original Oregon Trail game, the user will need to make strategic decisions, deal with obstacles and carefully manage resources to successfully reach the end of the trail. Though the GPT is text-based, the richness of the narrative and the detailed responses create an engrossing playing experience. It's important to note that use of this GPT requires ChatGPT Plus. In all, Oregon Trail GPT provides an engaging way to experience the trials and tribulations of a journey on the historical Oregon Trail through a text-based interactive adventure game.